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Issue 10, 2013
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Ligations of N-acyl tryptophan units to give native peptides via 7-, 10-, 11- and 12-membered cyclic transition states

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

* Corresponding authors

a Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, 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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Publication details

The article was received on 13 Dec 2012, accepted on 11 Jan 2013 and first published on 21 Jan 2013


Article type: Communication
DOI: 10.1039/C3OB27421G
Citation: 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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