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

Débieux, Jean-Luc; Bochet, Christian G.

doi:10.1039/c1sc00700a

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

Débieux, Jean-Luc Department of Chemistry, University of Fribourg, Switzerland
Bochet, Christian G. Department of Chemistry, University of Fribourg, Switzerland

06.10.2011

Published in:

Chemical Science. - 2012, vol. 3, no. 2, p. 405-406

English 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.

Faculty

Faculté des sciences et de médecine

Department

Département de Chimie

Language