Issue 10, 2013
From the journal:

Organic & Biomolecular Chemistry

Ligations of N-acyl tryptophan units to give native peptidesvia 7-, 10-, 11- and 12-membered cyclic transition states†

Vadim Popov,a   Siva S. Pandaa  and  Alan R. Katritzky*ab  

* Corresponding authors

a Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA
E-mail: katritzky@chem.ufl.edu
Fax: +1 352-392-9199
Tel: +1 352-392-0554

b Department of Chemistry, King Abdulaziz University, Jeddah, 21589 Saudi Arabia

Abstract

N-Acyl tryptophan isopeptides undergo acyl transfer in chemical ligations via 7-, 10-, 11- and 12-membered cyclic transition states to yield natural peptides, representing the first examples of successful isopeptide ligations from N-acyl tryptophan units.

Graphical abstract: Ligations of N-acyl tryptophan units to give native peptides via 7-, 10-, 11- and 12-membered cyclic transition states

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Article information

DOI
https://doi.org/10.1039/C3OB27421G
Article type
Communication
Submitted
13 Dec 2012
Accepted
11 Jan 2013
First published
21 Jan 2013

Org. Biomol. Chem., 2013,11, 1594-1597

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Ligations of N-acyl tryptophan units to give native peptides via 7-, 10-, 11- and 12-membered cyclic transition states

V. Popov, S. S. Panda and A. R. Katritzky, Org. Biomol. Chem., 2013, 11, 1594 DOI: 10.1039/C3OB27421G

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