History
Wilson et al. demonstrated the co-occurrence of malvalic acid and the corresponding cyclopropane acids in several types of seeds. He suggested that methylene addition to oleic acid gave rise to dihydrosterculic acid, which was desaturated to sterculic acid, and that 8-heptadecenoic acid was similarly the precursor of dihydromalvalic acid, and malvalic acid. Smith and bu'Lock showed that in Hibiscus seedling the chains of sterculic and malvalic acids, but not the ring methylene carbon, were derived from acetate. They showed that the labeling pattern in malvalic acid was the same as that in sterculic acid minus the carboxyl carbon. They explained the shortening by α-oxidation occur during the biogenesis of malvalic acid. Hopper and Law worked with the Hibiscus seedlings, they demonstrated that the ring methylene carbon of both cyclopropane and cyclopropene acids was derived from the methyl group of methionine, and suggested from the distribution of label, that the pathway was Oleic ⇒ dihydrosterculic ⇒ sterculic acid
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