title: One-procedure synthesis of capsiate from capsaicin by lipase-catalyzed dynamic transacylation.
abstract: Capsiate has a structure similar to capsaicin but no oral pungency. Furthermore, capsiate displayed antioxidant activity and inhibited angiogenesis and vascular permeability, and therefore, showed potential as a medicine and food supplement. Capsaicin is now commercially available, however capsiate is scarcely present in natural foods. We investigated the direct enzymatic conversion of a capsaicinoid to a capsinoid. It was observed that the rate of lipase-catalyzed acylation of vanillyl alcohol with nonanoic acid was faster than that of hydrolysis of N-vanillylnonanamide to vanillyl amide and nonanoic acid in n-hexane at 70°C. As a result, we performed a one-procedure synthesis of capsiate from capsaicin via lipase-catalyzed transacylation.
authors.affiliation: Graduate School of Science, Okayama University of Science, 1-1 Ridai-cho, Kita-ku, Okayama, 700-0005, Japan, ishihara@dls.ous.ac.jp.
authors.forename: Kohji
authors.initials: K
authors.lastname: Ishihara
authors.forename: Soon-Il
authors.initials: SI
authors.lastname: Kwon
authors.forename: Noriyoshi
authors.initials: N
authors.lastname: Masuoka
authors.forename: Nobuyoshi
authors.initials: N
authors.lastname: Nakajima
authors.forename: Hiroki
authors.initials: H
authors.lastname: Hamada
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