Issue 2, 2012

The all-photochemical synthesis of an OGP(10–14) precursor

Abstract

An all-photochemical synthesis of OGP(10–14), the biologically active part of an osteogenic growth peptide, was performed. This required the preparation of photochemically activable amino acids containing a 5,7-dinitroindoline derivative on the C-terminus and a photolabile Ddz protecting group on the N-terminus. The photochemical acyl transfer from the dinitroindoline to an incoming nucleophilic amino group, which creates the amide bond, requires an irradiation wavelength of 385 nm. The deprotection of the Ddz group requires a shorter wavelength (300 nm), thus making both successive processes compatible.

Graphical abstract: The all-photochemical synthesis of an OGP(10–14) precursor

Supplementary files

Article information

Article type
Edge Article
Submitted
20 Sep 2011
Accepted
05 Oct 2011
First published
06 Oct 2011

Chem. Sci., 2012,3, 405-406

The all-photochemical synthesis of an OGP(10–14) precursor

J. Débieux and C. G. Bochet, Chem. Sci., 2012, 3, 405 DOI: 10.1039/C1SC00700A

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