Issue 21, 2011
From the journal:

Chemical Communications

Artificial lantipeptides from in vitrotranslations†

Florian P. Seebeck,ab   Alonso Ricardoac  and  Jack W. Szostak*a  

* Corresponding authors

a Howard Hughes Medical Institute and Center for Computational and Integrative Biology, Simches Research Center, Massachusetts General Hospital, 185 Cambridge St., Boston, USA
E-mail: szostak@molbio.mgh.harvard.edu

b Department of Physical Biochemistry, Max Planck Institute of Molecular Physiology, Otto-Hahn Strasse 11, Dortmund, Germany

c Ra Pharmaceuticals, Inc, 222 Berkeley Street Floor 20, Boston, USA

Abstract

We have devised a protocol for enzyme-free insertion of dehydroalanine, dehydrobutyrine and thioether crosslinks into translated peptides. In vitro translation using 4-selenalysine and 4-selenoisoleucine as substitutes for lysine and isoleucine yields peptides that can be converted to polycyclic structures using mild chemistry in water. This methodology presents a gateway for exploring the potential of artificial lantipeptides as scaffolds for drug development.

Graphical abstract: Artificial lantipeptides from in vitro translations

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Article information

DOI
https://doi.org/10.1039/C0CC05663D
Article type
Communication
Submitted
18 Dec 2010
Accepted
08 Apr 2011
First published
28 Apr 2011

Chem. Commun., 2011,47, 6141-6143

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Artificial lantipeptides from in vitro translations

F. P. Seebeck, A. Ricardo and J. W. Szostak, Chem. Commun., 2011, 47, 6141 DOI: 10.1039/C0CC05663D

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