title: Synthesis of peptides with alpha,beta-dehydroamino acids. XIII photoisomerization of Ac-(Z)-delta Phe-NHMe: Ac-(E)-delta Phe-NHMe.
abstract: Easily accessible Ac-(Z)-delta Phe-NHMe was photoisomerized to so far unknown Ac-(E)-delta Phe-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.
authors.affiliation: Department of Organic Chemistry, University of Opole, Poland.
authors.forename: Z
authors.initials: Z
authors.lastname: Kubica
authors.forename: T
authors.initials: T
authors.lastname: Koźlecki
authors.forename: B
authors.initials: B
authors.lastname: Rzeszotarska
mesh_terms: D002851:Chromatography, High Pressure Liquid; D003460:Crystallization; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D010455:Peptides / Q000138:chemical synthesis*; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000528:radiation effects; D010777:Photochemistry; D013237:Stereoisomerism
chemical_list: D010455:Peptides; C406472:acetyl-alpha,beta-dehydrophenylalanine methylamide; D010649:Phenylalanine