Identification of valine- or leucine-containing glycopeptidolipids from mycobacterium avium-intracellulare complex

Current Microbiology

Volumn 64, Issue 6, 2012, Pages 561-568

  Ichimura, Naoya ^a   Kasama, Takeshi ^a  

^a TOKYO MEDICAL AND DENTAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALANINE; GLYCOPEPTIDOLIPID; LEUCINE; LIPID; LIPOPEPTIDE; THREONINE; UNCLASSIFIED DRUG; VALINE; GLYCOLIPID; GLYCOPEPTIDE; PEPTIDOGLYCOLIPIDS;

AMINO ACID ANALYSIS; AMINO ACID COMPOSITION; AMINO ACID SEQUENCE; ARTICLE; LIPID ANALYSIS; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; MOLECULAR WEIGHT; MYCOBACTERIUM INTRACELLULARE AVIUM; NONHUMAN; PRIORITY JOURNAL; STRUCTURE ANALYSIS; TANDEM MASS SPECTROMETRY; THIN LAYER CHROMATOGRAPHY; CHEMISTRY; HUMAN; ISOLATION AND PURIFICATION; MASS SPECTROMETRY;

MYCOBACTERIUM AVIUM-INTRACELLULARE;

GLYCOLIPIDS; GLYCOPEPTIDES; HUMANS; LEUCINE; MASS SPECTROMETRY; MYCOBACTERIUM AVIUM COMPLEX; VALINE;

EID: 84864586429     PISSN: 03438651     EISSN: 14320991     Source Type: Journal    
DOI: 10.1007/s00284-012-0107-6     Document Type: Article

References (35)

1. American Thoracic Society (1997) Diagnosis and treatment of disease caused by nontuberculous mycobacteria. This official statement of the American Thoracic Society was approved by the Board of Directors, March 1997. Medical Section of the American Lung Association. Am J Respir Crit Care Med 156:S1-25
2. Belisle JT, Pascopella L, Inamine JM, Brennan PJ, Jacobs WR (1991) Isolation and expression of a gene cluster responsible for biosynthesis of the glycopeptidolipid antigens of Mycobacterium avium. J Bacteriol 173:6991-6997
3. Biet F, Bay S, Thibault V, Euphrasie D, Grayon M, Ganneau C, Lanotte P, Daffé M, Gokhale R, Etienne G et al (2008) Lipopentapeptide induces a strong host humoral response and distinguishes Mycobacterium avium subsp. paratuberculosis from M. avium subsp. avium. Vaccine 26:257-268
4. Billman-Jacobe H, McConville M, Haites R, Kovacevic S, Coppel R (1999) Identification of a peptide synthetase involved in the biosynthesis of glycopeptidolipids of Mycobacterium smegmatis. Mol Microbiol 33:1244-1253
5. Brennan PJ, Goren MB (1979) Structural studies on the type-specific antigens and lipids of the Mycobacterium avium. Mycobacterium intracellulare. Mycobacterium scrofulaceum serocomplex. Mycobacterium intracellulare serotype 9. J Biol Chem 254:4205-4211
6. Brennan PJ, Heifets M, Ullom BP (1982) Thin-layer chromatography of lipid antigens as a means of identifying nontuberculous mycobacteria. J Clin Microbiol 15:447-455
7. Chatterjee D, Khoo KH (1998) Mycobacterial lipoarabinomannan: an extraordinary lipoheteroglycan with profound physiological effects. Glycobiology 8:113-120
8. Chatterjee D, Khoo KH (2001) The surface glycopeptidolipids of mycobacteria: structures and biological properties. Cell Mol Life Sci 58:2018-2042
9. David HL, Rastogi N, Clavel-Sérès S, Clément F (1988) Alterations in the outer wall architecture caused by the inhibition of mycoside C biosynthesis in Mycobacterium avium. Curr Microbiol 17:61-68
10. Deshayes C, Bach H, Euphrasie D, Attarian R, Coureuil M, Sougakoff W, Laval F, Av-Gay Y, Daffé M, Etienne G et al (2010) MmpS4 promotes glycopeptidolipids biosynthesis and export in Mycobacterium smegmatis. Mol Microbiol 78:989-1003
11. Dimitrijevich SD, Johnson MM, Barrow WW (1986) One-step column chromatographic procedure for purification of mycobacterial glycopeptidolipid antigens. J Chromatogr 377:345-349
12. Eckstein TM, Silbaq FS, Chatterjee D, Kelly NJ, Brennan PJ, Belisle JT (1998) Identification and recombinant expression of a Mycobacterium avium rhamnosyltransferase gene (rtfA) involved in glycopeptidolipid biosynthesis. J Bacteriol 180:5567-5573
13. Eckstein TM, Belisle JT, Inamine JM (2003) Proposed pathway for the biosynthesis of serovar-specific glycopeptidolipids in Mycobacterium avium serovar 2. Microbiology 149:2797-2807
14. Eckstein TM, Chandrasekaran S, Mahapatra S, McNeil MR, Chatterjee D, Rithner CD, Ryan PW, Belisle JT, Inamine JM (2006) A major cell wall lipopeptide of Mycobacterium avium subspecies paratuberculosis. J Biol Chem 281:5209-5215
15. Folch J, Lees M, Sloane Stanley GH (1957) A simple method for the isolation and purification of total lipides from animal tissues. J Biol Chem 226:497-509
16. Freeman R, Geier H, Weigel K, Do J, Ford T, Cangelosi G (2006) Roles for cell wall glycopeptidolipid in surface adherence and planktonic dispersal of Mycobacterium avium. Appl Environ Microbiol 72:7554-7558
17. Hatzios SK, Schelle MW, Holsclaw CM, Behrens CR, Botyanszki Z, Lin FL, Carlson BL, Kumar P, Leary JA, Bertozzi CR (2009) PapA3 is an acyltransferase required for polyacyltrehalose biosynthesis in Mycobacterium tuberculosis. J Biol Chem 284:12745-12751
18. Inderlied CB, Kemper CA, Bermudez LE (1993) The Mycobacterium avium complex. Clin Microbiol Rev 6:266-310
19. Jeevarajah D, Patterson JH, Taig E, Sargeant T, McConville MJ, Billman-Jacobe H (2004) Methylation of GPLs in Mycobacterium smegmatis and Mycobacterium avium. J Bacteriol 186:6792-6799
20. Khoo KH, Jarboe E, Barker A, Torrelles J, Kuo CW, Chatterjee D (1999) Altered expression profile of the surface glycopeptidolipids in drug-resistant clinical isolates of Mycobacterium avium complex. J Biol Chem 274:9778-9785
21. Lynett J, Stokes RW (2007) Selection of transposon mutants of Mycobacterium tuberculosis with increased macrophage infectivity identifies fadD23 to be involved in sulfolipid production and association with macrophages. Microbiology 153:3133-3140
22. Masihi KN, Brehmer W, Lange W, Werner H, Ribi E (1985) Trehalose dimycolate from various mycobacterial species induces differing anti-infectious activities in combination with muramyl dipeptide. Infect Immun 50:938-940
23. Matsunaga I, Komori T, Ochi A, Mori N, Sugita M (2008) Identification of antibody responses to the serotype-nonspecific molecular species of glycopeptidolipids in Mycobacterium avium infection. Biochem Biophys Res Commun 377:165-169
24. McNeil M, Tsang AY, Brennan PJ (1987) Structure and antigenicity of the specific oligosaccharide hapten from the glycopeptidolipid antigen of Mycobacterium avium serotype 4, the dominant Mycobacterium isolated from patients with acquired immune deficiency syndrome. J Biol Chem 262:2630-2635
25. Nishiuchi Y, Kitada S, Maekura R (2004) Liquid chromatography/mass spectrometry analysis of small-scale glycopeptidolipid preparations to identify serovars of Mycobacterium avium-intracellulare complex. J Appl Microbiol 97:738-748
26. Portevin D, De Sousa-D'Auria C, Houssin C, Grimaldi C, Chami M, Daffé M, Guilhot C (2004) A polyketide synthase catalyzes the last condensation step of mycolic acid biosynthesis in mycobacteria and related organisms. Proc Natl Acad Sci USA 101:314-319
27. Ripoll F, Deshayes C, Pasek S, Laval F, Beretti JL, Biet F, Risler JL, Daffé M, Etienne G, Gaillard JL et al (2007) Genomics of glycopeptidolipid biosynthesis in Mycobacterium abscessus and M. chelonae. BMC Genomics 8:114
28. Rivière M, Puzo G (1991) A new type of serine-containing glycopeptidolipid from Mycobacterium xenopi. J Biol Chem 266:9057-9063
29. Rivière M, Augé S, Vercauteren J, Wisingerovà E, Puzo G (1993) Structure of a novel glycopeptidolipid antigen containing a O-methylated serine isolated from Mycobacterium xenopi. Complete 1H-NMR and 13C-NMR assignment. Eur J Biochem 214:395-403
30. Rocco JM, Irani VR (2011) Mycobacterium avium and modulation of the host macrophage immune mechanisms (review article). Int J Tuberc Lung Dis 5:447-452
31. Schorey JS, Sweet L (2008) The mycobacterial glycopeptidolipids: structure, function, and their role in pathogenesis. Glycobiology 18:832-841
32. Shimbo K, Oonuki T, Yahashi A, Hirayama K, Miyano H (2009) Precolumn derivatization reagents for high-speed analysis of amines and amino acids in biological fluid using liquid chromatography/electrospray ionization tandem mass spectrometry. Rapid Commun Mass Spectrom 23:1483-1492
33. Shimbo K, Kubo S, Harada Y, Oonuki T, Yokokura T, Yoshida H, Amao M, Nakamura M, Kageyama N, Yamazaki J et al (2010) Automated precolumn derivatization system for analyzing physiological amino acids by liquid chromatography/mass spectrometry. Biomed Chromatogr 24:683-691
34. Sondén B, Kocíncová D, Deshayes C, Euphrasie D, Rhayat L, Laval F, Frehel C, Daffé M, Etienne G, Reyrat JM (2005) Gap, a mycobacterial specific integral membrane protein, is required for glycolipid transport to the cell surface. Mol Microbiol 58:426-440
35. Sweet L, Zhang W, Torres-Fewell H, Serianni A, Boggess W, Schorey J (2008) Mycobacterium avium glycopeptidolipids require specific acetylation and methylation patterns for signaling through toll-like receptor 2. J Biol Chem 283:33221-33231