Synthesis of thiodisaccharides related to 4-thiolactose. Specific structural modifications increase the inhibitory activity against <i>E. coli</i> β-galactosidase-Reference-Cited by-同舟云学术

Synthesis of thiodisaccharides related to 4-thiolactose. Specific structural modifications increase the inhibitory activity against E. coli β-galactosidase

Published:2023 Issue:10 Volume:21 Page:2188-2203
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Dada Lucas¹²^ORCID,Colomer Juan Pablo³⁴^ORCID,Manzano Verónica E.¹²^ORCID,Varela Oscar¹²^ORCID

Affiliation:

1. Universidad de Buenos Aires, Facultad de Ciencias Exactas y Naturales, Departamento de Química Orgánica, Ciudad Universitaria, Pabellón 2, C1428EHA, Buenos Aires, Argentina

2. Consejo Nacional de Investigaciones Científicas y Técnicas (CONICET)-UBA, Centro de Investigación en Hidratos de Carbono (CIHIDECAR)

3. Consejo Nacional de Investigaciones Científicas y Técnicas (CONICET)-UNC, Instituto de Investigaciones en Fisico-Química de Córdoba (INFIQC)

4. Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, Edificio de Ciencias II, Córdoba, Argentina

Abstract

Benzyl β-d-Gal-S-(1→4)-3-deoxy-4-thio-α-d-hexopyranosides were synthesized as inhibitors of E. coli β-galactosidase. The inhibitory activity can be markedly increased by introducing structural modifications in the benzyl 4-thiohexopyranoside moiety.

Funder

Consejo Nacional de Investigaciones Científicas y Técnicas

Universidad de Buenos Aires

Secretaria de Ciencia y Tecnica, Universidad de Buenos Aires

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D2OB02301F

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