A selective electrochemical method of glycosylation of 3beta-hydroxy-Delta 5-steroids

Jacek W Morzycki; Zenon Łotowski; Leszek Siergiejczyk; Piotr Wałejko; Stanisław Witkowski; Jan Kowalski; Jolanta Płoszyńska; Andrzej Sobkowiak

doi:10.1016/j.carres.2010.03.018

A selective electrochemical method of glycosylation of 3beta-hydroxy-Delta 5-steroids

Carbohydr Res. 2010 May 27;345(8):1051-5. doi: 10.1016/j.carres.2010.03.018. Epub 2010 Mar 20.

Authors

Jacek W Morzycki¹, Zenon Łotowski, Leszek Siergiejczyk, Piotr Wałejko, Stanisław Witkowski, Jan Kowalski, Jolanta Płoszyńska, Andrzej Sobkowiak

Affiliation

¹ Institute of Chemistry, University of Białystok, Piłsudskiego 11/4, 15-443 Białystok, Poland. morzycki@uwb.edu.pl

PMID: 20371036
DOI: 10.1016/j.carres.2010.03.018

Abstract

A new electrochemical glycosylation method is presented. According to the method cholesterol and other 3beta-hydroxy-Delta(5)-steroids can be selectively transformed to glycosides using non-activated sugars. The method is also useful for the synthesis of glycoconjugates with sugar linked to a steroid moiety by an ether bond.

Publication types

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

MeSH terms

Electrochemistry / methods*
Glycosides / chemical synthesis*
Glycosides / chemistry*
Glycosylation
Molecular Structure
Steroids / chemistry*

Substances

Glycosides
Steroids