ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7

Published monthly
 

Synthesis of potential inhibitors of glycosyltransferases representing UDP-GlcNAc

Marek Baráth, Miroslav Koóš, Igor Tvaroška, and Ján Hirsch

Institute of Chemistry, Center for Glycomics, Slovak Academy of Sciences, Dúbravská cesta 9, 845 38 Bratislava

 

E-mail: marek.barath@savba.sk

Abstract: Based on rational design of the transition state analog inhibitors of glycosyltransferases, four model glycomimetics of this type, viz. benzyl 2-thio-α-D-fructofuranoside 1-diethylphosphate (XIa), its β-anomer (XIb), and their ethyl 2-thio analogs - α-anomer (XIIa) and β-anomer (XIIb), were synthesized. In addition, fourteen precursors arising during the synthesis of the desired final model compounds (XI and XII), partially or fully acetylated benzyl and/or ethyl 2-thiofructofuranoside 1-diethyl phosphates, were isolated and characterized with the aim to prepare complete series of glycomimetics, representing donor UDP-GlcNAc designated for biological assays on human GnT’s, viz. GnT-I, Core2GnT, and GnT-V.

Keywords: glycosyltransferases – inhibitors – fructofuranoside – mimetics – acetyl migration – GlcNAc- UDP

Full paper is available at www.springerlink.com.

DOI: 10.1515/chempap-2015-0017

 

Chemical Papers 69 (2) 339–347 (2015)

Friday, October 18, 2019

IMPACT FACTOR 2018
1.246
SCImago Journal Rank 2018
0.274
SEARCH
Advanced
VOLUMES
International Conference on Coordination and Bioinorganic Chemistry
46th International Conference of SSCHE
© 2019 Chemical Papers