Synthesis of Peptides with α, β-Dehydroamino Acids. XIII Photoisomerization of Ac-(Z)-Δ-Phe-NHMe : Ac-(E)-ΔPHe-NHMe

Zbigniew KUBICA; Tomasz KOZLECKI; Barbara RZESZOTARSKA

doi:10.1248/cpb.48.296

Zbigniew KUBICA, Tomasz KOZLECKI, Barbara RZESZOTARSKA

Author information

Keywords: Ac-(E)-ΔPhe-NHMe, (E)-dehydrophenylalanine, α, β-dehydroamino acid, photoisomerization, (Z)/(E)-diastereoisomer separation, HPLC

JOURNAL FREE ACCESS

2000 Volume 48 Issue 2 Pages 296-297

DOI https://doi.org/10.1248/cpb.48.296

Details

Abstract

Easily accessible Ac-(Z)-ΔPhe-NHMe was photoisomerized to so far unknown Ac-(E)-ΔPhe-NHMe. Some parameters of the process leading to a diastereomeric mixture of ratio 90(Z) : 10(E) have been tested and the photoisomerization has been carried out on a preparative milligram scale. The isomers were separated via crystallization followed by preparative HPLC.

Corresponding author

Register with J-STAGE for free!