THE METABOLIZAT10N OF EXOGENOUS [1- 14 C ]CORONARIC AND [1- 14 C]VERNOLIC ACIDS IN HOMOGENATE OF PEA SEEDLINGS

A. N. GRECHKIN, N. V. KUKHTINA, H. A. KURAMSHIN, E. Y. SAFONOVA, Y. J. YEFREMOV *, I. A. TARCHEVSKY

Kazan Institute of Biology: * A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Branch of Academy of Sciences of the USSR

Abstract: Metabolization of (Z)-[1-14Cl-9,10-epoxy-12-octadecenoic (coronaric) and (Z)-[1-14C]-12,13-epoxy-9-octadecenoic (vernolic) acids in homogenate of epicotyls of pea seedlings was studied. After purification by HPLC, metabolites were identified by high resolution mass spectrometry as (9, 10), (12, 13)-diepoxyoctadecanoic (I); (Z)-9,10-dihydroxy-12-octadecenoic (II); (Z)-12,13-dihydroxy-9-octadecenoic (III); 9,10-dihydroxy-12,13-epoxy-octadecanoic (IV) and 9,10-diepoxy-12,13-dihydroxyoctadecanoic (V) acids. The label from [1-14C]coronaric acid was incorporated into compounds (I), (II) and (IV), and from [1-14C]vernolic acid into metabolites (I), (III) and (V). Compounds (I), (IV) and (V) have not been previously found in natural sources. The pathways of formation of acids (I) — (V) and their possible role in the endogenous regulation of plants are discusses

Russian Journal of Bioorganic Chemistry 1990, 16 (3):413-418

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