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)

Monday, March 01, 2021

IMPACT FACTOR 2019
1.680
SCImago Journal Rank 2019
0.331
SEARCH
Advanced
VOLUMES
XXVIII. International Conference on Coordination and Bioinorganic Chemistry
© 2021 Chemical Papers