Synthesis of <i>C</i>-glycoside analogues of isopropyl β-<scp>d</scp>-1-thiogalactopyranoside (IPTG) and 1-β-<scp>d</scp>-galactopyranosyl-2-methylpropane. Conformational analysis and evaluation as inhibitors of the lac repressor in <i>E. coli</i> and as galactosidase inhibitors-Reference-Cited by-同舟云学术

Synthesis of C-glycoside analogues of isopropyl β-d-1-thiogalactopyranoside (IPTG) and 1-β-d-galactopyranosyl-2-methylpropane. Conformational analysis and evaluation as inhibitors of the lac repressor in E. coli and as galactosidase inhibitors

Published:2024 Issue: Volume: Page:
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Hever Eoin¹,Santhanam Venkatesan¹^ORCID,Alberi Sherivan¹,Dhara Ashis¹^ORCID,Bols Mikael²^ORCID,Nasheuer Heinz-Peter¹^ORCID,Murphy Paul V.¹³^ORCID

Affiliation:

1. School of Biological and Chemical Sciences, University of Galway, University Road, Galway, Ireland, H91TK33

2. Department of Chemistry, Københavns Universitet, Universitetsparken 5, 2100 København Ø, Denmark

3. SSPC – the Science Foundation Ireland Research Centre for Pharmaceuticals, University of Galway, University Road, Galway, Ireland, H91TK33

Abstract

IPTG is used widely to induce protein expression in E. coli. C-Glycoside mimetics of IPTG are synthesised and evaluated as inducers and as galactosidase inhibitors.

Funder

Science Foundation Ireland

Irish Centre for High-End Computing

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/OB/D4OB01286K

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4. Conformational analysis of thioglycoside derivatives of histo-blood group ABH antigens using an ab initio-derived reparameterization of MM4: implications for design of non-hydrolysable mimetics

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