Lipoarabinomannan and related glycoconjugates: Structure, biogenesis and role in Mycobacterium tuberculosis physiology and host-pathogen interaction

FEMS Microbiology Reviews

Volumn 35, Issue 6, 2011, Pages 1126-1157

  Mishra, Arun K ^a   Driessen, Nicole N ^b   Appelmelk, Ben J ^b   Besra, Gurdyal S ^a  

^a UNIVERSITY OF BIRMINGHAM   (United Kingdom)

^b VU UNIVERSITY MEDICAL CENTER   (Netherlands)

Author keywords

Bacterial; Biosynthesis; Cell wall; Drug targets; Glycosyltransferases; Polysaccharides

Indexed keywords

ARABINOSE DERIVATIVE; BCG VACCINE; BETA DEXTRO MANNOSYL 1 MONOPHOSPHORYLDECAPRENOL; CARBOHYDRATE DERIVATIVE; CD1 ANTIGEN; DECAPRENYL PHOSPHO ARABINOSE; DECTIN 1; GLYCOCONJUGATE; GLYCOLIPID; GUANOSINE DIPHOSPHATE; INOSITOL; LIPOARABINOMANNAN; LIPOMANNAN; MANNOSE RECEPTOR; MANNOSIDE; MYCOLYL ARABINOGALACTAN PEPTIDOGLYCAN; PEPTIDOGLYCAN; PHOSPHATIDYL MYO INOSITOL; PHOSPHATIDYL MYO INOSITOL MANNOSIDE; TOLL LIKE RECEPTOR 2; UNCLASSIFIED DRUG;

BIOGENESIS; BIOSYNTHESIS; CHEMICAL STRUCTURE; CORYNEBACTERIUM GLUTAMICUM; HOST PATHOGEN INTERACTION; HUMAN; IMMUNE SYSTEM; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; REVIEW;

ANIMALS; HOST-PATHOGEN INTERACTIONS; HUMANS; LIPOPOLYSACCHARIDES; MYCOBACTERIUM TUBERCULOSIS; TUBERCULOSIS;

BACILLI (CLASS); BACTERIA (MICROORGANISMS); CORYNEBACTERINEAE; CORYNEBACTERIUM GLUTAMICUM; MYCOBACTERIUM TUBERCULOSIS;

EID: 80053565048     PISSN: 01686445     EISSN: 15746976     Source Type: Journal    
DOI: 10.1111/j.1574-6976.2011.00276.x     Document Type: Review

References (304)

1. Akira S & Takeda K (2004) Toll-like receptor signaling. Nat Rev Immunol 4: 499-511.
2. Alderwick LJ, Radmacher E, Seidel M, Gande R, Hitchen PG, Morris HR, Dell A, Sahm H, Eggeling L & Besra GS (2005) Deletion of Cg-emb in Corynebacterineae leads to a novel truncated cell wall arabinogalactan, whereas inactivation of Cg-ubiA results in an arabinan-deficient mutant with a cell wall galactan core. J Biol Chem 280: 32362-32371.
3. Alderwick LJ, Dover LG, Seidel M, Gande R, Sahm H, Eggeling L & Besra GS (2006a) Arabinan-deficient mutants of Corynebacterium glutamicum and the consequent flux in decaprenylmonophosphoryl-d-arabinose metabolism. Glycobiology 16: 1073-1081.
4. Alderwick LJ, Molle V, Kremer L, Cozzone AJ, Dafforn TR, Besra GS & Futterer K (2006b) Molecular structure of EmbR, a response element of Ser/Thr kinase signaling in Mycobacterium tuberculosis. P Natl Acad Sci USA 103: 2558-2563.
5. Alderwick LJ, Seidel M, Sahm H, Besra GS & Eggeling L (2006c) Identification of a novel arabinofuranosyltransferase (AftA) involved in cell wall arabinan biosynthesis in Mycobacterium tuberculosis. J Biol Chem 281: 15653-15661.
6. Alderwick LJ, Lloyd GS, Lloyd AJ, Lovering AL, Eggeling L & Besra GS (2010) Biochemical characterization of the Mycobacterium tuberculosis phosphoribosyl-1-pyrophosphate synthetase. Glycobiology 21: 410-425.
7. Alderwick LJ, Lloyd GS, Ghadbane H, May JW, Bhatt A, Eggeling L, Fütterer K & Besra GS (2011) The C-terminal domain of the arabinosyltransferase Mycobacterium tuberculosis EmbC is a lectin-like carbohydrate binding module. PLoS Pathog 7: e1001299.
8. Amberson JB, McMahon BT & Pinner M (1931) A clinical trial of sanocrysin in pulmonary tuberculosis. Am Rev Tuberc 24: 401-435.
9. Appelmelk BJ, den Dunnen J, Driessen NN et al. (2008) The mannose cap of mycobacterial lipoarabinomannan does not dominate the Mycobacterium-host interaction. Cell Microbiol 10: 930-944.
10. Armstrong JA & Hart PD (1971) Response of cultured macrophages to Mycobacterium tuberculosis with observations on fusion of lysosomes with phagosomes. J Exp Med 134: 713-740.
11. Astarie-Dequeker C, N'Diaye EN, Le Cabec V, Rittig MG, Prandi J & Maridonneau-Parini I (1999) The mannose receptor mediates uptake of pathogenic and nonpathogenic mycobacteria and bypasses bactericidal responses in human macrophages. Infect Immun 67: 469-477.
12. Bachhawat N & Mande SC (1999) Identification of the INO1 gene of Mycobacterium tuberculosis H37Rv reveals a novel class of inositol-1-phosphate synthase enzyme. J Mol Biol 291: 531-536.
13. Bafica A, Scanga CA, Feng CG, Leifer C, Cheever A & Sher A (2005) TLR9 regulates Th1 responses and cooperates with TLR2 in mediating optimal resistance to Mycobacterium tuberculosis. J Exp Med 202: 1715-1724.
14. Balboa L, Romero MM, Yokobori N et al. (2010) Mycobacterium tuberculosis impairs dendritic cell response by altering CD1b DC-SIGN and MR profile. Immunol Cell Biol 88: 716-726.
15. Ballou CE & Lee YC (1964) The structure of a myo-inositol mannoside from Mycobacterium tuberculosis Glycolipid. Biochemistry 3: 682-685.
16. Ballou CE, Vilkas E & Lederer E (1963) Structural studies on the myo-inositol phospholipids of Mycobacterium tuberculosis (var. bovis, strain BCG). J Biol Chem 238: 69-76.
17. Barral DC & Brenner MB (2007) CD1 antigen presentation: how it works. Nat Rev Immunol 7: 929-941.
18. Barreiro LB, Neyrolles O, Babb CL et al. (2006) Promoter variation in the DC-SIGN-encoding gene CD209 is associated with tuberculosis. PLoS Med 3: e20.
19. Bateman A, Coin L, Durbin R et al. (2004) The Pfam protein families database. Nucleic Acids Res 32: D138-D141.
20. Batt SM, Jabeen T, Mishra AK, Veerapen N, Krumbach K, Eggeling L, Besra GS & Fütterer K (2010) Acceptor substrate discrimination in phosphatidyl-myo-inositol mannoside synthesis: structural and mutational analysis of mannosyltransferase Corynebacterium glutamicum PimB'. J Biol Chem 285: 37741-37752.
21. Beatty WL, Rhoades ER, Ullrich HJ, Chatterjee D, Heuser JE & Russell DG (2000) Trafficking and release of mycobacterial lipids from infected macrophages. Traffic 1: 235-247.
22. Ben-Ali M, Barreiro LB, Chabbou A et al. (2007) Promoter and neck region length variation of DC-SIGN is not associated with susceptibility to tuberculosis in Tunisian patients. Hum Immunol 68: 908-912.
23. Benaroch P, Yilla M, Raposo G, Ito K, Miwa K, Geuze HJ & Ploegh HL (1995) How MHC class II molecules reach the endocytic pathway. EMBO J 14: 37-49.
24. Berg S, Kaur D, Jackson M & Brennan PJ (2007) The glycosyltransferases of Mycobacterium tuberculosis-roles in the synthesis of arabinogalactan, lipoarabinomannan, and other glycoconjugates. Glycobiology 17: 35-56R.
25. Besra GS & Brennan PJ (1997) The mycobacterial cell wall: biosynthesis of arabinogalactan and lipoarabinomannan. Biochem Soc T 25: 845-850.
26. Besra GS, Khoo KH, McNeil MR, Dell A, Morris HR & Brennan PJ (1995) A new interpretation of the structure of the mycolyl-arabinogalactan complex of Mycobacterium tuberculosis as revealed through characterization of oligoglycosylalditol fragments by fast-atom bombardment mass spectrometry and 1H nuclear magnetic resonance spectroscopy. Biochemistry 34: 4257-4266.
27. Besra GS, Morehouse CB, Rittner CM, Waechter CJ & Brennan PJ (1997) Biosynthesis of mycobacterial lipoarabinomannan. J Biol Chem 272: 18460-18466.
28. Bhatt A, Molle V, Besra GS, Jacobs WR Jr & Kremer L (2007) The Mycobacterium tuberculosis FAS-II condensing enzymes: their role in mycolic acid biosynthesis, acid-fastness, pathogenesis and in future drug development. Mol Microbiol 64: 1442-1454.
29. Bhowruth V, Dover LG & Besra GS (2007) Tuberculosis chemotherapy: recent developments and future perspectives. Progr Med Chem 45: 169-203.
30. Birch HL, Alderwick LJ, Bhatt A, Rittmann D, Krumbach K, Singh A, Bai Y, Lowary TL, Eggeling L & Besra GS (2008) Biosynthesis of mycobacterial arabinogalactan: identification of a novel α(1→3) arabinofuranosyltransferase. Mol Microbiol 69: 1191-1206.
31. Birch HL, Alderwick LJ, Appelmelk BJ, Maaskant J, Bhatt A, Singh A, Nigou J, Eggeling L, Geurtsen J & Besra GS (2010) A truncated lipoglycan from mycobacteria with altered immunological properties. P Natl Acad Sci USA 107: 2634-2639.
32. Boonyarattanakalin S, Liu X, Michieletti M, Lepenies B & Seeberger PH (2008) Chemical synthesis of all phosphatidylinositol mannoside (PIM) glycans from Mycobacterium tuberculosis. J Am Chem Soc 130: 16791-16799.
33. Brennan P & Ballou CE (1967) Biosynthesis of mannophosphoinositides by Mycobacterium phlei. The family of dimannophosphoinositides. J Biol Chem 242: 3046-3056.
34. Brennan P & Ballou CE (1968a) Biosynthesis of mannophosphoinositides by Mycobacterium phlei. Enzymatic acylation of the dimannophosphoinositides. J Biol Chem 243: 2975-2984.
35. Brennan P & Ballou CE (1968b) Phosphatidylmyoinositol monomannoside in Propionibacterium shermanii. Biochem Bioph Res Co 30: 69-75.
36. Brennan PJ (2003) Structure, function, and biogenesis of the cell wall of Mycobacterium tuberculosis. Tuberculosis (Edinburgh) 83: 91-97.
37. Brennan PJ & Crick DC (2007) The cell-wall core of Mycobacterium tuberculosis in the context of drug discovery. Curr Top Med Chem 7: 475-488.
38. Brennan PJ & Lehane DP (1971) The phospholipids of corynebacteria. Lipids 6: 401-409.
39. Brennan PJ & Nikaido H (1995) The envelope of mycobacteria. Annu Rev Biochem 64: 29-63.
40. Brightbill HD, Libraty DH, Krutzik SR et al. (1999) Host defense mechanisms triggered by microbial lipoproteins through toll-like receptors. Science 285: 732-736.
41. Briken V, Porcelli SA, Besra GS & Kremer L (2004) Mycobacterial lipoarabinomannan and related lipoglycans: from biogenesis to modulation of the immune response. Mol Microbiol 53: 391-403.
42. 2+. BMC Struct Biol 28: 55.
43. Bulut Y, Michelsen KS, Hayrapetian L, Naiki Y, Spallek R, Singh M & Arditi M (2005) Mycobacterium tuberculosis heat shock proteins use diverse Toll-like receptor pathways to activate pro-inflammatory signals. J Biol Chem 280: 20961-20967.
44. Cavalli V, Vilbois F, Corti M, Marcote MJ, Tamura K, Karin M, Arkinstall S & Gruenberg J (2001) The stress-induced MAP kinase p38 regulates endocytic trafficking via the GDI:Rab5 complex. Mol Cell 7: 421-432.
45. Chan ED & Iseman MD (2008) Multidrug-resistant and extensively drug-resistant tuberculosis: a review. Curr Opin Infect Dis 21: 587-595.
46. Chargaff E & Schaefer W (1935) A specific polysaccharide from the Bacillus Calmette-Guerin (BCG). J Biol Chem 112: 393-405.
47. Chatterjee D & Khoo KH (1998) Mycobacterial lipoarabinomannan: an extraordinary lipoheteroglycan with profound physiological effects. Glycobiology 8: 113-120.
48. Chatterjee D, Bozic CM, McNeil M & Brennan PJ (1991) Structural features of the arabinan component of the lipoarabinomannan of Mycobacterium tuberculosis. J Biol Chem 266: 9652-9660.
49. Chatterjee D, Hunter SW, McNeil M & Brennan PJ (1992a) Lipoarabinomannan. Multiglycosylated form of the mycobacterial mannosylphosphatidylinositols. J Biol Chem 267: 6228-6233.
50. Chatterjee D, Lowell K, Rivoire B, McNeil MR & Brennan PJ (1992b) Lipoarabinomannan of Mycobacterium tuberculosis. Capping with mannosyl residues in some strains. J Biol Chem 267: 6234-6239.
51. Chatterjee D, Khoo KH, McNeil MR, Dell A, Morris HR & Brennan PJ (1993) Structural definition of the non-reducing termini of mannose-capped LAM from Mycobacterium tuberculosis through selective enzymatic degradation and fast atom bombardment-mass spectrometry. Glycobiology 3: 497-506.
52. Chieppa M, Bianchi G, Doni A et al. (2003) Cross-linking of the mannose receptor on monocyte-derived dendritic cells activates an anti-inflammatory immunosuppressive program. J Immunol 171: 4552-4560.
53. Christophe T, Jackson M, Jeon HK et al. (2009) High content screening identifies decaprenyl-phosphoribose 2' epimerase as a target for intracellular antimycobacterial inhibitors. PLoS Pathog 5: e1000645.
54. Chua J & Deretic V (2004) Mycobacterium tuberculosis reprograms waves of phosphatidylinositol 3-phosphate on phagosomal organelles. J Biol Chem 279: 36982-36992.
55. Clemens DL & Horwitz MA (1996) The Mycobacterium tuberculosis phagosome interacts with early endosomes and is accessible to exogenously administered transferrin. J Exp Med 184: 1349-1355.
56. Cole ST & Barrell BG (1998) Analysis of the genome of Mycobacterium tuberculosis H37Rv. Novart Fdn Symp 217: 160-172; discussion 172-177.
57. Cole ST, Brosch R, Parkhill J et al. (1998) Deciphering the biology of Mycobacterium tuberculosis from the complete genome sequence. Nature 393: 537-544.
58. Crellin PK, Kovacevic S, Martin KL, Brammananth R, Morita YS, Billman-Jacobe H, McConville MJ & Coppel RL (2008) Mutations in pimE restore lipoarabinomannan synthesis and growth in a Mycobacterium smegmatislpqW mutant. J Bacteriol 190: 3690-3699.
59. Crespo PM, Torres Demichelis V & Daniotti JL (2010) Neobiosynthesis of glycosphingolipids by plasma membrane-associated glycosyltransferases. J Biol Chem 285: 29179-29190.
60. Daffé M & Etienne G (1999) The capsule of Mycobacterium tuberculosis and its implications for pathogenicity. Tubercle Lung Dis 79: 153-169.
61. Daffé M, Brennan PJ & McNeil M (1990) Predominant structural features of the cell wall arabinogalactan of Mycobacterium tuberculosis as revealed through characterization of oligoglycosyl alditol fragments by gas chromatography/mass spectrometry and by 1H and 13C NMR analyses. J Biol Chem 265: 6734-6743.
62. de la Salle H, Mariotti S, Angenieux C et al. (2005) Assistance of microbial glycolipid antigen processing by CD1e. Science 310: 1321-1324.
63. de Libero G & Mori L (2009) How the immune system detects lipid antigens. Prog Lipid Res 42: 120-127.
64. Delmas C, Gilleron M, Brando T, Vercellone A, Gheorghui M, Riviere M & Puzo G (1997) Comparative structural study of the mannosylated-lipoarabinomannans from Mycobacterium bovis BCG vaccine strains: characterization and localization of succinates. Glycobiology 7: 811-817.
65. Dinadayala P, Kaur D, Berg S, Amin AG, Vissa VD, Chatterjee D, Brennan PJ & Crick DC (2006) Genetic basis for the synthesis of the immune-modulatory mannose caps of lipoarabinomannan in Mycobacterium tuberculosis. J Biol Chem 281: 20027-20035.
66. Dobos KM, Khoo KH, Swiderek KM, Brennan PJ & Belisle JT (1996) Definition of the full extent of glycosylation of the 45-kilodalton glycoprotein of Mycobacterium tuberculosis. J Bacteriol 178: 2498-2506.
67. Dover LG, Cerdeno-Tarraga AM, Pallen MJ, Parkhill J & Besra GS (2004) Comparative cell wall core biosynthesis in the mycolated pathogens, Mycobacterium tuberculosis and Corynebacterium diphtheriae. FEMS Microbiol Rev 28: 225-250.
68. Dover LG, Bhatt A, Bhowruth V, Willcox BE & Besra GS (2008) New drugs and vaccines for drug-resistant Mycobacterium tuberculosis infections. Expert Rev Vaccines 7: 481-497.
69. Doz E, Rose S, Nigou J, Gilleron M, Puzo G, Erard F, Ryffel B & Quesniaux VF (2007) Acylation determines the toll-like receptor (TLR)-dependent positive vs. TLR2- mannose receptor- and SIGNR1-independent negative regulation of pro-inflammatory cytokines by mycobacterial lipomannan. J Biol Chem 282: 26014-26025.
70. Doz E, Rose S, Court N et al. (2009) Mycobacterial phosphatidylinositol mannosides negatively regulate host Toll-like receptor 4 MyD88-dependent proinflammatory cytokines and TRIF-dependent co-stimulatory molecule expression. J Biol Chem 284: 23187-23196.
71. Drennan MB, Nicolle D, Quesniaux VJF et al. (2004) Toll-like receptor 2-deficient mice succumb to Mycobacterium tuberculosis infection. Am J Pathol 164: 49-57.
72. Driessen NN, Ummels R, Maaskant JJ et al. (2009) Role of phosphatidylinositol mannosides in the interaction between mycobacteria and DC-SIGN. Infect Immun 77: 4538-4547.
73. Driessen NN, Stoop EJ, Ummels R et al. (2010) Mycobacterium marinum MMAR-2380, a predicted transmembrane acyltransferase, is essential for the presence of the mannose cap on lipoarabinomannan. Microbiology 156: 3492-3502.
74. Ehlers S (2009) DC-SIGN and mannosylated surface structures of Mycobacterium tuberculosis: a deceptive liaison. Eur J Cell Biol 89: 95-101.
75. Elass E, Aubry L, Masson M, Denys A, Guerardel Y, Maes E, Legrand D, Mazurier J & Kremer L (2005) Mycobacterial lipomannan induces matrix metalloproteinase-9 expression in human macrophagic cells through a Toll-like receptor 1 (TLR1). Infect Immun 73: 7064-7068.
76. Ernst JD (1998) Macrophage receptors for Mycobacterium tuberculosis. Infect Immun 66: 1277-1281.
77. Ernst WA, Maher J, Cho S et al. (1998) Molecular interaction of CD1b with lipoglycan antigens. Immunity 8: 331-340.
78. Felio K, Nguyen H, Dascher CC et al. (2009) CD1-restricted adaptive immune responses to mycobacteria in human group 1 CD1 transgenic mice. J Exp Med 206: 2497-2509.
79. Feng CG, Scanga CA, Collazo-Custodio CM, Cheever AW, Hieny S, Caspar P & Sher A (2003) Mice lacking myeloid differentiation factor 88 display profound defects in host resistance and immune responses to Mycobacteriumavium infection not exhibited by Toll-like receptor 2 (TLR2)- and TLR4-deficient animals. J Immunol 171: 4758-4764.
80. Ferguson JS, Voelker DR, McCormack FX & Schlesinger LS (1999) Surfactant protein D binds to Mycobacterium tuberculosis bacilli and lipoarabinomannan via carbohydrate-lectin interactions resulting in reduced phagocytosis of the bacteria by macrophages. J Immunol 163: 312-321.
81. Ferguson JS, Martin JL, Azad AK, McCarthy TR, Kang PB, Voelker DR, Crouch EC & Schlesinger LS (2006) Surfactant protein D increases fusion of Mycobacterium tuberculosis-containing phagosomes with lysosomes in human macrophages. Infect Immun 74: 7005-7009.
82. Ferwerda G, Girardin SE, Kullberg BJ et al. (2005) NOD2 and toll-like receptors are nonredundant recognition systems of Mycobacterium tuberculosis. PLoS Pathog 1: 279-285.
83. Fischer K, Scotet E, Niemeyer M et al. (2004) Mycobacterial phosphatidylinositol mannoside is a natural antigen for CD1d-restricted T cells. P Natl Acad Sci USA 101: 10685-10690.
84. Fratti RA, Backer JM, Gruenberg J, Corvera S & Deretic V (2001) Role of phosphatidylinositol 3-kinase and Rab5 effectors in phagosomal biogenesis and mycobacterial phagosome maturation arrest. J Cell Biol 154: 631-644.
85. Fratti RA, Chua J & Deretic V (2003a) Induction of p38 mitogen-activated protein kinase reduces early endosome autoantigen 1 (EEA1) recruitment to phagosomal membranes. J Biol Chem 278: 46961-46967.
86. Fratti RA, Chua J, Vergne I & Deretic V (2003b) Mycobacterium tuberculosis glycosylated phosphatidylinositol causes phagosome maturation arrest. P Natl Acad Sci USA 100: 5437-5442.
87. Fremond CM, Yeremeev V, Nicolle DM, Jacobs M, Quesniaux VF & Ryffel B (2004) Fatal Mycobacterium tuberculosis infection despite adaptive immune response in the absence of MyD88. J Clin Invest 114: 1790-1799.
88. Fremond CM, Togbe D, Doz E, Rose S, Vasseur V, Maillet I, Jacobs M, Ryffel B & Quesniaux VF (2007) IL-1 receptor-mediated signal is an essential component of MyD88-dependent innate response to Mycobacterium tuberculosis infection. J Immunol 179: 1178-1189.
89. Gagliardi MC, Lemassu A, Teloni R, Mariotti S, Sargentini V, Pardini M, Daffé M & Nisini R (2007) Cell wall-associated α-glucan is instrumental for Mycobacterium tuberculosis to block CD1 molecule expression and disable the function of dendritic cell derived from infected monocyte. Cell Microbiol 9: 2081-2092.
90. Gagliardi MC, Teloni R, Giannoni F et al. (2009) Mycobacteria exploit p38 signaling to affect CD1 expression and lipid antigen presentation by human dendritic cells. Infect Immun 77: 4947-4952.
91. Garg A, Barnes PF, Roy S, Quiroga MF, Wu S, Garcia VE, Krutzik SR, Weis SE & Vankayalapati R (2008) Mannose-capped lipoarabinomannan- and prostaglandin E2-dependent expansion of regulatory T cells in human Mycobacterium tuberculosis infection. Eur J Immunol 38: 459-469.
92. Geijtenbeek TBH, van Vliet SJ, Koppel EA, Sanchez-Hernandez M, Vandenbroucke-Grauls CMJE, Appelmelk BJ & van Kooyk Y (2003) Mycobacteria target DC-SIGN to suppress dendritic cell function. J Exp Med 197: 7-17.
93. Geurtsen J, Chedammi S, Mesters J et al. (2009) Identification of mycobacterial α-glucan as a novel ligand for DC-SIGN: involvement of mycobacterial capsular polysaccharides in host immune modulation. J Immunol 183: 5221-5231.
94. Gibson KJ, Eggeling L, Maughan WN, Krumbach K, Gurcha SS, Nigou J, Puzo G, Sahm H & Besra GS (2003) Disruption of Cg-ppm1, a polyprenyl monophosphomannose synthase, and the generation of lipoglycan-less mutant in Corynebacterium glutamicum. J Biol Chem 278: 40842-40850.
95. Gilleron M, Bala L, Brando T, Vercellone A & Puzo G (2000) Mycobacterium tuberculosis H37Rv parietal and cellular lipoarabinomannans. Characterization of the acyl- and glyco-forms. J Biol Chem 275: 677-684.
96. Gilleron M, Ronet C, Mempel M, Monsarrat B, Gachelin G & Puzo G (2001) Acylation state of the phosphatidylinositol mannosides from Mycobacterium bovis Bacillus Calmette Guérin and ability to induce granuloma and recruit natural killer T cells. J Biol Chem 276: 34896-34904.
97. Gilleron M, Quesniaux VF & Puzo G (2003) Acylation state of the phosphatidylinositol hexamannosides from Mycobacterium bovis bacillus Calmette-Guérin and Mycobacterium tuberculosis H37Rv and its implication in Toll-like receptor response. J Biol Chem 278: 29880-29889.
98. Gilleron M, Nigou J, Nicolle D, Quesniaux V & Puzo G (2006) The acylation state of mycobacterial lipomannans modulates innate immunity response through toll-like receptor 2. Chem Biol 13: 39-47.
99. Gomez LM, Anaya JM, Sierra-Filardi E, Cadena J, Corbi A & Martin J (2006) Analysis of DC-SIGN (CD209) functional variants in patients with tuberculosis. Hum Immunol 67: 808-811.
100. Gonzalez-Zamorano M, Mendoza-Hernandez G, Xolalpa W, Parada C, Vallecillo AJ, Bigi F & Espitia C (2009) Mycobacterium tuberculosis glycoproteomics based on ConA-lectin affinity capture of mannosylated proteins. J Proteome Res 8: 721-733.
101. Gorvel JP, Chavrier P, Zerial M & Gruenberg J (1991) Rab5 controls early endosome fusion in vitro. Cell 64: 915-925.
102. Gringhuis SI, den Dunnen J, Litjens M, van het Hof B, van Kooyk Y & Geijtenbeek TBH (2007) C-type lectin DC-SIGN modulates Toll-like receptor signaling via Raf-1 kinase-dependent acetylation of transcription factor NF-κB. Immunity 26: 605-616.
103. Gringhuis SI, den Dunnen J, Litjens M, van der Vlist M & Geijtenbeek TBH (2009) Carbohydrate-specific signaling through the DC-SIGN signalosome tailors immunity to Mycobacterium tuberculosis HIV-1 and Helicobacter pylori. Nat Immunol 10: 1081-1088.
104. Guérardel Y, Maes E, Elass E, Leroy Y, Timmerman P, Besra GS, Locht C, Strecker G & Kremer L (2003) Structural study of lipomannan and lipoarabinomannan from Mycobacterium chelonae. Presence of unusual components with α1, 3-mannopyranose side chains. J Biol Chem 277: 30635-30648.
105. Guerin ME, Kordulakova J, Schaeffer F, Svetlikova Z, Buschiazzo A, Giganti D, Gicquel B, Mikusova K, Jackson M & Alzari PM (2007) Molecular recognition and interfacial catalysis by the essential phosphatidylinositol mannosyltransferase PimA from mycobacteria. J Biol Chem 282: 20705-20714.
106. Guerin ME, Kaur D, Somashekar BS, Gibbs S, Gest P, Chatterjee D, Brennan PJ & Jackson M (2009) New insights into the early steps of phosphatidylinositol mannoside biosynthesis in mycobacteria: PimB' is an essential enzyme of Mycobacterium smegmatis. J Biol Chem 284: 25687-25696.
107. Guerin ME, Kordulakova J, Alzari PM, Brennan PJ & Jackson M (2010) Molecular basis of phosphatidylinositol mannoside biosynthesis and regulation in mycobacteria. J Biol Chem 285: 33577-33583.
108. Gurcha SS, Baulard AR, Kremer L, Locht C, Moody DB, Muhlecker W, Costello CE, Crick DC, Brennan PJ & Besra GS (2002) Ppm1, a novel polyprenol monophosphomannose synthase from Mycobacterium tuberculosis. Biochem J 365: 441-450.
109. Haites RE, Morita YS, McConville MJ & Billman-Jacobe H (2005) Function of phosphatidylinositol in mycobacteria. J Biol Chem 280: 10981-10987.
110. Harding CV & Boom WH (2010) Regulation of antigen presentation by Mycobacterium tuberculosis: a role for Toll-like receptors. Nat Rev Microbiol 8: 296-307.
111. Hayakawa E, Tokumasu F, Nardone GA, Jin AJ, Hackley VA & Dvorak JA (2007) A Mycobacterium tuberculosis-derived lipid inhibits membrane fusion by modulating lipid membrane domains. Biophys J 93: 4018-4030.
112. Heymann SJ, Sell R & Brewer TF (1998) The influence of program acceptability on the effectiveness of public health policy: a study of directly observed therapy for tuberculosis. Am J Public Health 88: 442-445.
113. Hill DL & Ballou CE (1966) Biosynthesis of mannophospholipids by Mycobacterium phlei. J Biol Chem 241: 895-902.
114. Hoffmann C, Leis A, Niederweis M, Plitzko JM & Engelhardt H (2008) Disclosure of the mycobacterial outer membrane: cryo-electron tomography and vitreous sections reveal the lipid bilayer structure. P Natl Acad Sci USA 105: 3963-3967.
115. Holscher C, Reiling N, Schaible UE et al. (2008) Containment of aerogenic Mycobacterium tuberculosis infection in mice does not require MyD88 adaptor function for TLR2 -4 and -9. Eur J Immunol 38: 680-694.
116. Huang H, Scherman MS, D'Haeze W, Vereecke D, Holsters M, Crick DC & McNeil MR (2005) Identification and active expression of the Mycobacterium tuberculosis gene encoding 5-phospho-α-d-ribose-1-diphosphate: decaprenyl-phosphate 5-phosphoribosyltransferase, the first enzyme committed to decaprenylphosphoryl-d-arabinose synthesis. J Biol Chem 280: 24539-24543.
117. Hunter SW & Brennan PJ (1990) Evidence for the presence of a phosphatidylinositol anchor on the lipoarabinomannan and lipomannan of Mycobacterium tuberculosis. J Biol Chem 265: 9272-9279.
118. Hunter SW, Gaylord H & Brennan PJ (1986) Structure and antigenicity of the phosphorylated lipopolysaccharide antigens from the leprosy and tubercle bacilli. J Biol Chem 261: 12345-12351.
119. Ilangumaran S, Arni S, Poincelet M, Theler JM, Brennan PJ, Nasir-ud-Din & Hoessli DC (1995) Integration of mycobacterial lipoarabinomannans into glycosylphosphatidylinositol-rich domains of lymphomonocytic cell plasma membranes. J Immunol 155: 1334-1342.
120. Jackson M & Brennan PJ (2009) Polymethylated polysaccharides from Mycobacterium species revisited. J Biol Chem 284: 1949-1953.
121. Jackson M, Crick DC & Brennan PJ (2000) Phosphatidylinositol is an essential phospholipid of mycobacteria. J Biol Chem 275: 30092-30099.
122. Jo EK (2008) Mycobacterial interaction with innate receptors: TLRs C-type lectins and NLRs. Curr Opin Infect Dis 21: 279-286.
123. Jo EK, Yang CS, Choi CH & Harding CV (2007) Intracellular signaling cascades regulating innate immune responses to mycobacteria: branching out from Toll-like receptors. Cell Microbiol 9: 1087-1098.
124. Joe M, Sun D, Taha H, Completo GC, Croudace JE, Lammas DA, Besra GS & Lowary TL (2006) The 5-deoxy-5-methylthio-xylofuranose residue in mycobacterial lipoarabinomannan. absolute stereochemistry, linkage position, conformation, and immune-modulatory activity. J Am Chem Soc 128: 5059-5072.
125. Jones BW, Means TK, Heldwein KA, Keen MA, Hill PJ, Belisle JT & Fenton MJ (2001) Different Toll-like receptor agonists induce distinct macrophage responses. J Leukocyte Biol 69: 1036-1044.
126. Kang PB, Azad AK, Torrelles JB, Kaufman TM, Beharka A, Tibesar E, DesJardin LE & Schlesinger LS (2005) The human macrophage mannose receptor directs Mycobacterium tuberculosis lipoarabinomannan-mediated phagosome biogenesis. J Exp Med 202: 987-999.
127. Kataoka T & Nojima S (1967) The phospholipid compositions of some Actinomycetes. Biochim Biophys Acta 144: 681-683.
128. Kaufmann SH & Schaible UE (2005) Antigen presentation and recognition in bacterial infections. Curr Opin Immunol 17: 79-87.
129. Kaur D, Berg S, Dinadayala P, Gicquel B, Chatterjee D, McNeil MR, Vissa VD, Crick DC, Jackson M & Brennan PJ (2006) Biosynthesis of mycobacterial lipoarabinomannan: role of a branching mannosyltransferase. P Natl Acad Sci USA 103: 13664-13669.
130. Kaur D, McNeil MR, Khoo KH, Chatterjee D, Crick DC, Jackson M & Brennan PJ (2007) New insights into the biosynthesis of mycobacterial lipomannan arising from deletion of a conserved gene. J Biol Chem 282: 27133-27140.
131. Kaur D, Obregon-Henao A, Pham H, Chatterjee D, Brennan PJ & Jackson M (2008) Lipoarabinomannan of Mycobacterium: mannose capping by a multifunctional terminal mannosyltransferase. P Natl Acad Sci USA 105: 17973-17977.
132. Kaur D, Guerin ME, Skovierová H, Brennan PJ & Jackson M (2009) Chapter 2: biogenesis of the cell wall and other glycoconjugates of Mycobacterium tuberculosis. Adv Appl Microbiol 69: 23-78.
133. Kelley VA & Schorey JS (2003) Mycobacterium's arrest of phagosome maturation in macrophages requires Rab5 activity and accessibility to iron. Mol Biol Cell 14: 3366-3377.
134. Khoo KH, Dell A, Morris HR, Brennan PJ & Chatterjee D (1995a) Structural definition of acylated phosphatidylinositol mannosides from Mycobacterium tuberculosis: definition of a common anchor for lipomannan and lipoarabinomannan. Glycobiology 5: 117-127.
135. Khoo KH, Dell A, Morris HR, Brennan PJ & Chatterjee D (1995b) Inositol phosphate capping of the nonreducing termini of lipoarabinomannan from rapidly growing strains of Mycobacterium. J Biol Chem 270: 12380-12389.
136. Knutson KL, Hmama Z, Herrera-Velit P, Rochford R & Reiner NE (1998) Lipoarabinomannan of Mycobacterium tuberculosis promotes protein tyrosine dephosphorylation and inhibition of mitogen-activated protein kinase in human mononuclear phagocytes. Role of the Src homology 2 containing tyrosine phosphatase 1. J Biol Chem 273: 645-652.
137. Kobayashi K, Hernandez LD, Galán JE, Janeway CA Jr, Medzhitov R & Flavell RA (2002) IRAK-M is a negative regulator of Toll-like receptor signaling. Cell 110: 191-202.
138. Koppel EA, Ludwig IS, Hernandez MS et al. (2004) Identification of the mycobacterial carbohydrate structure that binds the C-type lectins DC-SIGN, L-SIGN and SIGNR1. Immunobiology 209: 117-127.
139. Kordulakova J, Gilleron M, Mikusova K, Puzo G, Brennan PJ, Gicquel B & Jackson M (2002) Definition of the first mannosylation step in phosphatidylinositol mannoside synthesis. PimA is essential for growth of mycobacteria. J Biol Chem 277: 31335-31344.
140. Kordulakova J, Gilleron M, Puzo G, Brennan PJ, Gicquel B, Mikusova K & Jackson M (2003) Identification of the required acyltransferase step in the biosynthesis of the phosphatidylinositol mannosides of Mycobacterium species. J Biol Chem 278: 36285-36295.
141. Kovacevic S, Anderson D, Morita YS, Patterson J, Haites R, McMillan BN, Coppel R, McConville MJ & Billman-Jacobe H (2006) Identification of a novel protein with a role in lipoarabinomannan biosynthesis in mycobacteria. J Biol Chem 281: 9011-9017.
142. Kowalska H, Pastuszak I & Szymona M (1980) A mannoglucokinese of Mycobacterium tuberculosis H37Ra. Acta Microbiol Pol 29: 249-257.
143. Kremer L, Gurcha SS, Bifani P, Hitchen PG, Baulard A, Morris HR, Dell A, Brennan PJ & Besra GS (2002) Characterization of a putative α-mannosyltransferase involved in phosphatidylinositol trimannoside biosynthesis in Mycobacterium tuberculosis. Biochem J 363: 437-447.
144. Kronenberg M & Sullivan BA (2008) Acid test: lipid antigens get into the groove. Immunity 28: 727-729.
145. Lea-Smith DJ, Martin KL, Pyke JS, Tull D, McConville MJ, Coppel RL & Crellin PK (2008) Analysis of a new mannosyltransferase required for the synthesis of phosphatidylinositol mannosides and lipoarbinomannan reveals two lipomannan pools in Corynebacterineae. J Biol Chem 283: 6773-6782.
146. Lee YC & Ballou CE (1964) Structural studies on the myo-Inositol mannodides from the glycolipids of Mycobacterium tuberculosis and Mycobacterium phlei. J Biol Chem 239: 1316-1327.
147. Lee YC & Ballou CE (1965) Complete structures of the glycophospholipids of mycobacteria. Biochemistry 4: 1395-1404.
148. Lemassu A & Daffé M (1994) Structural features of the exocellular polysaccharides of Mycobacterium tuberculosis. Biochem J 297: 351-357.
149. Liu J & Mushegian A (2003) Three monophyletic superfamilies account for the majority of the known glycosyltransferases. Protein Sci 12: 1418-1431.
150. Ma Y, Stern RJ, Scherman MS, Vissa VD, Yan W, Jones VC, Zhang F, Franzblau SG, Lewis WH & McNeil MR (2001) Drug targeting Mycobacterium tuberculosis cell wall synthesis: genetics of dTDP-rhamnose synthetic enzymes and development of a microtiter plate-based screen for inhibitors of conversion of dTDP-glucose to dTDP-rhamnose. Antimicrob Agents Ch 45: 1407-1416.
151. Maeda N, Nigou J, Herrmann JL, Jackson M, Amara A, Lagrange PH, Puzo G, Gicquel B & Neyrolles O (2003) The cell surface receptor DC-SIGN discriminates between Mycobacterium species through selective recognition of the mannose caps on lipoarabinomannan. J Biol Chem 278: 5513-5516.
152. Maes E, Coddeville B, Kremer L & Guerardel Y (2007) Polysaccharide structural variability in mycobacteria: identification and characterization of phosphorylated mannan and arabinomannan. Glycoconjugate J 24: 439-448.
153. Makarov V, Manina G, Mikusova K et al. (2009) Benzothiazinones kill Mycobacterium tuberculosis by blocking arabinan synthesis. Science 324: 801-804.
154. 2+ signaling by Mycobacterium tuberculosis is associated with reduced phagosome-lysosome fusion and increased survival within human macrophages. J Exp Med 191: 287-302.
155. Malik ZA, Iyer SS & Kusner DJ (2001) Mycobacterium tuberculosis phagosomes exhibit altered calmodulin-dependent signal transduction: contribution to inhibition of phagosome-lysosome fusion and intracellular survival in human macrophages. J Immunol 166: 3392-3401.
156. Marks PA (1956) A newer pathway of carbohydrate metabolism; the pentose phosphate pathway. Diabetes 5: 276-283.
157. Marland Z, Beddoe T, Zaker-Tabrizi L, Lucet IS, Brammananth R, Whisstock JC, Wilce MC, Coppel RL, Crellin PK & Rossjohn J (2006) Hijacking of a substrate-binding protein scaffold for use in mycobacterial cell wall biosynthesis. J Mol Biol 359: 983-997.
158. Masucci P, McAlpine IL & Glenn JT (1930) Biochemical studies of bacterial derivatives. XII. The preparation of human tubercle bacillus polysaccharide MB-200 and some of its biological properties. Am Rev Tuberc 22: 669-677.
159. McCarthy TR, Torrelles JB, MacFarlane AS, Katawczik M, Kutzbach B, Desjardin LE, Clegg S, Goldberg JB & Schlesinger LS (2005) Overexpression of Mycobacterium tuberculosismanB, a phosphomannomutase that increases phosphatidylinositol mannoside biosynthesis in Mycobacterium smegmatis and mycobacterial association with human macrophages. Mol Microbiol 58: 774-790.
160. McNeil M, Daffé M & Brennan PJ (1990) Evidence for the nature of the link between the arabinogalactan and peptidoglycan of mycobacterial cell walls. J Biol Chem 265: 18200-18206.
161. McNeil M, Daffé M & Brennan PJ (1991) Location of the mycolyl ester substituents in the cell walls of mycobacteria. J Biol Chem 266: 13217-13223.
162. McNeil MR, Robuck KG, Harter M & Brennan PJ (1994) Enzymatic evidence for the presence of a critical terminal hexa-arabinoside in the cell walls of Mycobacterium tuberculosis. Glycobiology 4: 165-173.
163. Means TK, Wang S, Lien E, Yoshimura A, Golenbock DT & Fenton MJ (1999) Human toll-like receptors mediate cellular activation by Mycobacterium tuberculosis. J Immunol 163: 3920-3927.
164. Mikusová K, Huang H, Yagi T, Holsters M, Vereecke D, D'Haeze W, Scherman MS, Brennan PJ, McNeil MR & Crick DC (2005) Decaprenylphosphoryl arabinofuranose, the donor of the d-arabinofuranosyl residues of mycobacterial arabinan, is formed via a two-step epimerization of decaprenylphosphoryl ribose. J Bacteriol 187: 8020-8025.
165. Minnikin DE, Kremer L, Dover LG & Besra GS (2002) The methyl-branched fortifications of Mycobacterium tuberculosis. Chem Biol 9: 545-553.
166. Misaki A & Yukawa S (1966) Studies on cell walls of mycobacteria. II. Constitution of polysaccharides from BCG cell walls. J Biochem 59: 511-520.
167. Misaki A, Azuma I & Yamamura Y (1977) Structural and immunochemical studies on d-arabino-d-mannans and d-mannans of Mycobacterium tuberculosis and other Mycobacterium species. J Biochem 82: 1759-1770.
168. Mishra AK, Alderwick LJ, Rittmann D, Tatituri RV, Nigou J, Gilleron M, Eggeling L & Besra GS (2007) Identification of an α(1→6) mannopyranosyltransferase (MptA), involved in Corynebacterium glutamicum lipomannan biosynthesis, and identification of its orthologue in Mycobacterium tuberculosis. Mol Microbiol 65: 1503-1517.
169. Mishra AK, Alderwick LJ, Rittmann D, Wang C, Bhatt A, Jacobs WR Jr, Takayama K, Eggeling L & Besra GS (2008a) Identification of a novel α(1→6) mannopyranosyltransferase MptB from Corynebacterium glutamicum by deletion of a conserved gene, NCgl1505, affords a lipomannan- and lipoarabinomannan-deficient mutant. Mol Microbiol 68: 1595-1613.
170. Mishra AK, Klein C, Gurcha SS, Alderwick LJ, Babu P, Hitchen PG, Morris HR, Dell A, Besra GS & Eggeling L (2008b) Structural characterization and functional properties of a novel lipomannan variant isolated from a Corynebacterium glutamicum pimB' mutant. Antonie van Leeuwenhoek 94: 277-287.
171. Mishra AK, Batt S, Krumbach K, Eggeling L & Besra GS (2009) Characterization of the Corynebacterium glutamicumΔpimB'ΔmgtA double deletion mutant and the role of Mycobacterium tuberculosis orthologues Rv2188c and Rv0557 in glycolipid biosynthesis. J Bacteriol 191: 4465-4472.
172. Mishra AK, Krumbach K, Rittmann D, Appelmelk B, Pathak V, Pathak AK, Nigou J, Geurtsen J, Eggeling L & Besra GS (2011) Lipoarbinomannan biosynthesis in Corynebacterineae: the interplay of two α(1→2)-mannopyranosyltransferases MptC and MptD in mannan branching. Mol Microbiol, DOI: DOI: 10.1111/j.1365-2958.2011.07640.x.
173. Molle V & Kremer L (2010) Division and cell envelope regulation by Ser/Thr phosphorylation: Mycobacterium shows the way. Mol Microbiol 75: 1064-1077.
174. Moody DB (2006) TLR gateways to CD1 function. Nat Immunol 7: 811-817.
175. Moody DB, Reinhold BB, Guy MR et al. (1997) Structural requirements for glycolipid antigen recognition by CD1b-restricted T cells. Science 278: 283-286.
176. Morita YS, Patterson JH, Billman-Jacobe H & McConville MJ (2004) Biosynthesis of mycobacterial phosphatidylinositol mannosides. Biochem J 378: 589-597.
177. Morita YS, Velasquez R, Taig E, Waller RF, Patterson JH, Tull D, Williams SJ, Billman-Jacobe H & McConville MJ (2005) Compartmentalization of lipid biosynthesis in mycobacteria. J Biol Chem 280: 21645-21652.
178. Morita YS, Sena CB, Waller RF et al. (2006) PimE is a polyprenol-phosphate-mannose-dependent mannosyltransferase that transfers the fifth mannose of phosphatidylinositol mannoside in mycobacteria. J Biol Chem 281: 25143-25155.
179. Movahedzadeh F, Smith DA, Norman RA et al. (2004) The Mycobacterium tuberculosisino1 gene is essential for growth and virulence. Mol Microbiol 51: 1003-1014.
180. Movahedzadeh F, Wheeler PR, Dinadayala P, Av-Gay Y, Parish T, Daffé M & Stoker NG (2010) Inositol monophosphate phosphatase genes of Mycobacterium tuberculosis. BMC Microbiol 10: 50.
181. Neyrolles O, Gicquel B & Quintana-Murci L (2006) Towards a crucial role for DC-SIGN in tuberculosis and beyond. Trends Microbiol 14: 383-387.
182. Nguyen L & Pieters J (2005) The Trojan horse: survival tactics of pathogenic mycobacteria in macrophages. Trends Cell Biol 15: 269-276.
183. Nicolle D, Fremond C, Pichon X, Bouchot A, Maillet I, Ryffel B & Quesniaux VJ (2004) Long-term control of Mycobacterium bovis BCG infection in the absence of Toll-like receptors (TLRs): investigation of TLR2-, TLR6-, or TLR2-TLR4-deficient mice. Infect Immun 72: 6994-7004.
184. Nigou J & Besra GS (2002a) Characterization and regulation of inositol monophosphatase activity in Mycobacterium smegmatis. Biochem J 361: 385-390.
185. Nigou J & Besra GS (2002b) Cytidine diphosphate-diacylglycerol synthesis in Mycobacterium smegmatis. Biochem J 367: 157-162.
186. Nigou J, Gilleron M, Cahuzac B, Bounery JD, Herold M, Thurnher M & Puzo G (1997) The phosphatidyl-myo-inositol anchor of the lipoarabinomannans from Mycobacterium bovis bacillus Calmette-Guérin. Heterogeneity, structure, and role in the regulation of cytokine secretion. J Biol Chem 272: 23094-23103.
187. Nigou J, Gilleron M, Rojas M, Garcia LF, Thurnher M & Puzo G (2002) Mycobacterial lipoarabinomannans: modulators of dendritic cell function and the apoptotic response. Microbes Infect 4: 945-953.
188. Nigou J, Gilleron M & Puzo G (2003) Lipoarabinomannans: from structure to biosynthesis. Biochimie 85: 153-166.
189. Nigou J, Vasselon T, Ray A, Constant P, Gilleron M, Besra GS, Sutcliffe I, Tiraby G & Puzo G (2008) Mannan chain length controls lipoglycans signaling via and binding to TLR2. J Immunol 180: 6696-6702.
190. Ning B & Elbein AD (1999) Purification and properties of mycobacterial GDP-mannose pyrophosphorylase. Arch Biochem Biophys 362: 339-345.
191. Ono M, Okada H, Bolland S, Yanagi S, Kurosaki T & Ravetch JV (1997) Deletion of SHIP or SHP-1 reveals two distinct pathways for inhibitory signaling. Cell 90: 293-301.
192. Ortalo-Magné A, Dupont MA, Lemassu A, Andersen AB, Gounon P & Daffé M (1995) Molecular composition of the outermost capsular material of the tubercle bacillus. Microbiology 141: 1609-1620.
193. Ortalo-Magné A, Andersen AB & Daffé M (1996a) The outermost capsular arabinomannans and other mannoconjugates of virulent and avirulent tubercle bacilli. Microbiology 142: 927-935.
194. Ortalo-Magné A, Lemassu A, Laneelle MA, Bardou F, Silve G, Gounon P, Marchal G & Daffé M (1996b) Identification of the surface-exposed lipids on the cell envelopes of Mycobacterium tuberculosis and other mycobacterial species. J Bacteriol 178: 456-461.
195. Owens RM, Hsu FF, VanderVen BC et al. (2006) M. tuberculosis Rv2252 encodes a diacylglycerol kinase involved in the biosynthesis of phosphatidylinositol mannosides (PIMs). Mol Microbiol 60: 1152-1163.
196. Ozinsky A, Underhill DM, Fontenot JD, Hajjar AM, Smith KD, Wilson CB, Schroeder L & Aderem A (2000) The repertoire for pattern recognition of pathogens by the innate immune system is defined by cooperation between toll-like receptors. P Natl Acad Sci USA 97: 13766-13771.
197. Parish T, Liu J, Nikaido H & Stoker NG (1997) A Mycobacterium smegmatis mutant with a defective inositol monophosphate phosphatase gene homolog has altered cell envelope permeability. J Bacteriol 179: 7827-7833.
198. Pathak SK, Basu S, Bhattacharyya A, Pathak S, Kundu M & Basu J (2005) Mycobacterium tuberculosis lipoarabinomannan-mediated IRAK-M induction negatively regulates Toll-like receptor-dependent interleukin-12p40 production in macrophages. J Biol Chem 280: 42794-42800.
199. Patterson JH, Waller RF, Jeevarajah D, Billman-Jacobe H & McConville MJ (2003) Mannose metabolism is required for mycobacterial growth. Biochem J 372: 77-86.
200. Pike LJ (2009) The challenge of lipid rafts. J Lipid Res 50: S323-S328.
201. Pitarque S, Herrmann JL, Duteyrat JL et al. (2005) Deciphering the molecular bases of Mycobacterium tuberculosis binding to the lectin DC-SIGN reveals an underestimated complexity. Biochem J 392: 615-624.
202. Pitarque S, Larrouy-Maumus G, Payre B, Jackson M, Puzo G & Nigou J (2008) The immune-modulatory lipoglycans lipoarabinomannan and lipomannan are exposed at the mycobacterial cell surface. Tuberculosis (Edinburgh) 88: 560-565.
203. Porcelli SA, Segelke BW, Sugita M, Wilson IA & Brenner MB (1998) The CD1 family of lipid antigen-presenting molecules. Immunol Today 19: 362-368.
204. Powlesland AS, Ward EM, Sadhu SK, Guo Y, Taylor ME & Drickamer K (2006) Widely divergent biochemical properties of the complete set of mouse DC-SIGN-related proteins. J Biol Chem 281: 20440-20449.
205. Prigozy TI, Sieling PA, Clemens D, Stewart PL, Behar SM, Porcelli SA, Brenner MB, Modlin RL & Kronenberg M (1997) The mannose receptor delivers lipoglycan antigens to endosomes for presentation to T cells by CD1b molecules. Immunity 6: 187-197.
206. Pugin J, Heumann ID, Tomasz A, Kravchenko VV, Akamatsu Y, Nishijima M, Glauser MP, Tobias PS & Ulevitch RJ (1994) CD14 is a pattern recognition receptor. Immunity 1: 509-516.
207. Puissegur MP, Lay G, Gilleron M et al. (2007) Mycobacterial lipomannan induces granuloma macrophage fusion via a TLR2-dependent ADAM9- and β1 integrin-mediated pathway. J Immunol 178: 3161-3169.
208. Quesniaux V, Fremond C, Jacobs M et al. (2004a) Toll-like receptor pathways in the immune responses to mycobacteria. Microbes Infect 6: 946-959.
209. Quesniaux VJ, Nicolle DM, Torres D, Kremer L, Guerardel Y, Nigou J, Puzo G, Erard F & Ryffel B (2004b) Toll-like receptor 2 (TLR2)-dependent-positive and TLR2-independent-negative regulation of proinflammatory cytokines by mycobacterial lipomannans. J Immunol 172: 4425-4434.
210. Reiling N, Ehlers S & Holscher C (2008) MyDths and un-TOLLed truths: sensor instructive and effector immunity to tuberculosis. Immunol Lett 116: 15-23.
211. Relloso M, Cheng TY, Im JS et al. (2008) pH-dependent interdomain tethers of CD1b regulate its antigen capture. Immunity 28: 774-786.
212. Rhoades E, Hsu F, Torrelles JB, Turk J, Chatterjee D & Russell DG (2003) Identification and macrophage-activating activity of glycolipids released from intracellular Mycobacterium bovis BCG. Mol Microbiol 48: 875-888.
213. Rivera-Marrero CA, Schuyler W, Roser S, Ritzenthaler JD, Newburn SA & Roman J (2002) M. tuberculosis induction of matrix metalloproteinase-9: the role of mannose and receptor-mediated mechanisms. Am J Physiol Lung C 282: L546-L555.
214. Roos AK, Andersson CE, Bergfors T, Jacobsson M, Karlen A, Unge T, Jones TA & Mowbray SL (2004) Mycobacterium tuberculosis ribose-5-phosphate isomerase has a known fold, but a novel active site. J Mol Biol 335: 799-809.
215. Roos AK, Burgos E, Ericsson DJ, Salmon L & Mowbray SL (2005) Competitive inhibitors of Mycobacterium tuberculosis ribose-5-phosphate isomerase B reveal new information about the reaction mechanism. J Biol Chem 280: 6416-6422.
216. Roura-Mir C, Wang L, Cheng TY, Matsunaga I, Dascher CC, Peng SL, Fenton MJ, Kirschning C & Moody DB (2005) Mycobacterium tuberculosis regulates CD1 antigen presentation pathways through TLR-2. J Immunol 175: 1758-1766.
217. Russell DG (2001) TB comes to a sticky beginning. Nat Med 7: 894-895.
218. Ryffel B, Fremond C, Jacobs M, Parida S, Botha T, Schnyder B & Quesniaux V (2005) Innate immunity to mycobacterial infection in mice: critical role for toll-like receptors. Tuberculosis (Edinburgh) 85: 395-405.
219. Salman M, Lonsdale JT, Besra GS & Brennan PJ (1999) Phosphatidylinositol synthesis in mycobacteria. Biochim Biophys Acta 1436: 437-450.
220. Sani M, Houben ENG, Geurtsen J et al. (2010) Direct visualization by cryo-EM of the mycobacterial capsular layer: a labile structure containing ESX-1-secreted proteins. PLoS Pathog 6: e1000794.
221. Sassetti CM, Boyd DH & Rubin EJ (2003) Genes required for mycobacterial growth defined by high density mutagenesis. Mol Microbiol 48: 77-84.
222. Schaefer M, Reiling N, Fessler C et al. (2008) Decreased pathology and prolonged survival of human DC-SIGN transgenic mice during mycobacterial infection. J Immunol 180: 6836-6845.
223. Schaeffer ML, Khoo KH, Besra GS, Chatterjee D, Brennan PJ, Belisle JT & Inamine JM (1999) The pimB gene of Mycobacterium tuberculosis encodes a mannosyltransferase involved in lipoarabinomannan biosynthesis. J Biol Chem 274: 31625-31631.
224. Schaible UE, Hagens K, Fischer K, Collins HL & Kaufmann SH (2000) Intersection of group I CD1 molecules and mycobacteria in different intracellular compartments of dendritic cells. J Immunol 164: 4843-4852.
225. Scherman H, Kaur D, Pham H, Skovierova H, Jackson M & Brennan PJ (2009) Identification of a polyprenylphosphomannosyl synthase involved in the synthesis of mycobacterial mannosides. J Bacteriol 191: 6769-6772.
226. Scherman MS, Kalbe-Bournonville L, Bush D, Xin Y, Deng L & McNeil M (1996) Polyprenylphosphate-pentoses in mycobacteria are synthesized from 5-phosphoribose pyrophosphate. J Biol Chem 271: 29652-29658.
227. Schlesinger LS (1993) Macrophage phagocytosis of virulent but not attenuated strains of Mycobacterium tuberculosis is mediated by mannose receptors in addition to complement receptors. J Immunol 150: 2920-2930.
228. Schlesinger LS, Hull SR & Kaufman TM (1994) Binding of the terminal mannosyl units of lipoarabinomannan from a virulent strain of Mycobacterium tuberculosis to human macrophages. J Immunol 152: 4070-4079.
229. Schlesinger LS, Kaufman TM, Iyer S, Hull SR & Marchiando LK (1996) Differences in mannose receptor-mediated uptake of lipoarabinomannan from virulent and attenuated strains of Mycobacterium tuberculosis by human macrophages. J Immunol 157: 4568-4575.
230. Seibert FB & Watson DW (1941) Isolation of the polysaccharides and nucleic acid of tuberculin by electrophoresis. J Biol Chem 140: 55-69.
231. Seidel M, Alderwick LJ, Birch HL, Sahm H, Eggeling L & Besra GS (2007) Identification of a novel arabinofuranosyltransferase AftB involved in a terminal step of cell wall arabinan biosynthesis in Corynebacterineae, such as Corynebacterium glutamicum and Mycobacterium tuberculosis. J Biol Chem 282: 14729-14740.
232. Sena CB, Fukuda T, Miyanagi K, Matsumoto S, Kobayashi K, Murakami Y, Maeda Y, Kinoshita T & Morita YS (2010) Controlled expression of branch-forming mannosyltransferase is critical for mycobacterial lipoarabinomannan biosynthesis. J Biol Chem 285: 13326-13336.
233. Severn WB, Furneaux RH, Falshaw R & Atkinson PH (1998) Chemical and spectroscopic characterisation of the phosphatidylinositol manno-oligosaccharides from Mycobacterium bovis AN5 and WAg201 and Mycobacterium smegmatis mc2 155. Carbohyd Res 308: 397-408.
234. Shabaana AK, Kulangara K, Semac I, Parel Y, Ilangumaran S, Dharmalingam K, Chizzolini C & Hoessli DC (2005) Mycobacterial lipoarabinomannans modulate cytokine production in human T helper cells by interfering with raft/microdomain signaling. Cell Mol Life Sci 62: 179-187.
235. Shi L, Berg S, Lee A, Spencer JS, Zhang J, Vissa V, McNeil MR, Khoo KH & Chatterjee D (2006) The carboxy terminus of EmbC from Mycobacterium smegmatis mediates chain length extension of the arabinan in lipoarabinomannan. J Biol Chem 281: 19512-19526.
236. Sidobre S, Nigou J, Puzo G & Riviere M (2000) Lipoglycans are putative ligands for the human pulmonary surfactant protein A attachment to mycobacteria. Critical role of the lipids for lectin-carbohydrate recognition. J Biol Chem 275: 2415-2422.
237. Sieling PA, Chatterjee D, Porcelli SA et al. (1995) CD1-restricted T cell recognition of microbial lipoglycan antigens. Science 269: 227-230.
238. Sieling PA, Jullien D, Dahlem M, Tedder TF, Rea TH, Modlin RL & Porcelli SA (1999) CD1 expression by dendritic cells in human leprosy lesions: correlation with effective host immunity. J Immunol 162: 1851-1858.
239. Simons K & Toomre D (2000) Lipid rafts and signal transduction. Nat Rev Mol Cell Biol 1: 31-39.
240. Simonsen A, Gaullier JM, D'Arrigo A & Stenmark H (1999) The Rab5 effector EEA1 interacts directly with syntaxin-6. J Biol Chem 274: 28857-28860.
241. Skovierova H, Larrouy-Maumus G, Zhang J et al. (2009) AftD, a novel essential arabinofuranosyltransferase from mycobacteria. Glycobiology 19: 1235-1247.
242. Skovierova H, Larrouy-Maumus G, Pham G et al. (2010) Biosynthetic origin of the galactosamine substituent of arabinogalactan in Mycobacterium tuberculosis. J Biol Chem 285: 41348-41355.
243. Sreevatsan S, Stockbauer KE, Pan X, Kreiswirth BN, Moghazeh SL, Jacobs WR Jr, Telenti A & Musser JM (1997) Ethambutol resistance in Mycobacterium tuberculosis: critical role of embB mutations. Antimicrob Agents Ch 41: 1677-1681.
244. Srivastava V, Manchanda M, Gupta S, Singla R, Behera D, Das G & Natarajan K (2009) Toll-like receptor 2 and DC-SIGNR1 differentially regulate suppressors of cytokine signaling 1 in dendritic cells during Mycobacterium tuberculosis infection. J Biol Chem 284: 25532-25541.
245. Sturgill-Koszycki S, Schaible UE & Russell DG (1996) Mycobacterium-containing phagosomes are accessible to early endosomes and reflect a transitional state in normal phagosome biogenesis. EMBO J 15: 6960-6968.
246. Sugawara I, Yamada H, Li C, Mizuno S, Takeuchi O & Akira S (2003a) Mycobacterial infection in TLR2 and TLR6 knockout mice. Microbiol Immunol 47: 327-336.
247. Sugawara I, Yamada H, Mizuno S, Takeda K & Akira S (2003b) Mycobacterial infection in MyD88-deficient mice. Microbiol Immunol 47: 841-847.
248. Sugita M, Grant EP, van Donselaar E, Hsu VW, Rogers RA, Peters PJ & Brenner MB (1999) Separate pathways for antigen presentation by CD1 molecules. Immunity 11: 743-752.
249. Sutmuller RP, Morgan ME, Netea MG, Grauer O & Adema GJ (2006) Toll-like receptors on regulatory T cells: expanding immune regulation. Trends Immunol 27: 387-393.
250. Sweet L, Singh PP, Azad AK, Rajaram MV, Schlesinger LS & Schorey JS (2009) Mannose receptor-dependent delay in phagosome maturation by Mycobacteriumavium glycopeptidolipids. Infect Immun 78: 518-526.
251. Tabaud H, Tisnovska H & Vilkas E (1971) Phoppholipids and glycolipids of a Micromonospora strain. Biochimie 53: 55-61.
252. Tailleux L, Schwartz O, Herrmann JL et al. (2003) DC-SIGN is the major Mycobacterium tuberculosis receptor on human dendritic cells. J Exp Med 197: 121-127.
253. Tailleux L, Pham-Thi N, Bergeron-Lafaurie A et al. (2005) DC-SIGN induction in alveolar macrophages defines privileged target host cells for mycobacteria in patients with tuberculosis. PLoS Med 2: e381.
254. Takayama K & Goldman DS (1970) Enzymatic synthesis of mannosyl-1-phosphoryl-decaprenol by a cell-free system of Mycobacterium tuberculosis. J Biol Chem 245: 6251-6257.
255. Takeuchi O, Sato S, Horiuchi T, Hoshino K, Takeda K, Dong Z, Modlin RL & Akira S (2002) Cutting edge: role of Toll-like receptor 1 in mediating immune response to microbial lipoproteins. J Immunol 169: 10-14.
256. Tanne A & Neyrolles O (2010) C-type lectins in immune defense against pathogens: the murine DC-SIGN homologue SIGNR3 confers early protection against Mycobacterium tuberculosis infection. Virulence 1: 285-290.
257. Tanne A, Ma B, Boudou F et al. (2009) A murine DC-SIGN homologue contributes to early host defense against Mycobacterium tuberculosis. J Exp Med 206: 2205-2220.
258. Tatituri RV, Illarionov PA, Dover LG et al. (2007a) Inactivation of Corynebacterium glutamicum NCgl0452 and the role of MgtA in the biosynthesis of a novel mannosylated glycolipid involved in lipomannan biosynthesis. J Biol Chem 282: 4561-4572.
259. Tatituri RV, Alderwick LJ, Mishra AK et al. (2007b) Structural characterization of a partially arabinosylated lipoarabinomannan variant isolated from a Corynebacterium glutamicum ubiA mutant. Microbiology 153: 2621-2629.
260. Tekaia F, Gordon SV, Garnier T, Brosch R, Barrell BG & Cole ST (1999) Analysis of the proteome of Mycobacterium tuberculosis in silico. Tubercle Lung Dis 79: 329-342.
261. Telenti A, Philipp WJ, Sreevatsan S, Bernasconi C, Stockbauer KE, Wieles B, Musser JM & Jacobs WR (1997) The emb operon, a gene cluster of Mycobacterium tuberculosis involved in resistance to ethambutol. Nat Med 3: 567-570.
262. Torrelles JB & Schlesinger LS (2010) Diversity in Mycobacterium tuberculosis mannosylated cell wall determinants impacts adaptation to the host. Tuberculosis (Edinburgh) 90: 84-93.
263. Torrelles JB, Azad AK & Schlesinger LS (2006) Fine discrimination in the recognition of individual species of phosphatidyl-myo-inositol mannosides from Mycobacterium tuberculosis by C-type lectin pattern recognition receptors. J Immunol 177: 1805-1816.
264. Torrelles JB, Azad AK, Henning LN, Carlson TK & Schlesinger LS (2008a) Role of C-type lectins in mycobacterial infections. Curr Drug Targets 9: 102-112.
265. Torrelles JB, Knaup R, Kolareth A et al. (2008b) Identification of Mycobacterium tuberculosis clinical isolates with altered phagocytosis by human macrophages due to a truncated lipoarabinomannan. J Biol Chem 283: 31417-31428.
266. Torrelles JB, DesJardin LE, MacNeil J et al. (2009) Inactivation of Mycobacterium tuberculosis mannosyltransferase pimB reduces the cell wall lipoarabinomannan and lipomannan content and increases the rate of bacterial-induced human macrophage cell death. Glycobiology 19: 743-755.
267. Treumann A, Xidong F, McDonnell L, Derrick PJ, Ashcroft AE, Chatterjee D & Homans SW (2002) 5-Methylthiopentose: a new substituent on lipoarabinomannan in Mycobacterium tuberculosis. J Mol Biol 316: 89-100.
268. Turnbull WB, Shimizu KH, Chatterjee D, Homans SW & Treumann A (2004) Identification of the 5-methylthiopentosyl substituent in Mycobacterium tuberculosis lipoarabinomannan. Angew Chem Int Edit 43: 3918-3922.
269. Underhill DM, Ozinsky A, Smith KD & Aderem A (1999) Toll-like receptor-2 mediates mycobacteria-induced proinflammatory signaling in macrophages. P Natl Acad Sci USA 96: 14459-14463.
270. VanderVen BC, Harder JD, Crick DC & Belisle JT (2005) Export-mediated assembly of mycobacterial glycoproteins parallels eukaryotic pathways. Science 309: 941-943.
271. van der Wel N, Hava D, Houben D, Fluitsma D, van Zon M, Pierson J, Brenner M & Peters PJ (2007) M. tuberculosis and M. leprae translocate from the phagolysosome to the cytosol in myeloid cells. Cell 129: 1287-1298.
272. van Kooyk Y & Geijtenbeek TBH (2003) DC-SIGN: escape mechanism for pathogens. Nat Rev Immunol 3: 697-709.
273. Vannberg FO, Chapman SJ, Khor CC et al. (2008) CD209 genetic polymorphism and tuberculosis disease. PLoS One 3: e1388.
274. Venisse A, Berjeaud JM, Chaurand P, Gilleron M & Puzo G (1993) Structural features of lipoarabinomannan from Mycobacterium bovis BCG. Determination of molecular mass by laser desorption mass spectrometry. J Biol Chem 268: 12401-12411.
275. Venkataswamy MM, Baena A, Goldberg MF et al. (2009) Incorporation of NKT cell-activating glycolipids enhances immunogenicity and vaccine efficacy of Mycobacterium bovis bacillus Calmette-Guérin. J Immunol 183: 1644-1656.
276. Vercellone A, Nigou J & Puzo G (1998) Relationships between the structure and the roles of lipoarabinomannans and related glycoconjugates in tuberculosis pathogenesis. Front Biosci 3: e149-e163.
277. Vergne I, Chua J & Deretic V (2003a) Mycobacterium tuberculosis phagosome maturation arrest: selective targeting of PI3P-dependent membrane trafficking. Traffic 4: 600-606.
278. 2+/calmodulin-PI3K hVPS34 cascade. J Exp Med 198: 653-659.
279. Vergne I, Chua J, Singh SB & Deretic V (2004a) Cell biology of Mycobacterium tuberculosis phagosome. Annu Rev Cell Dev Bi 20: 367-394.
280. Vergne I, Fratti RA, Hill PJ, Chua J, Belisle J & Deretic V (2004b) Mycobacterium tuberculosis phagosome maturation arrest: mycobacterial phosphatidylinositol analog phosphatidylinositol mannoside stimulates early endosomal fusion. Mol Biol Cell 15: 751-760.
281. Vergne I, Chua J, Lee HH, Lucas M, Belisle J & Deretic V (2005) Mechanism of phagolysosome biogenesis block by viable Mycobacterium tuberculosis. P Natl Acad Sci USA 102: 4033-4038.
282. Vignal C, Guerardel Y, Kremer L, Masson M, Legrand D, Mazurier J & Elass E (2003) Lipomannans but not lipoarabinomannans purified from Mycobacteriumchelonae and Mycobacteriumkansasii induce TNF-α and IL-8 secretion by a CD14-toll-like receptor 2-dependent mechanism. J Immunol 171: 2014-2023.
283. Vilkas E & Lederer E (1956) Isolation of a phosphatidyl-inosito-di-d-mannoside from a mycobacterial phosphatide. B Soc Chim Biol (Paris) 38: 111-121.
284. Villeneuve C, Gilleron M, Maridonneau-Parini I, Daffé M, Astarie-Dequeker C & Etienne G (2005) Mycobacteria use their surface-exposed glycolipids to infect human macrophages through a receptor-dependent process. J Lipid Res 46: 475-483.
285. Walburger A, Koul A, Ferrari G et al. (2004) Protein kinase G from pathogenic mycobacteria promotes survival within macrophages. Science 304: 1800-1804.
286. Wang C, Hayes B, Vestling MM & Takayama K (2006) Transposome mutagenesis of an integral membrane transporter in Corynebacterium matruchotii. Biochem Bioph Res Co 340: 953-960.
287. Watanabe Y, Watari E, Matsunaga I et al. (2006) BCG vaccine elicits both T-cell mediated and humoral immune responses directed against mycobacterial lipid components. Vaccine 24: 5700-5707.
288. Welin A, Winberg ME, Abdalla H, Sarndahl E, Rasmusson B, Stendahl O & Lerm M (2008) Incorporation of Mycobacterium tuberculosis lipoarabinomannan into macrophage membrane rafts is a prerequisite for the phagosomal maturation block. Infect Immun 76: 2882-2887.
289. WHO (2009) Global tuberculosis control - epidemiology, strategy, financing. WHO report 2009: WHO/HTM/TB/2009.411. World Health Organization, Geneva.
290. Wieland CW, Knapp S, Florquin S, de Vos AF, Takeda K, Akira S, Golenbock DT, Verbon A & van der Poll T (2004) Non-mannose-capped lipoarabinomannan induces lung inflammation via toll-like receptor 2. Am J Resp Crit Care 170: 1367-1374.
291. Wieland CW, Koppel EA, den Dunnen J, Florquin S, McKenzie AN, van Kooyk Y, van der Poll T & Geijtenbeek TBH (2007) Mice lacking SIGNR1 have stronger T helper 1 responses to Mycobacterium tuberculosis. Microbes Infect 9: 134-141.
292. Wileman TE, Lennartz MR & Stahl PD (1986) Identification of the macrophage mannose receptor as a 175-kDa membrane protein. P Natl Acad Sci USA 83: 2501-2505.
293. Wolucka BA (2008) Biosynthesis of d-arabinose in mycobacteria - a novel bacterial pathway with implications for antimycobacterial therapy. FEBS J 275: 2691-2711.
294. Wolucka BA & de Hoffmann E (1998) Isolation and characterization of the major form of polyprenyl-phospho-mannose from Mycobacterium smegmatis. Glycobiology 8: 955-962.
295. Wolucka BA, McNeil MR, de Hoffmann E, Chojnacki T & Brennan PJ (1994) Recognition of the lipid intermediate for arabinogalactan/arabinomannan biosynthesis and its relation to the mode of action of ethambutol on mycobacteria. J Biol Chem 269: 23328-23335.
296. Wright A, Zignol M & Van Deun A et al. (2009) Epidemiology of antituberculosis drug resistance 2002-07: an updated analysis of the Global Project on Anti-Tuberculosis Drug Resistance Surveillance. Lancet 373: 1861-1873.
297. Xu S, Cooper A, Sturgill-Koszycki S, van Heyningen T, Chatterjee D, Orme I, Allen P & Russell DG (1994) Intracellular trafficking in Mycobacterium tuberculosis and Mycobacteriumavium-infected macrophages. J Immunol 153: 2568-2578.
298. Yano I, Furukawa Y & Kusunose M (1969) Phospholipids of Nocardia coeliaca. J Bacteriol 98: 124-130.
299. Young DC & Moody DB (2006) T-cell recognition of glycolipids presented by CD1 proteins. Glycobiology 16: 103R-112R.
300. Young M, Artsatbanov V, Beller HR et al. (2010) Genome sequence of the Fleming strain of Micrococcus luteus, a simple free-living Actinobacterium. J Bacteriol 192: 841-860.
301. Zahringer U, Lindner B, Inamura S, Heine H & Alexander C (2008) TLR2 - promiscuous or specific? A critical re-evaluation of a receptor expressing apparent broad specificity. Immunobiology 213: 205-224.
302. Zajonc DM, Ainge GD, Painter GF, Severn WB & Wilson IA (2006) Structural characterization of mycobacterial phosphatidylinositol mannoside binding to mouse CD1d. J Immunol 177: 4577-4583.
303. Zeng Z, Castano AR, Segelke BW, Stura EA, Peterson PA & Wilson IA (1997) Crystal structure of mouse CD1: an MHC-like fold with a large hydrophobic binding groove. Science 277: 339-345.
304. Zhang N, Torrelles JB, McNeil MR, Escuyer VE, Khoo KH, Brennan PJ & Chatterjee D (2003) The Emb proteins of mycobacteria direct arabinosylation of lipoarabinomannan and arabinogalactan via an N-terminal recognition region and a C-terminal synthetic region. Mol Microbiol 50: 69-76.