Literature DB >> 24486463

Electrochemical synthesis of glycoconjugates from activated sterol derivatives.

Aneta M Tomkiel1, Jan Kowalski2, Jolanta Płoszyńska2, Leszek Siergiejczyk1, Zenon Lotowski1, Andrzej Sobkowiak2, Jacek W Morzycki3.   

Abstract

Several derivatives of cholesterol and other 3β-hydroxy-Δ(5)-steroids were prepared and tested as sterol donors in electrochemical reactions with sugar alcohols. The reactions afforded glycoconjugates with sugar linked to a steroid moiety by an ether bond. Readily available sterol diphenylphosphates yielding up to 54% of the desired glycoconjugate were found to be the best sterol donors.
Copyright © 2014 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Activating groups; Cholesterol; Electrochemical oxidation; Glycosylation; Sterol glycoconjugates

Mesh:

Substances:

Year:  2014        PMID: 24486463     DOI: 10.1016/j.steroids.2014.01.007

Source DB:  PubMed          Journal:  Steroids        ISSN: 0039-128X            Impact factor:   2.668


  3 in total

1.  Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance.

Authors:  Ming Yan; Yu Kawamata; Phil S Baran
Journal:  Chem Rev       Date:  2017-10-09       Impact factor: 60.622

Review 2.  Electrochemical oxidation of cholesterol.

Authors:  Jacek W Morzycki; Andrzej Sobkowiak
Journal:  Beilstein J Org Chem       Date:  2015-03-25       Impact factor: 2.883

3.  3α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates.

Authors:  Aneta M Tomkiel; Adam Biedrzycki; Jolanta Płoszyńska; Dorota Naróg; Andrzej Sobkowiak; Jacek W Morzycki
Journal:  Beilstein J Org Chem       Date:  2015-01-26       Impact factor: 2.883

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.