5-Amino-2-pyridyl 1-thioglycosides in synthesis of analogs of glycosyltransferases substrates

Gabriela Pastuch-Gawolek; Tadeusz Bieg; Wieslaw Szeja; Jakub Flasz

doi:10.1016/j.bioorg.2009.04.002

5-Amino-2-pyridyl 1-thioglycosides in synthesis of analogs of glycosyltransferases substrates

Bioorg Chem. 2009 Jun;37(3):77-83. doi: 10.1016/j.bioorg.2009.04.002. Epub 2009 Apr 19.

Authors

Gabriela Pastuch-Gawolek¹, Tadeusz Bieg, Wieslaw Szeja, Jakub Flasz

Affiliation

¹ Silesian University of Technology, Faculty of Chemistry, Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, 44-100 Gliwice, Krzywoustego 4, Poland. gabriela.pastuch@polsl.pl

PMID: 19464725
DOI: 10.1016/j.bioorg.2009.04.002

Abstract

We present the synthesis of 1-thioglycosyl derivatives of uridine, which were designed to act as potential donor substrates for glycosyltransferases. We constructed such analogs using 5-amino-2-pyridyl 1-thioglycosides as glycosyl units which were connected to uridine via succinic linker. For preparation of the amide bonds we applied different condensation procedures.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Cell Line
Classical Swine Fever Virus / drug effects
Dose-Response Relationship, Drug
Glycosyltransferases / chemistry*
Glycosyltransferases / metabolism
Substrate Specificity
Swine
Thioglycosides / chemical synthesis*
Thioglycosides / chemistry
Thioglycosides / pharmacology

Substances

Thioglycosides
Glycosyltransferases