β-Peptides incorporating polyhydroxylated cyclohexane β-amino acid: synthesis and conformational study-Reference-Cited by-同舟云学术

β-Peptides incorporating polyhydroxylated cyclohexane β-amino acid: synthesis and conformational study

Published:2023 Issue:42 Volume:21 Page:8535-8547
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Reza David¹^ORCID,Balo Rosalino¹²^ORCID,Otero José M.¹,Fletcher Ai M.²,García-Fandino Rebeca¹³^ORCID,Sánchez-Pedregal Víctor M.³^ORCID,Davies Stephen G.²^ORCID,Estévez Ramón J.¹³^ORCID,Estévez Juan C.¹³^ORCID

Affiliation:

1. Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS), Departamento de Química Orgánica. Universidade de Santiago de Compostela, c/Jenaro de la Fuente s/n, 15782 Santiago de Compostela, Spain

2. Chemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK

3. Departamento de Química Orgánica, Universidade de Santiago de Compostela, Avda. das Ciencias s/n, 15782 Santiago de Compostela, Spain

Abstract

We describe the synthesis of trihydroxylated cyclohexane β-amino acids from (−)-shikimic acid, in their cis and trans configuration, and the incorporation of the trans isomer into a trans-2-aminocyclohexanecarboxylic acid peptide chain.

Funder

Agencia Estatal de Investigación

European Regional Development Fund

Ministerio de Ciencia, Innovación y Universidades

Ministerio de Educación, Cultura y Deporte

Xunta de Galicia

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D3OB00906H

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