Thiosugar nucleotide analogs: Synthesis of 5′-(2,3,4-tri-O-acetyl-6-S-acetyl-6-thio-α-D-galactopyranosyl diphosphate)

Carbohydrate Research

Volumn 337, Issue 21-23, 2002, Pages 1935-1940

  Elhalabi, Jordan ^a   Rice, Kevin G ^a,b  

^a UNIVERSITY OF MICHIGAN   (United States)

^b UNIVERSITY OF IOWA   (United States)

Author keywords

(1 4) Galactosyltransferase; Sugar nucleotides; Thiosugars; UDP galactose

Indexed keywords

PHOSPHATES; SULFUR; SYNTHESIS (CHEMICAL);

NUCLEOTIDE ANALOGS;

CARBOHYDRATES;

5' (2,3,4 TRI O ACETYL 6 S ACETYL 6 THIO ALPHA DEXTRO GALACTOPYRANOSYL DIPHOSPHATE; ALPHA GALACTOPYRANOSIDE; CARBOHYDRATE DERIVATIVE; NUCLEOTIDE DERIVATIVE; UNCLASSIFIED DRUG; URIDINE DIPHOSPHATE GALACTOSE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

ACETYLATION; ENZYME INHIBITORS; GALACTOSE; GALACTOSYLTRANSFERASES; PHOSPHORYLATION; THIOGALACTOSIDES; URIDINE DIPHOSPHATE GALACTOSE;

EID: 0037137231     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(02)00210-0     Document Type: Article

References (23)

1. Schachter H. Molecular Cloning of Glycosyltransferases. Fukuda A., Hindsgaul O., Molecular Glycobiology. 1994;88-162 Oxford University Press, Oxford.
2. Vrielink A., Ruger W., Driessen H., Freemont P. EMBO. 13:1994;3413-3422.
3. Gastinel L.N., Cambillau C., Bourne Y. EMBO. 18:1999;3546-3557.
4. Unligil U.M., Rini J.M. Cur. Opin. Struct. Biol. 10:2000;510-517.
5. Morrison J.F., Ebner K.E. J. Biol. Chem. 264:1971;3977-3984.
6. Morrison J.F., Ebner K.E. J. Biol. Chem. 264:1971;3985-3991.
7. Srivastava G., Hindsgaul O., Palcic M.M. Carbohydr. Res. 245:1993;137-144.
8. Palcic M.M., Hindsgaul O. Glycobiology. 1:1991;205-209.
9. Kodama H., Kajihara Y., Endo T., Hashimoto H. Tetrahedron Lett. 34:1993;6419-6422.
10. Kajihara Y., Endo T., Ogasawara H., Kodama H., Hashimoto H. Carbohydr. Res. 269:1995;273-294.
11. Berliner L.J., Robinson R.D. Biochemistry. 21:1982;6340-6343.
12. Hayashi T., Murray B.W., Wang R., Wong C.-H. Bioorg. Med. Chem. 5:1997;497-500.
13. Endo T., Kajihara Y., Kodama H., Hashimoto H. Bioorg. Med. Chem. 4:1996;1939-1948.
14. Yuasa H., Hindsgaul O., Palcic M.M. J. Am. Chem. Soc. 114:1992;5891-5892.
15. Tsuruta O., Shinohara G., Yuasa H., Hashimoto H. Bioorg. Med. Chem. Lett. 7:1997;2523-2526.
16. Yuasa H., Palcic M.M., Hindsgaul O. Can. J. Chem. 73:1995;2190-2195.
17. Elhalabi J.M., Rice K.G. Cur. Med. Chem. 6:1999;93-116.
18. Guindon Y., Yoakim C., Morton H.E. J. Org. Chem. 49:1984;3912-3920.
19. von Itzstein M., Jenkins M.J., Mocerino M. Carbohydr. Res. 208:1990;287-288.
20. Felix A.M., Heimer E.P., Lambros T.J., Tzougraki C., Meienhofer J. J. Org. Chem. 43:1978;4194-4196.
21. Lazar S., Guillaumet G. Synth. Commun. 22:1992;923-931.
22. Moffatt J.G. Methods Enzym. 15:1956;136-142.
23. Hallgren C., Hindsgaul O. J. Carbohydr. Chem. 14:1995;453-464.