1,4-Dideoxy-1,4-imino-<scp>d</scp>- and <scp>l</scp>-lyxitol-based inhibitors bind to Golgi α-mannosidase II in different protonation forms-Reference-Cited by-同舟云学术

1,4-Dideoxy-1,4-imino-d- and l-lyxitol-based inhibitors bind to Golgi α-mannosidase II in different protonation forms

Published:2022 Issue:45 Volume:20 Page:8932-8943
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Kóňa Juraj¹²^ORCID,Šesták Sergej¹,Wilson Iain B. H.³,Poláková Monika¹^ORCID

Affiliation:

1. Institute of Chemistry, Center for Glycomics, Slovak Academy of Sciences, Dúbravska cesta 9, 845 38 Bratislava, Slovakia

2. Medical Vision, Civic Research Association, Záhradnícka 4837/55, 82108 Bratislava, Slovakia

3. Department of Chemistry, University of Natural Resources and Life Sciences, 1190 Vienna, Austria

Abstract

A binding mechanism of selective inhibitors of Golgi α-mannosidase II was elucidated by pKa and FMO-PIEDA calculations. Synthetic N-substituted imino-d-lyxitol inhibitors were evaluated with four enzymes from the glycoside hydrolase GH38 family.

Funder

Slovenská Akadémia Vied

Austrian Science Fund

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D2OB01545E

Reference63 articles.

1. A Spectroscopic Investigation of Swainsonine: An α-Mannosidase Inhibitor Isolated from Swainsona canescens

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3. Golgi α-mannosidase II deficiency in vertebrate systems: implications for asparagine-linked oligosaccharide processing in mammals

4. Swainsonine inhibits the biosynthesis of complex glycoproteins by inhibition of Golgi mannosidase II.

5. Swainsonine, a potent mannosidase inhibitor, elevates rat liver and brain lysosomal α-d-mannosidase, decreases Golgi α-d-mannosidase II, and increases the plasma levels of several acid hydrolases

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