Synthesis of the carbocyclic analog of uridine 5′-(α-D-galactopyranosyl diphosphate) (UDP-Gal) as an inhibitor of β(1 → 4)-galactosyltransferase
- 1 December 1995
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 73 (12) , 2190-2195
- https://doi.org/10.1139/v95-272
Abstract
Uridine 5′-(5a-carba-α-D-galactopyranosyl diphosphate), the carbocyclic analog of UDP-galactose where the ring oxygen of the galactose residue is replaced by a methylene group, was chemically synthesized as a potential inhibitor of galactosyltransferases. It was found to be a competitive inhibitor of UDP-galactose: N-acetylglucosamine β(1 → 4)-galactosyltransferase from bovine milk (EC 2.4.1.22) with a Kivalue of 58 µM, similar to the Kmvalue for UDP-galactose (25 µM). Keywords: carbocycles, UDP-5a-carbagalactose, galactosyltransferase, glycosyltransferase inhibitor.Keywords
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