CONVERSION OF THE COVALENT INTERMEDIATE 3-FLUORO-2-PHOSPHO-LACTYL-EPTASE TO 3-FLUORO-2-PHOSPHOLACTYL-UDP-GLCNAC

Authors
SALLEH HM DOTSON GD WOODARD RW
Citation
Hm. Salleh et al., CONVERSION OF THE COVALENT INTERMEDIATE 3-FLUORO-2-PHOSPHO-LACTYL-EPTASE TO 3-FLUORO-2-PHOSPHOLACTYL-UDP-GLCNAC, Bioorganic & medicinal chemistry letters, 6(2), 1996, pp. 133-138
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
6
Issue
2
Year of publication
1996
Pages
133 - 138
Database
ISI
SICI code
0960-894X(1996)6:2<133:COTCI3>2.0.ZU;2-U
Abstract
The 3-fluoro-2-phospholactyl-UDP-GlcNAc enolpyruvyl transferase (EPTas e) intermediate is prepared by the incubation of 3-fluorophosphoenolpy ruvate (3-FPEP) and 3-deoxy-UDP-GlcNAc with ''PEPfree'' UDP-GlcNAc eno lpyruvyl transferase (EPTase). This intermediate is converted directly into the 3-fluoro-2-phospholactyl-UDP-GlcNAc intermediate by incubati on with UDP-GlcNAc. Utilization of UDP-GaINAc as substrate results in the formation of two fluoro-containing tetrahedral intermediates but i n a ratio different from that seen with UDP-GlcNAc.