Abstract

When d, l-dopa-[1- 14C] and -[2- 14C] was fed to yellow flower buds of Portulaca grandiflora betalamic-[ 14C] acid was obtained. The labeled betalamic acid was converted to 14C-labeled betanin in order to obtain a stable substance which could be recrystallized to a radio-pure sample. Decarboxylation of the radiopure betanin obtained from the sequence using dopa-[1- 14C] indicated that the 14C-carboxyl group of dopa corresponded to a 14C-carboxyl group in betanin and hence in betalamic acid. The shape of the ORD curve for the naturally occurring betalamic acid was the same as that recorded for a sample of [S]-betalamic acid derived by degradation of betanin. These data support the hypothesis that betalamic acid is formed in vivo by an oxidative cleavage of l-dopa and that it is an intermediate in the biogenesis of other betalains from dopa.

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