Glycosyltransferase-Catalyzed Synthesis of Thiooligosaccharides

Angewandte Chemie - International Edition

Volumn 43, Issue 5, 2004, Pages 613-615

  Rich, Jaime R ^a   Szpacenko, Adam ^a   Palcic, Monica M ^a   Bundle, David R ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

Enzyme catalysis; Glycosylation; Oligosaccharides thiooligosaccharides

Indexed keywords

ANTIGENS; CATALYSTS; ENZYMES; SYNTHESIS (CHEMICAL);

NUCLEOTIDES; THIOOLIGOSACCHARIDES;

CARBOHYDRATES;

ALPHA 1,3 GALACTOSYLTRANSFERASE; BETA 1,3 N ACETYLGLUCOSAMINYLTRANSFERASE; GALACTOSYLTRANSFERASE; GLYCOSYLTRANSFERASE; OLIGOSACCHARIDE; THIOOLIGOSACCHARIDE; TRANSFERASE; UNCLASSIFIED DRUG;

ALKALINITY; ARTICLE; CARBOHYDRATE SYNTHESIS; CATALYSIS; CLOSTRIDIUM DIFFICILE; CONFORMATION; ENZYME ANALYSIS; ENZYME CHEMISTRY; MASS SPECTROMETRY; NEISSERIA MENINGITIDIS; REACTION ANALYSIS;

CARBOHYDRATE CONFORMATION; CATALYSIS; GLYCOSYLTRANSFERASES; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; OLIGOSACCHARIDES; SULFIDES;

EID: 1042288493     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200352606     Document Type: Article

References (19)

1. For a reviews of the use of thiooligosaccharides as nonhydrolyzable substrate analogues in glycobiology, see: J. Defaye, J. Gelas in Studies in Natural Products Chemistry (Ed: Atta-ur-Rahman), Elsevier, Amsterdam, 1991, pp. 315-357; H. Driguez, Chembiochem 2001, 2, 311-318.
2. For a reviews of the use of thiooligosaccharides as nonhydrolyzable substrate analogues in glycobiology, see: J. Defaye, J. Gelas in Studies in Natural Products Chemistry (Ed: Atta-ur-Rahman), Elsevier, Amsterdam, 1991, pp. 315-357; H. Driguez, Chembiochem 2001, 2, 311-318.
3. H. N. Yu. Doctoral Thesis, University of Alberta, 2002.
4. J. K. Fairweather, H. Driguez in Carbohydrates in Chemistry and Biology, Vol. I (Eds.: B. Ernst, G. W. Hart, P. Sinaý), Wiley-VCH, 2000, pp. 531-564; H. Driguez, Top. Curr. Chem. 1997, 187, 85-116.
5. J. K. Fairweather, H. Driguez in Carbohydrates in Chemistry and Biology, Vol. I (Eds.: B. Ernst, G. W. Hart, P. Sinaý), Wiley-VCH, 2000, pp. 531-564; H. Driguez, Top. Curr. Chem. 1997, 187, 85-116.
6. M. Blanc-Muesser, J. Defaye, H. Driguez, Tetrahedron Lett. 1976, 17, 4307-4310; M. Blanc-Muesser, J. Defaye, H. Driguez, Carbohydr. Res. 1978, 67, 305-328.
7. M. Blanc-Muesser, J. Defaye, H. Driguez, Tetrahedron Lett. 1976, 17, 4307-4310; M. Blanc-Muesser, J. Defaye, H. Driguez, Carbohydr. Res. 1978, 67, 305-328.
8. R. R. Schmidt, M. Stumpp, Liebigs Ann. Chem. 1983, 1249-1256; T. Eisele, A. Toepfer, G. Kretzschmar. R. R. Schmidt, Tetrahedron Lett. 1996, 37, 1389-1392.
9. R. R. Schmidt, M. Stumpp, Liebigs Ann. Chem. 1983, 1249-1256; T. Eisele, A. Toepfer, G. Kretzschmar. R. R. Schmidt, Tetrahedron Lett. 1996, 37, 1389-1392.
10. Z. J. Witczak, J. M. Sun, R. Mielguj, Bioorg. Med. Chem. Lett. 1995, 5, 2169-2174.
11. M. Jahn, J. Marles, R. A. J. Warren, S. G. Withers, Angew. Chem. 2003, 115, 366-368; Angew. Chem. Int. Ed. 2003, 42, 352-354.
12. M. Jahn, J. Marles, R. A. J. Warren, S. G. Withers, Angew. Chem. 2003, 115, 366-368; Angew. Chem. Int. Ed. 2003, 42, 352-354.
13. X. Qian, K. Sujino, M. M. Palcic, R. M. Ratcliffe, J. Carbohydr. Chem. 2002, 21, 911-942.
14. R. Ohrlein, Top. Curr. Chem. 1999, 200, 227-254.
15. Y. R. Fang, K. Sujino, A. Lu, J. Gregson, R. Yeske, V. P. Kamath, R. M. Ratcliffe, M. J. Shur, W. W. Wakarchuk, M. M. Palcic in Carbohydrate Bioengineering, Interdisciplinary Approaches (Eds.: T. T. Teeri, B. Svensson, H. J. Gilbert, T. Feizi), Royal Society of Chemistry, London, 2002, pp. 127-134
16. O. Blixt, I. van Die, T. Norberg, D. H. van den Eijnden, Glycobiology 1999, 9, 1061-1071.
17. H. H. Baer, S. A. Abbas, Carbohydr. Res. 1980, 84, 53-60.
18. J. Fang, X. Chen, W. Zhang, A. Janczuk, P. G. Wang, Carbohydr. Res. 2000, 329, 873-878.
19. M. M. Palcic, L. D. Heerze, M. Pierce, O. Hindsgaul, Glycoconjugate J. 1988, 5, 49-63.