Reassignment of the Absolute Stereochemistry of N-Malonyl-tryptophan in Higher Plants

Abstract

The stereochemistry of the tryptophan residue of N-malonyl-tryptophan has been believed to be of D-form. We reinvestigated the stereochemistry by using HPLC with a chiral column. Both forms were detected; however, the L-form was a major component. The ratio of D:L was determined to be 1:32 in pea leaves and 1:3 in wheat roots.