Issue 22, 2005
From the journal:

Organic & Biomolecular Chemistry

Probing dipeptidetrans/cis stereochemistry using pH control of thiopeptide analogues, and application to the PepT1 transporter

Patrick D. Bailey,*a   C. A. Richard Boyd,b   Ian D. Collier,†c   George L. Kellett,d   David Meredith,b   Keith M. Morgan,c   Rachel Pettecrewa  and  Richard A. Pricea  

* Corresponding authors

a School of Chemistry, Faraday Building, The University of Manchester, Sackville Street, Manchester, UK
E-mail: pat.bailey@manchester.ac.uk
Fax: +44(0) 161 306 4541
Tel: +44 (0) 161 306 4448

b Department of Human Anatomy and Genetics, University of Oxford, South Parks Road, Oxford, UK

c Department of Chemistry, Heriot-Watt University, Edinburgh, UK

d Department of Biology (Area 3), University of York, Heslington, York, UK

Abstract

The stereochemistry of thiodipeptides of proline [e.g. Ala-Ψ[CS-N]-Pro] can be controlled using pH, allowing the trans-preference for substrates of the peptide transporter PepT1 to be confirmed.

Graphical abstract: Probing dipeptide trans/cis stereochemistry using pH control of thiopeptide analogues, and application to the PepT1 transporter

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Article information

DOI
https://doi.org/10.1039/B513274F
Article type
Communication
Submitted
19 Sep 2005
Accepted
19 Sep 2005
First published
07 Oct 2005

Org. Biomol. Chem., 2005,3, 4038-4039

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Probing dipeptide trans/cis stereochemistry using pH control of thiopeptide analogues, and application to the PepT1 transporter

P. D. Bailey, C. A. R. Boyd, I. D. Collier, G. L. Kellett, D. Meredith, K. M. Morgan, R. Pettecrew and R. A. Price, Org. Biomol. Chem., 2005, 3, 4038 DOI: 10.1039/B513274F

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