Collect. Czech. Chem. Commun. 1989, 54, 3381-3386
https://doi.org/10.1135/cccc19893381

Racemization rates of 3,4-didehydro-2-amino acids

Libor Havlíčeka, Jan Hanuša and Jan Němečekb

a Institute of Nuclear Biology and Radiochemistry, Czechoslovak Academy of Sciences, 142 20 Prague 4
b Institute of Microbiology, Czechoslovak Academy of Sciences, 142 20 Prague 4

Abstract

The racemization rates of amino acids in acidic medium (acetic acid) were studied. The sensitivity to racemization decreases in the order (E)-3,4-didehydroornithine > (E)-Nδ-Z-3,4-didehydroornithine >> (Z)-3,4-didehydronorvaline > ornithine, norvaline. (E)-3,4-Didehydroornithine is also relatively rapidly racemized on heating with 5 M or 0.05 M-HCl (100 °C).