Issue 7, 2013
From the journal:

Organic & Biomolecular Chemistry

A general solid phase method for the synthesis of depsipeptides†

Mary M. Nguyen,a   Nicole Onga  and  Laura Suggs*a  

* Corresponding authors

a The University of Texas at Austin, Department of Biomedical Engineering, 107 W Dean Keeton Street, Austin, TX, USA
E-mail: m.nguyen@utexas.edu, nicoleong@utexas.edu, Laura.Suggs@engr.utexas.edu
Fax: +1 512 471 0616
Tel: +1 512 232 8593

Abstract

Herein we describe the synthesis of depsipeptide sequences in which the backbone is composed of alternating esters and amides. Our methodology is based on the synthesis and protection of a depsidipeptide block, which is used as the growing unit for manual SPPS. We have explored Fmoc/OBzl and Fmoc/tBu SPPS strategies, and found the latter to be most compatible with our methodology.

Graphical abstract: A general solid phase method for the synthesis of depsipeptides

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Article information

DOI
https://doi.org/10.1039/C2OB26893K
Article type
Paper
Submitted
26 Sep 2012
Accepted
21 Dec 2012
First published
02 Jan 2013
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2013,11, 1167-1170

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A general solid phase method for the synthesis of depsipeptides

M. M. Nguyen, N. Ong and L. Suggs, Org. Biomol. Chem., 2013, 11, 1167 DOI: 10.1039/C2OB26893K

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