6533b7dafe1ef96bd126e385

RESEARCH PRODUCT

Kinetics of photochemical isomerization of TFA-Gly-ZΔPhe into TFA-Gly-EΔPhe

Michał JewgińskiAnna PoliwodaMaciej MakowskiJzef HurekPaweł Kafarski

subject

lcsh:QD241-441dehydropeptideslcsh:Organic chemistryChemistryE-Z isomersOrganic ChemistryKineticsphotoisomerizationreaction kineticsPhotochemistryIsomerizationNMR

description

The kinetics of photoisomerization of trifluoroacetyl-(Z)-dehydrophenylalanylglycine into trifluoroacetyl-(E)- dehydrophenylalanylglycine was studied in the hope that light-induced reaction could be useful as a means of preparation of the E-dehydropeptides. The obtained results indicate that if this reaction carried out under irradiation with light of wavelength 360 nm it is practically irreversible and gave nearly quantitatively pure Eisomer Significantly, expected cyclic side-products were not observed in the reaction mixture, thus proving the preparative potential of the elaborated procedure.

https://doi.org/10.24820/ark.5550190.p009.936