title: Elucidation of the biochemical pathway of 2-phenylethanol from shikimic acid using isolated protoplasts of rose flowers.
abstract: The isolated protoplasts of rose flowers were used to investigate the metabolic pathway in rose flower leading from shikimic acid or L-phenylalanine (L-Phe) to 2-phenylethanol (2PE), a dominant volatile compound in hybrid roses such as Rosa damascena Mill., R. 'Hoh-Jun', and R. 'Yves Piaget'. Deuterium-labeled L-Phe ([2H8]L-Phe) was supplied to the protoplasts isolated from R. 'Yves Piaget' petals. The volatile end products ([2Hn]-2PE, n=6-8) and their related intermediates ([2Hn]phenylacetaldehyde, n=6-8) were detected in the protoplasts by gas chromatography-mass spectrometry (GC-MS). In addition, we chemically synthesized [2,3,4,5,6-13C5]shikimic acid, a new stable isotopomer, to investigate the formation of 2PE from shikimic acid by GC-MS and nuclear magnetic resonance. We proposed the hypothetical biochemical pathway of 2PE from shikimic acid via chorismic acid, L-Phe, and phenylacetaldehyde. This protoplast system facilitates findings of metabolic intermediates and simplifies the complex branching biosynthetic pathways of floral scents to distinct individual events.
authors.affiliation: Graduate School of Science and Technology, Shizuoka University, 836 Ohya, Suruga-ku, Shizuoka 422-8529, Japan.
authors.forename: Ziyin
authors.initials: Z
authors.lastname: Yang
authors.forename: Miwa
authors.initials: M
authors.lastname: Sakai
authors.forename: Hironori
authors.initials: H
authors.lastname: Sayama
authors.forename: Taku
authors.initials: T
authors.lastname: Shimeno
authors.forename: Koji
authors.initials: K
authors.lastname: Yamaguchi
authors.forename: Naoharu
authors.initials: N
authors.lastname: Watanabe
mesh_terms: D035264:Flowers / Q000378:metabolism*; D053858:Metabolic Networks and Pathways; D010626:Phenylethyl Alcohol / Q000737:chemistry / Q000378:metabolism*; D011523:Protoplasts / Q000378:metabolism*; D027826:Rosa / Q000378:metabolism*; D012765:Shikimic Acid / Q000737:chemistry / Q000378:metabolism*
chemical_list: D012765:Shikimic Acid; D010626:Phenylethyl Alcohol