Issue 22, 2012
From the journal:

Organic & Biomolecular Chemistry

Preparation of modified peptides: direct conversion of α-amino acids into β-amino aldehydes†‡

Carlos J. Saavedra,a   Alicia Boto*a  and  Rosendo Hernández*a  

* Corresponding authors

a Instituto de Productos Naturales y Agrobiología del CSIC, Avda. Astrofísico Francisco Sánchez 3, 38206-La Laguna, Tenerife, Spain
E-mail: alicia@ipna.csic.es, rhernandez@ipna.csic.es
Fax: +34 922260135

Abstract

A direct method for the transformation of α-amino acids into β-amino aldehydes was developed, and applied to the modification of the C-terminal residue of peptides. The method takes place in good yields and under mild conditions. The application of this methodology to the preparation of small peptides with γ-amino alcohol units, which are precursors of analogues of peptaibol antibiotics, is also described.

Graphical abstract: Preparation of modified peptides: direct conversion of α-amino acids into β-amino aldehydes

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Article information

DOI
https://doi.org/10.1039/C2OB25433F
Article type
Paper
Submitted
28 Feb 2012
Accepted
18 Apr 2012
First published
20 Apr 2012

Org. Biomol. Chem., 2012,10, 4448-4461

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Preparation of modified peptides: direct conversion of α-amino acids into β-amino aldehydes

C. J. Saavedra, A. Boto and R. Hernández, Org. Biomol. Chem., 2012, 10, 4448 DOI: 10.1039/C2OB25433F

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