A SEARCH FOR PYROPHOSPHATE MIMICS FOR THE DEVELOPMENT OF SUBSTRATES AND INHIBITORS OF GLYCOSYLTRANSFERASES

Authors
WANG R STEENSMA DH TAKAOKA Y YUN JW KAJIMOTO T WONG CH
Citation
R. Wang et al., A SEARCH FOR PYROPHOSPHATE MIMICS FOR THE DEVELOPMENT OF SUBSTRATES AND INHIBITORS OF GLYCOSYLTRANSFERASES, Bioorganic & medicinal chemistry, 5(4), 1997, pp. 661-672
Citations number
46
Categorie Soggetti
Biology,"Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry → ACNP
ISSN journal
09680896
Volume
5
Issue
4
Year of publication
1997
Pages
661 - 672
Database
ISI
SICI code
0968-0896(1997)5:4<661:ASFPMF>2.0.ZU;2-K
Abstract
The design and synthesis of several beta-1,4-galactosyltransferase inh ibitors are reported. Mimics of the pyrophosphate-Mn2+ complex were th e focus of the design. Malonic, tartaric, and monosaccharide moieties were used as replacements of the pyrophosphate moiety, and galactose o r azasugars with potent galactosidase inhibitory activity were used as the 'donor' component. Compound 6, in which glucose was used as the p yrophosphate-Mn2+ complex mimic and galactose as the 'donor' component ,showed the best inhibitory activity towards the transferase with a K- i of 119.6 mu M. (C) 1997 Elsevier Science Ltd.