Recent knowledge and innovations related to hexofuranosides: structure, synthesis and applications

Carbohydrate Research

Volumn 343, Issue 12, 2008, Pages 1897-1923

  Peltier, Pauline ^a   Euzen, Ronan ^a   Daniellou, Richard ^a   Nugier Chauvin, Caroline ^a   Ferrières, Vincent ^a  

^a UNIV RENNES   (France)

Author keywords

Applications; Glycosylation reactions; Hexofuranose containing conjugates; Structure

Indexed keywords

CHEMICAL COMPOUNDS; COMPLEXATION; COMPUTER NETWORKS; MICROORGANISMS; TECHNOLOGY; TELLURIUM COMPOUNDS;

BIOLOGICAL PROPERTIES; ELSEVIER (CO); HEXOFURANOSIDES; NATURAL SOURCES; PATHOGENIC MICRO ORGANISMS; REACTIVITY (CHEMICAL); SYNTHESIS (OF CHIRAL IONIC LIQUIDS);

SYNTHESIS (CHEMICAL);

ACANTHAGANGLIOSIDE DERIVATIVE; AGELAGALASTATIN; AGROCINE 84; AMPHOPHILE; ANTIMYCOBACTERIAL AGENT; ARABINOGALACTAN; BIOPOLYMER; CARBOHYDRATE DERIVATIVE; CERAMIDE DERIVATIVE; DENDRIMER; ENZYME INHIBITOR; FRUCTAN; GALACTOFURANAN; GALACTOMANNAN; GANGLIOSIDE; GILVOCARCIN V; GLYCOLIPID; GLYCOSPHINGOLIPID; GLYCOSYLINOSITOL PHOSPHORYLCERAMIDE; HEXOFURANOSIDE DERIVATIVE; HYDROLASE INHIBITOR; HYGROMYCIN; LIPOPOLYSACCHARIDE; LIPOTEICHOIC ACID; MUTASE; MUTASE INHIBITOR; NEOALOESIN A; OLIGOSACCHARIDE; PRYMNESIN 1 TOXIN; TOROMYCIN;

ACANTHASTER PLANCI; AGELAS; ALOE; ANTIBACTERIAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; ARCHAEBACTERIUM; ARTHROBACTER; ASPERGILLUS; ASYMMETRIC CATALYSIS; CANCER THERAPY; CHEMICAL STRUCTURE; CLOSTRIDIUM THERMOCELLUM; DRUG STRUCTURE; DRUG SYNTHESIS; ESCHERICHIA COLI K 12; FUNGUS; GLYCOSYLATION; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; HUMAN; INORGANIC CHEMISTRY; KLEBSIELLA PNEUMONIAE; LEISHMANIA; MYCOBACTERIUM; PARACOCCIDIOIDES BRASILIENSIS; PENICILLIUM; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; PROTOZOON; REVIEW; RHIZOBIUM RADIOBACTER; SPONGE (PORIFERA); STARFISH; STREPTOCOCCUS; SYNTHESIS; ZANTEDESCHIA; ZANTEDESCHIA AETHIOPICA;

ANIMALS; ANTI-BACTERIAL AGENTS; ANTINEOPLASTIC AGENTS; ARCHAEA; BACTERIA; CARBOHYDRATE CONFORMATION; CARBOHYDRATE SEQUENCE; FUNGI; FURANS; GLYCOSIDE HYDROLASES; GLYCOSIDES; HEXOSES; INTRAMOLECULAR TRANSFERASES; MOLECULAR SEQUENCE DATA; MYCOBACTERIUM TUBERCULOSIS; OLIGOSACCHARIDES; PLANTS; PORIFERA; PROTOZOA; STARFISH; THIOGLYCOSIDES;

EID: 45049084706     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2008.02.010     Document Type: Review

References (246)

1. Holemann A., and Seeberger P.H. Curr. Opin. Biotechnol. 15 (2004) 615-622
2. Lowary T.L. Curr. Opin. Chem. Biol. 7 (2003) 749-756
3. Miletti L.C., Marino C., Marino K., de Lederkremer R.M., Colli W., and Alves M.J.M. Carbohydr. Res. 320 (1999) 176-182
4. Rose N.L., Completo G.C., Lin S.J., McNeil M., Palcic M.M., and Lowary T.L. J. Am. Chem. Soc. 128 (2006) 6721-6729
5. Wing C., Errey J.C., Mukhopadhyay B., Blanchard J.S., and Field R.A. Org. Biomol. Chem. 4 (2006) 3945-3950
6. Chad J.M., Sarathy K.P., Gruber T.D., Addala E., Kiessling L.L., and Sanders D.A.R. Biochemistry 46 (2007) 6723-6732
7. Kleczka B., Lamerz A.-C., van Zandbergen G., Wenzel A., Gerardy-Schahn R., Wiese M., and Routier F.H. J. Biol. Chem. 282 (2007) 10498-10505
8. Collins P., and Ferrier R. Monosaccharides. Their Chemistry and their Roles in Natural Products (1995), John Wiley and Sons Ltd pp 4-57
9. Thibaudeau C., Foldesi A., and Chattopadhyaya J. Tetrahedron 54 (1998) 1867-1900
10. Luyten I., Thibaudeau C., and Chattopadhyaya J. J. Org. Chem. 62 (1997) 8800-8808
11. Plavec J., Tong W., and Chattopadhyaya J. J. Am. Chem. Soc. 115 (1993) 9734-9746
12. Houseknecht J.B., and Lowary T.L. Curr. Opin. Chem. Biol. 5 (2001) 677-682
13. Callam C.S., Gadikota R.R., Krein D.M., and Lowary T.L. J. Am. Chem. Soc. 125 (2003) 13112-13119
14. Houseknecht J.B., and Lowary T.L. J. Org. Chem. 67 (2002) 4150-4164
15. Houseknecht J.B., McCarren P.R., Lowary T.L., and Hadad C.M. J. Am. Chem. Soc. 123 (2001) 8811-8824
16. Brennan P.J., and Nikaido H. Annu. Rev. Biochem. 64 (1995) 29-63
17. Pedersen L.L., and Turco S.J. Cell. Mol. Life Sci. 60 (2003) 259-266
18. de Lederkremer R.M., and Colli W. Glycobiology 5 (1995) 547-552
19. Kamphuis, H. J.; Notermans, S.; Veeneman, G. H.; van Boom, J. H.; Rombouts, F. M. In Fungal Cell Wall and Immune Response, Latgé, J. P.; Boucias, D.; NATO ASI Series, 1991; H53, pp. 157-167.
20. Tungland B.C. ACS Symp. Ser. 849 (2003) 135-152
21. Gambacorta A., Gliozzi A., and De Rosa M. World J. Microbiol. Biotechnol. 11 (1995) 115-131
22. Leal J.A., Gómez-Miranda B., Prieto A., Domenech J., Ahrazm O., and Bernabé M. Mycol. Res. 101 (1997) 1259-1264
23. Prieto A., Bernabé M., and Leal J.A. Mycol. Res. 99 (1995) 69-75
24. Leal J.A., Prieto A., Ahrazm O., Pereyra M.-T., and Bernabé M. Recent Res. Dev. Microbiol. 5 (2001) 235-248
25. Jones C., Todeschini A.R., Agrellos O.A., Previato J.O., and Mendonça-Previato L. Biochemistry 43 (2004) 11889-11897
26. Domenech J., Prieto A., Barasoain I., Gómez-Miranda B., Bernabé M., and Leal J.A. Microbiology 145 (1999) 2789-2796
27. Molinaro A., Piscopo V., Lanzetta R., and Parrilli M. Carbohydr. Res. 337 (2002) 1707-1713
28. Prieto A., Leal J.A., Poveda A., Jimenéz-Barbero J., Gómez-Miranda B., Domenech J., Ahrazem O., and Bernabé M. Carbohydr. Res. 304 (1997) 281-291
29. Leal J.A., Jimenéz-Barbero J., Gómez-Miranda B., Prieto A., Domenech J., and Bernabé M. Carbohydr. Res. 283 (1996) 215-222
30. Bernabé M., Ahrazm O., Prieto A., and Leal J.A. Electron. J. Environ. Agric. Food Chem. (2002)
31. Leitao E.A., Bittencourt V.C.B., Haido R.M.T., Valente A.P., Peter-Katalinic J., Letzel M., de Souza L.M., and Barreto-Bergter E. Glycobiology 13 (2003) 681-692
32. Sorum U., Robertsen B., and Kenne L. Carbohydr. Res. 306 (1998) 305-314
33. Latge J.P., Kobayashi H., Debeaupuis J.P., Diaquin M., Sarfati J., Wieruszeski J.M., Parra E., Bouchara J.P., and Fournet B. Infect. Immun. 62 (1994) 5424-5433
34. de Lederkremer R.M., Lima C., Ramirez M.I., Ferguson M.A., Homans S.W., and Thomas-Oates J. J. Biol. Chem. 266 (1991) 23670-23675
35. McConville M.J., Homans S.W., Thomas-Oates J.E., Dell A., and Bacic A. J. Biol. Chem. 265 (1990) 7385-7394
36. Perry M.B., and MacLean L.L. Carbohydr. Res. 339 (2004) 1399-1402
37. Leitão E.A., Bittencourt V.C.B., Haido R.M.T., Valente A.P., Peter-Katalinic J., Letzel M., de Souza L.M., and Barreto-Bergter E. Glycobiology 13 (2003) 681-692
38. Leal J.A., Guerrero C., Gómez-Miranda B., Prieto A., and Bernabé M. FEMS Microbiol. Lett. 90 (1992) 165-168
39. Leal J.A., Jimenéz-Barbero J., and Gómez-Miranda B. Carbohydr. Res. 273 (1995) 255-262
40. Barreto-Bergter E., Gorin P.A.J., and Travassos L.R. Carbohydr. Res. 95 (1981) 205-218
41. Leal J.A., Prieto A., Gómez-Miranda B., Jimenéz-Barbero J., and Bernabé M. Carbohydr. Res. 244 (1993) 361-368
42. Besra G.S., Khoo K.-H., McNeil M.R., Dell A., Morris H.R., and Brennan P.J. Biochemistry 34 (1995) 4257-4266
43. McNeil M.R., Daffé M., and Brennan P.J. J. Biol. Chem. 265 (1990) 18200-18206
44. Daffé M., Brennan P.J., and McNeil M.R. J. Biol. Chem. 265 (1990) 6734-6743
45. McNeil M.R., Daffé M., and Brennan P.J. J. Biol. Chem. 266 (1991) 13217-13223
46. Ahrazem O., Prieto A., Gómez-Miranda B., Bernabé M., and Leal J.A. Microbiology 147 (2001) 1839-1849
47. Parra E., Jimenéz-Barbero J., Bernabé M., Leal J.A., Prieto A., and Gómez-Miranda B. Carbohydr. Res. 257 (1994) 239-248
48. Parra E., Jiménez-Barbero J., Bernabé M., Leal J.A., Prieto A., and Gomez-Miranda B. Carbohydr. Res. 251 (1994) 315-325
49. Barreto-Bergter E., Gorin P.A.J., and Travassos L.R. Carbohydr. Res. 86 (1980) 273-285
50. Levery S.B., Toledo M.S., Suzuki E., Salyan M.E.K., Hakomori S.-i., Straus A.H., and Takahashi H.K. Biochem. Biophys. Res. Commun. 222 (1996) 639-645
51. Carbonero E.R., Cordeiro L.M.C., Mellinger C.G., Sassaki G.L., Stocker-Wörgötter E., Gorin P.A.J., and Iacomini M. Carbohydr. Res. 340 (2005) 1699-1705
52. Germond J.-E., Delley M., D'Amico N., and Vincent S.J.F. Eur. J. Biochem. 268 (2001) 5149-5156
53. Stevenson G., Neal B., Liu D., Hobbs M., Packer N.H., Batley M., Redmond J.W., Lindquist L., and Reeves P. J. Bacteriol. 176 (1994) 4144-4156
54. Pettit G.R., Xu J.-P., Gingrich D.E., Williams M.D., Doubek D.L., Chapuis J.-C., and Schmidt J.M. Chem. Commun. (1999) 915-916
55. Cafieri F., Fattorusso E., Mahajna Y., and Mangoni A. Liebigs Ann. Chem. (1994) 1187-1189
56. Gerwig G.J., Kamerling J.P., Vliegenthart J.F.G., Morag E., Lamed R., and Bayer E.A. Eur. J. Biochem. 205 (1992) 799-808
57. Vinogradov E., Egbosimba E.E., Perry M.B., Lam J.S., and Forsberg C.W. Eur. J. Biochem. 268 (2001) 3566-3576
58. Tzianabos A., Wang J.Y., and Kasper D.L. Carbohydr. Res. 338 (2003) 2531-2538
59. Eserstam R., Rajaguru T.P., Jansson P.-E., Weintraub A., and Albert M.J. Eur. J. Biochem. 269 (2002) 3289-3295
60. Linnerborg M., Weintraub A., and Widmalm G. Eur. J. Biochem. 266 (1999) 460-466
61. Czaja J., Jachymek W., Niedziela T., Lugowski C., Aldova E., and Kenne L. Eur. J. Biochem. 267 (2000) 1672-1679
62. Ahrazem O., Prieto A., Leal J.A., Gómez-Miranda B., Domenech J., Jiménez-Barbero J., and Bernabé M. Carbohydr. Res. 303 (1997) 67-72
63. Jikibara T., Takegawa K., and Iwahara S. J. Biochem. 111 (1992) 236-243
64. Ahrazem O., Gomez-Miranda B., Prieto A., Barasoain I., Bernabe M., and Leal J.A. Mycol. Res. 104 (2000) 603-610
65. Ahrazem O., Gómez-Miranda B., Prieto A., Bernabé M., and Leal J.A. Arch. Microbiol. 173 (2000) 296-302
66. Sørum U., Robertsen B., and Kenne L. Carbohydr. Res. 306 (1998) 305-314
67. Parra E., Jimenéz-Barbero J., Bernabé M., Leal J.A., Prieto A., and Gómez-Miranda B. Carbohydr. Res. 251 (1994) 315-325
68. Zdorovenko E.L., Varbanets L.D., Zatonsky G.V., and Ostapchuk A.N. Carbohydr. Res. 339 (2004) 1809-1812
69. Bloom B.R., and Murray C.J. Science 257 (1992) 1055-1064
70. Besra G.S., Khoo K.H., McNeil M.R., Dell A., Morris H.R., and Brennan P.J. Biochemistry 34 (1995) 4257-4266
71. Lowary T.L. In: Fraser-Reid B., Tatsuda K., and Thiem J. (Eds). Glycoscience I-III (2001), Springer, Berlin, Heidelberg, New York 2005-2080
72. Barry C.E. Biochem. Pharmacol. 54 (1997) 1165-1172
73. Pan F., Jackson M., Ma Y., and McNeil M. J. Bacteriol. 183 (2001) 3991-3998
74. Turco S.J., and Descoteaux A. Annu. Rev. Microbiol. 46 (1992) 65-94
75. McConville M.J., and Ferguson M.A.J. Biochem. J. 294 (1993) 305-324
76. Ilg T., Handman E., and Stierhof Y.D. Biochem. Soc. Trans. 27 (1999) 518-525
77. Carreira J.C., Jones C., Wait R., Previato J.O., and Mendonça-Previato L. Glycoconjugate J. 13 (1996) 955-966
78. Ng K., Handman E., and Bacic A. Biochem. J. 317 (1996) 247-255
79. Sacks D.L., Modi G., Rowton E., Spath G., Epstein L., and Turco S.J. Proc. Natl. Acad. Sci. U.S.A. 97 (2000) 406-411
80. Ilg T. Med. Microbiol. Immunol. 190 (2001) 13-17
81. Xavier Da Silveira E., Jones C., Wait R., Previato J.O., and Mendonça-Previato L. Biochem. J. 329 (1998) 665-673
82. Merello S., Xavier M.T., and Parodi A.J. Mol. Biochem. Parasitol. 69 (1995) 73-79
83. Latgé J.P.M., Kobayashi H., Debeaupuis J.P., Biaquin M., Sarfati J., Wieruszeski J.M., Parra E., Bouchara J.P., and Fournet B. Infect. Immun. 62 (1992) 5424-5433
84. Latgé J.P. Clin. Microb. Rev. 12 (1999) 310-350
85. Bennett J.E., Bhattacharjee A.K., and Glaudemans C.P.J. Mol. Immunol. 22 (1985) 251-254
86. Notermans S., Veeneman G.H., Van Zuylen C.W.E.M., Hoogerhout P., and Van Boom J.H. Mol. Immunol. 25 (1988) 975-979
87. Tischer C.A., Gorin P.A.J., De Souza M.B., and Barreto-Bergter E. Carbohydr. Polym. 49 (2002) 225-230
88. Prieto A., Rupérez A., Hernàndez-Barranco A., and Leal J.A. Carbohydr. Res. 177 (1988) 265-272
89. Freston J.F., Lapid E., and Gander J.E. Can. J. Microbiol. 16 (1970) 687-694
90. Menninck-Kersten M.A.S.H., Ruegebrink D., Wasei N., Melchers W.J.G., and Verweij P.E. J. Clin. Microbiol. 44 (2006) 1711-1718
91. Levery S.B., Toledo M.S., Straus A.H., and Takahashi H.K. Biochemistry 37 (1998) 8764-8775
92. San-Blas G., Prieto A., Bernabé M., Ahrazem O., Moreno B., and Leal J.A. Med. Mycol. 43 (2005) 153-159
93. Jann B., Shashkov A.S., Kochanowski H., and Jann K. Carbohydr. Res. 264 (1994) 305-311
94. Perry M.B. Biochem. Cell Biol. 68 (1990) 808-810
95. Kol O., Wieruszeski J.M., Strecker G., Montreuil J., Fournet B., Zalisz R., and Smets P. Carbohydr. Res. 217 (1991) 117-125
96. Whitfield C. Trends Microbiol. 3 (1995) 178-185
97. Clarke A.J., Bronner D., Keenleyside W.J., Severn W.B., Richards J.C., and Whitfield C. J. Bacteriol. 177 (1995) 5411-5418
98. Michael F.S., Szymanski C.M., Li J., Chan K.H., Khieu N.H., Larocque S., Wakarchuk W.W., Brisson J.-R., and Monteiro M.A. Eur. J. Biochem. 269 (2002) 5119-5136
99. Abeygunawardana C., Bush C.A., and Cisar J.O. Biochemistry 29 (1990) 234-248
100. Abeygunawardana C., Bush C.A., and Cisar J.O. Biochemistry 30 (1991) 6528-6540
101. Bax A., Summers M.F., Egan W., Guirgis N., Schneerson R., Robbins J.B., Ørskov F., Ørskov I., and Vann W.F. Carbohydr. Res. 173 (1988) 53-64
102. Roethlisberger P., Iida-Tanaka N., Hollemeyer K., Heinzle E., Ishizuka I., and Fischer V. Eur. J. Biochem. 267 (2000) 5520-5530
103. Lipiński T., Jones C., Lemercinier X., Korzeniowska-Kowal A., Strus M., Rybka J., Gamian A., and Piotr B.H. Carbohydr. Res. 338 (2003) 605-609
104. Faber E.J., van den Haak M.J., Kamerling J.P., and Vliegenthart J.F.G. Carbohydr. Res. 331 (2001) 173-182
105. Strus M., Marewicz E., Kukla G., Rurańska-Smutnicka D., Przondo-Mordarska A., and Heczko B.P. Microbiol. Ecol. Health Dis. 13 (2001) 240-245
106. Yamazaki K., Suzuki M., Inukai K., Kuga H., and Korenaga H. Biosci., Biotechnol., Biochem. 62 (1998) 2138-2144
107. Inoue K., Korenaga H., Tanaka N., Sakamoto N., and Kadoya S. Carbohydr. Res. 181 (1988) 135-142
108. Lindberg B. Adv. Carbohydr. Chem. Biochem. 48 (1990) 279-318
109. Fischer D., Geyer A., and Loos E. FEBS J. 273 (2006) 137-149
110. Fischer D., Loos E., and Geyer A. Angew. Chem., Int. Ed. 45 (2006) 816-819
111. Gerwig G.J., Kamerling J.P., Vliegenthart J.F.G., Morag-Morgenstern E., Lamed R., and Bayer E.A. Eur. J. Biochem. 196 (1991) 115-122
112. Fedonenko Y.P., Zatonsky G.V., Konnova S.A., Zdorovenko E.L., and Ignatov V.V. Carbohydr. Res. 337 (2002) 869-872
113. Fedonenko Y.P., Konnova O.N., Zatonsky G.V., Shashkov A.S., Konnova S.A., Zdorovenko E.L., Ignatov V.V., and Knirel Y.A. Carbohydr. Res. 339 (2004) 1813-1816
114. Ahrazem O., Prieto A., Leal J.A., Jiménez-Barbero J., and Bernabé M. Carbohydr. Res. 337 (2002) 1503-1506
115. Hatano K., Higashide E., Shibata M., Kameda Y., Horri S., and Mizuno K. Agric. Biol. Chem. 44 (1980) 1157-1163
116. Horri S., Fukase M., Mizuta E., Hatano K., and Mizuno K. Chem. Pharm. Bull. 28 (1980) 3601-3611
117. Nakano H., Matsuda Y., Ito K., Ohkubo S., Morimoto M., and Tomita F. J. Antibiot. 34 (1981) 266-270
118. Takahashi k., Yoshida M., Tomita F., and Shirahata K. J. Antibiot. 34 (1981) 271-275
119. Jain T.C., Simolike G.C., and Jackman L.M. Tetrahedron 39 (1983) 599-605
120. Palaniappan N., Ayers S., Gupta S., Habib E.-S., and Reynolds K.A. Chem. Biol. 13 (2006) 753-764
121. Sato N., Nakazawa F., Ito T., Hoshino T., and Hoshino E. Carbohydr. Res. 338 (2003) 923-930
122. Sato N., Nakazawa F., Sato M., Hoshino E., and Ito T. Carbohydr. Res. 245 (1993) 105-111
123. Senchenkova S.N., Huang X., Laux P., Knirel Y.A., Shashkov A.S., and Rudolph K. Carbohydr. Res. 337 (2002) 1723-1728
124. Zdorovenko E.L., Ovod V.V., Zatonsky G.V., Shashkov A.S., Kocharova N.A., and Knirel Y.A. Carbohydr. Res. 330 (2001) 505-510
125. Hanniffy O.M., Shashkov A.S., Moran A.P., Prendergast M.M., Senchenkova S.y.N., Knirel Y.A., and Savage A.V. Carbohydr. Res. 319 (1999) 124-132
126. Kerr A., and Htay H. Physiol. Plant Pathol. 4 (1974) 37-44
127. Murphy P.J., and Roberts W.P. J. Gen. Microbiol. 114 (1979) 207-213
128. Holmes B., and Roberts W.P. J. Appl. Bacteriol. 50 (1981) 443-467
129. Lopez M.M., Gorris M.T., Salcedo C.I., Montojo A.M., and Miro M. Appl. Environ. Microbiol. 55 (1989) 741-746
130. New P.B., and Kerr A. J. Appl. Bacteriol. 35 (1972) 279-287
131. Chaves das Neves H.J., and Pais M.S.S. Tetrahedron Lett. 21 (1980) 4387-4390
132. Park M.K., Park J.H., Shin Y.G., Kim W.Y., Lee J.H., and Kim K.H. Planta Med. 62 (1996) 363-365
133. Igarashi T., Satake M., and Yasumoto T. J. Am. Chem. Soc. 121 (1999) 8499-8511
134. Sassaki G.L., Gorin P.A.J., Reis R.A., Serrato R.V., Elifio S.L., and Iacomini M. Carbohydr. Res. 340 (2005) 1808-1817
135. Mićović V.M., Hranisavljević M., and Miljković-Stojanović J. Carbohydr. Res. 10 (1969) 525-533
136. Barrow K.D., Collins J.G., Rogers P.L., and Smith G.M. Eur. J. Biochem. 145 (1984) 173
137. Gorshkova R.P., Kovalchuck S.V., Isakov V.V., Frolova G.M., and Ovodov Y.S. Bioorg. Khim. 13 (1987) 818-824
138. Hincha D.K., Zuther E., Hellwege E.M., and Heyer A.G. Glycobiology 12 (2002) 103-110
139. Vijn I., and Smeekens S. Plant Physiol. 120 (1999) 351-360
140. Tramper J. In: Cabral J.M.S., Best D., Boross L., and Tramper J. (Eds). Applied Biocatalysis (1994), Harwood Academic, Switzerland 1-45
141. Yun J.W. Enzyme Microbiol. Technol. 19 (1996) 107-117
142. Ouarne F., and Guibert A. Zuckerindustrie 129 (1995) 793
143. Vandamme E.J., and Soetaert W. FEMS Microbiol. Rev. (1995) 163
144. Yin H., Fu H., Hua H., and Pei Y. Shenyang Yaoke Daxue Xuebao 23 (2006) 641-645
145. Kotiguda G., Peterbauer T., and Mulimani V.H. Carbohydr. Res. 341 (2006) 2156-2160
146. Huang X.-F., Luo J., Zhang Y., and Kong L.-Y. Zhongguo Tianran Yaowu 4 (2006) 181-184
147. Su B.-N., Pawlus A.D., Jung H.-A., Keller W.J., McLaughlin J.L., and Kinghorn A.D. J. Nat. Prod. 68 (2005) 592-595
148. Costantino V., Fattorusso E., Imperatore E., and Mangoni A. Eur. J. Org. Chem. (2003) 1433-1437
149. Miyamoto T., Yamamoto A., Wakabayashi M., Nagaregawa Y., Inagaki M.R.H., Iha M., and Teruya K. Eur. J. Org. Chem. (2000) 2295-2301
150. Miyamoto T., Inagaki M., Isobe R., Tanaka N., Higuchi M., Iha M., and Teruya K. Liebigs Ann. Chem. (1997) 931-936
151. Benvegnu T., Brard M., and Plusquellec D. Curr. Opin. Colloid Interface Sci. 8 (2004) 469-479
152. D'Accorso N.B., Thiel I.M.E., and Schüller M. Carbohydr. Res. 124 (1983) 177-184
153. Furneaux R.H., Rendle P.M., and Sims I.M. J. Chem. Soc., Perkin Trans. 1 (2000) 2011-2014
154. Ferrières V., Bertho J.N., and Plusquellec D. Carbohydr. Res. 311 (1998) 25-35
155. Bertho J.-N., Ferrières V., and Plusquellec D. Chem. Commun. (1995) 1391-1393
156. Ferrières V., Bertho J.-N., and Plusquellec D. Tetrahedron Lett. 36 (1995) 2749-2752
157. Gelin M., Ferrières V., and Plusquellec D. Eur. J. Org. Chem. (2000) 1423-1431
158. Kinzy W., and Schmidt R.R. Liebigs Ann. Chem. (1993) 683-690
159. Velty R., Benvengu T., and Plusquellec D. Synlett 9 (1996) 817-819
160. Iga D.P., Iga S., Schmidt R.R., and Buzas M.-C. Carbohydr. Res. 340 (2005) 2052-2054
161. Hederos M., and Konradsson P. J. Am. Chem. Soc. 128 (2006) 3414-3419
162. Ruda K., Lindberg J., Garegg P.J., Oscarson S., and Konradsson P. J. Am. Chem. Soc. 122 (2000) 11067-11072
163. Pathak A.K., Pathak V., Seitz L., Maddry J.A., Gurcha S.S., Besra G.S., Suling W.J., and Reynolds R.C. Bioorg. Med. Chem. 9 (2001) 3129-3143
164. Arasappan A., and Fraser-Reid B. Tetrahedron Lett. 36 (1995) 7967-7970
165. Zhang G., Fu M., and Ning J. Carbohydr. Res. 340 (2005) 155-159
166. Zhang G., Fu M., and Ning J. Tetrahedron: Asymmetry 16 (2005) 733-738
167. Bohn M.L., Colombo M.I., Stortz C.A., and Ruveda E.A. Carbohydr. Res. 341 (2006) 1096-1104
168. Ferrières V., Joutel J., Boulch R., Roussel M., Toupet L., and Plusquellec D. Tetrahedron Lett. 41 (2000) 5515-5519
169. Bai Y., and Lowary T.L. J. Org. Chem. 71 (2006) 9658-9671
170. Ferrières V., Blanchard S., Fischer D., and Plusquellec D. Bioorg. Med. Chem. Lett. 12 (2002) 3515-3518
171. Euzen R., Ferrières V., and Plusquellec D. J. Org. Chem. 70 (2005) 847-855
172. Euzen R., Ferrières V., and Plusquellec D. Carbohydr. Res. 341 (2006) 2759-2768
173. Euzen R., Guégan J.P., Ferrières V., and Plusquellec D. J. Org. Chem. 72 (2007) 5743-5747
174. Smoot J.T., Pornsuriyasak P., and Demchenko A.V. Angew. Chem., Int. Ed. 44 (2005) 7123-7126
175. Bai Y., and Lowary T.L. J. Org. Chem. 71 (2006) 9672-9680
176. Fu M., Zhang G., and Ning J. Carbohydr. Res. 340 (2005) 25-30
177. Gandolfi-Donadi{dotless}́o L., Gallo-Rodriguez C., and de Lederkremer R.M. J. Org. Chem. 68 (2003) 6928-6934
178. Gandolfi-Donadio L., Gallo-Rodriguez C., and de Lederkremer R.M. J. Org. Chem. 67 (2002) 4430-4435
179. Wang H., and Ning J. J. Org. Chem. 68 (2003) 2521-2524
180. Gelin M., Ferrières V., Lefeuvre M., and Plusquellec D. Eur. J. Org. Chem. (2003) 1285-1293
181. Cumpstey I., Fairbanks A.J., and Redgrave A.J. Tetrahedron 60 (2004) 9061-9074
182. Gadikota R.R., Callam C.S., and Lowary T.L. Org. Lett. 3 (2001) 607-610
183. Lee Y.J., Lee B.Y., Jeon H.B., and Kim K.S. Org. Lett. 8 (2006) 3971-3974
184. Lee R., Monsey D., Weston A., Duncan K., Rithner C., and McNeil M. Anal. Biochem. 242 (1996) 1-7
185. Barlow J.N., and Blanchard J.S. Carbohydr. Res. 328 (2000) 473-480
186. Tsvetkov Y.E., and Nikolaev A.V. J. Chem. Soc., Perkin Trans. 1 (2000) 889-891
187. Zhang Q., and Liu H.-W. J. Am. Chem. Soc. 122 (2000) 9065-9070
188. de Lederkremer R.M., Nahmad V.B., and Varela O. J. Org. Chem. 59 (1994) 690-692
189. Marlow A.L., and Kiessling L.L. Org. Lett. 3 (2001) 2517-2519
190. Mariño K., Marino C., Lima C., Baldoni L., and de Lederkremer R.M. Eur. J. Org. Chem. (2005) 2958-2964
191. Ferrières, V. In 14th European Carbohydrate Symposium, Lübeck, Germany, 2007, Abstract IL 001.
192. Peltier P., Daniellou R., Nugier-Chauvin C., and Ferrières V. Org. Lett. 9 (2007) 5227-5230
193. Errey J.C., Mukhopadhyay B., Kartha K.P.R., and Field R.A. Chem. Commun. (2004) 2706-2707
194. Rémond C., Plantier-Royon R., Aubry N., and O'Donohue M.J. Carbohydr. Res. 340 (2005) 637-644
195. Euzen R., Lopez G., Nugier-Chauvin C., Ferrières V., Plusquellec D., Rémond C., and O'Donohue M. Eur. J. Org. Chem. (2005) 4860-4869
196. Agusti R., Giorgi M.E., Mendoza V.M., Gallo-Rodriguez C., and de Lederkremer R.M. Bioorg. Med. Chem. 15 (2007) 2611-2616
197. Müllegger J., Chen H.M., Warren R.A.J., and Withers S.G. Angew. Chem., Int. Ed. 118 (2006) 2647-2650
198. Kremer L., Dover L.G., Morehouse C., Hitchin P., Everett M., Morris H.R., Dell A., Brennan P.J., McNeil M., Flaherty C., Duncan K., and Besra G.S. J. Biol. Chem. 276 (2001) 25440-26430
199. Catelani G., Osti F., Bianchi N., Bergonzi M.C., D'Andrea F., and Gambari R. Bioorg. Med. Chem. Lett. 9 (1999) 3153-3158
200. Sanders D.A.R., McMahon S.A., Leonard G.L., and Naismith J.H. Acta Crystallogr., Sect. D 57 (2001) 1415-1420
201. Beis K., Srikannathasan V., Liu H., Fullerton S.W.B., Bamford V.A., Sanders D.A.R., Whitfield C., McNeil M.R., and Naismith J.H. J. Mol. Biol. 348 (2005) 971-982
202. Kovensky J., McNeil M., and Sinay P. J. Org. Chem. 64 (1999) 6202-6205
203. Zhang Q., and Liu H.W. J. Am. Chem. Soc. 123 (2001) 6756-6766
204. Caravano A., Vincent S.P., and Sinaÿ P. Chem. Commun. (2004) 1216-1217
205. Caravano A., Dohi H., Sinaÿ P., and Vincent S.P. Chem. Eur. J. 12 (2006) 3114-3123
206. Itoh K., Huang Z., and Liu H.W. Org. Lett. 9 (2007) 879-882
207. Lee R.E., Smith M.D., Nash R.J., Griffiths R.C., McNeil M., Grewal R.K., Yan W., Besra G.S., Brennan P.J., and Fleet G.W.J. Tetrahedron Lett. 38 (1997) 6733-6736
208. Pham-Huu D.-P., Gizaw Y., BeMiller J.N., and Petrus L. Tetrahedron 59 (2003) 9413-9417
209. Ghavami A., Johnston B.D., and Pinto B.M. J. Org. Chem. 66 (2001) 2312-2317
210. Mohan S., and Pinto B.M. Carbohydr. Res. 342 (2007) 1551-1580
211. Ghavami A., Chen J.J.-W., and Mario Pinto B. Carbohydr. Res. 339 (2004) 401-407
212. Veerapen N., Yuan Y., Sanders D.A.R., and Pinto B.M. Carbohydr. Res. 339 (2004) 2205-2217
213. Liautard V., Christina A.E., Desvergnes V., and Martin O.R. J. Org. Chem. 71 (2006) 7337-7345
214. Liautard V., Desvergnes V., and Martin O.R. Org. Lett. 8 (2006) 1299-1302
215. Marino C., Marino K., Miletti L., Julia M., Alves M., Colli W., and De Lederkremer R.M. Glycobiology 8 (1998) 901-904
216. Marino K., and Marino C. ARKIVOC (2005) 341-351
217. Lopez G., Daniellou R., O'Donohue M., Ferrières V., and Nugier-Chauvin C. Bioorg. Med. Chem. Lett. 17 (2007) 434-438
218. Rémond C., Plantier-Royon R., Aubry N., Maes E., Bliard C., and O'Donohue M.J. Carbohydr. Res. 339 (2004) 2019-2025
219. Minic Z., Do C.-T., Rihouey C., Morin H., Lerouge P., and Jouanin L. J. Exp. Bot. 57 (2006) 2339-2351
220. Kiso T., Hamatasu K., Fujita K., Hara K., Kitahata S., and Nakano H. Biosci., Biotechnol., Biochem. 67 (2003) 1719-1724
221. Tatibouët A., Yang J., Morin C., and Holman G.D. Bioorg. Med. Chem. 8 (2000) 1825-1833
222. Owen D.J., Davis C.B., Hartnell R.D., Madge P.D., Thomson R.J., Chong A.K.J., Coppel R.L., and von Itzstein M. Bioorg. Med. Chem. Lett. 17 (2007) 2274-2277
223. Davis C.B., Hartnell R.D., Madge P.D., Owen D.J., Thomson R.J., Chong A.K.J., Coppel R.L., and von Itzstein M. Carbohydr. Res. 342 (2007) 1773-1780
224. Centrone C.A., and Lowary T.L. J. Org. Chem. 67 (2002) 8862-8870
225. Dominguez Z.J., Marchand P., Gulea M., and Masson S. Carbohydr. Res. 340 (2005) 579-586
226. Kobayashi M. Tetrahedron 53 (1997) 5973-5994
227. Kobayashi M. Tetrahedron 54 (1998) 10987-10998
228. Kobayashi M. Tetrahedron 58 (2002) 9365-9371
229. Timosheva N.V., Chandrasekaran A., and Holmes R.R. J. Am. Chem. Soc. 127 (2005) 12474-12475
230. Timosheva N.V., Chandrasekaran A., and Holmes R.R. Inorg. Chem. 45 (2006) 10836-10848
231. Timosheva N.V., Chandrasekaran A., and Holmes R.R. Inorg. Chem. 45 (2006) 3113-3123
232. Diéguez M., Claver C., and Pàmies O. Eur. J. Org. Chem. 2007 (2007) 4621-4634
233. Auzély-Velty R., Benvegnu T., Mackenzie G., Haley J.A., Goodby J.W., and Plusquellec D. Carbohydr. Res. 314 (1998) 65-77
234. Auzély-Velty R., Benvegnu T., Plusquellec D., Mackenzie G., Haley J.A., and Goodby J.W. Angew. Chem., Int. Ed. 37 (1998) 2511-2515
235. Lecollinet G., Auzély-Velty R., Benvegnu T., Plusquellec D., Lecollinet G., Mackenzie G., and Goodby J.W. Chem. Commun. (1998) 1571-1572
236. Lecollinet G., Auzély-Velty R., Danel M., Benvegnu T., Mackenzie G., Goodby J.W., and Plusquellec D. J. Org. Chem. 64 (1999) 3139-3150
237. Lecollinet G., Gulik A., Mackenzie G., Goodby J.W., Benvegnu T., and Plusquellec D. Chem. Eur. J. 8 (2002) 585-593
238. Benvegnu T., Lecollinet G., Guilbot J., Roussel M., Brard M., and Plusquellec D. Polym. Int. 52 (2003) 500-506
239. Brard M., Richter W., Benvegnu T., and Plusquellec D. J. Am. Chem. Soc. 126 (2004) 10003-10012
240. Luboradzki R., and Pakulski Z. Tetrahedron 60 (2004) 4613-4616
241. Luboradzki R., Pakulski Z., and Sartowska B. Tetrahedron 61 (2005) 10122-10128
242. Grigoriew H., Luboradzki R., and Gronkowski J. J. Non-Cryst. Solids 352 (2006) 3052-3057
243. Srivastava A., Ghorai S., Bhattacharjya A., and Bhattacharya S. J. Org. Chem. 70 (2005) 6574-6582
244. Ray, A.; Bhattacharya, S.; Ghorai, S.; Ganguly, T.; Bhattacharjya, A. Tetrahedron Lett. doi:10.1016/j.tetlet.2007.08.115.
245. Satoh T., Imai T., Ishihara H., Maeda T., Kitajyo Y., Sakai Y., Kaga H., Kaneko N., Ishii F., and Kakuchi T. Macromolecules 38 (2005) 4202-4210
246. Lopez G., Nugier-Chauvin C., Remond C., and O'Donohue M. Carbohydr. Res. 342 (2007) 2202-2211