Journal article
Synthesis of uridine 5'-[2-S-pyridyl-3-thio-alpha-D-galactopyranosyl diphosphate]: precursor of UDP-thiogal sugar nucleotide donor substrate for beta-1,4-galactosyltransferase
Nucleosides, nucleotides & nucleic acids, Vol.23(1-2), pp.195-205
2004
DOI: 10.1081/NCN-120027828
PMID: 15043147
Abstract
The syntheses of a novel uridine diphosphate galactose (UDP-Gal) analog, (UDP-2,4,6-tri-O-acetyl-3-S-acetyl-3-thio-alpha-D-galactopyranose) (11) and the thiolpyridine protected (Uridine 5'-[3-S-(2-S-pyridyl)-3-thio-alpha-D-galactopyranosyl diphosphate) analog (12) are described. The reported synthesis relies on the novel use of thiolpyridine to generate 12 which is a suitably protected intermediate for generating a UDP-thioGal derivative by reduction prior to enzyme transfer via beta-1,4-galactosyltransferase.
Details
- Title: Subtitle
- Synthesis of uridine 5'-[2-S-pyridyl-3-thio-alpha-D-galactopyranosyl diphosphate]: precursor of UDP-thiogal sugar nucleotide donor substrate for beta-1,4-galactosyltransferase
- Creators
- Jordan Elhalabi - Department of Medicinal Chemistry, College of Pharmacy, University of Michigan, Ann Arbor, Michigan, USAKevin G Rice
- Resource Type
- Journal article
- Publication Details
- Nucleosides, nucleotides & nucleic acids, Vol.23(1-2), pp.195-205
- DOI
- 10.1081/NCN-120027828
- PMID
- 15043147
- NLM abbreviation
- Nucleosides Nucleotides Nucleic Acids
- ISSN
- 1525-7770
- eISSN
- 1532-2335
- Publisher
- United States
- Grant note
- AI33189 / NIAID NIH HHS GM48049 / NIGMS NIH HHS
- Language
- English
- Date published
- 2004
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Craniofacial Anomalies Research Center; Medicinal and Natural Products Chemistry
- Record Identifier
- 9984065323802771
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