title: Biogenesis of 2-phenylethanol in rose flowers: incorporation of [2H8]L-phenylalanine into 2-phenylethanol and its beta-D-glucopyranoside during the flower opening of Rosa 'Hoh-Jun' and Rosa damascena Mill.
abstract: To clarify the biosynthetic pathway to 2-phenylethanol (2), the deuterium-labeled putative precursor, [2H8]L-phenylalanine ([2H8-1]), was fed to the flowers of Rosa 'Hoh-Jun' and R. damascena Mill. throughout maturation, ceasing feeding at the commencement of petal unfurling and at full bloom. Based on GC-MS analyses, [2H8]-1 was incorporated into both 2 and 2-phenylethyl beta-D-glucopyranoside (3) when the flowers were fed until full bloom, whereas no such incorporation into 2 was apparent when feeding was ceased earlier. In both species of rose, the labeling pattern for 2 was almost identical to that for 3, and indicated the presence of [2H6]-, [2H7]- and [2H8]-2, and [2H6]-, [2H7]- and [2H8]-3. This may be ascribed to the equilibrium between 2 and 3. The labeling pattern for 2 and 3 also indicated that these compounds were produced from 1 via several routes, the route involving phenylpyruvic acid being the major one.
authors.affiliation: The United Graduate School of Agricultural Science, Gifu University, Ohya, Japan.
authors.forename: Shuzo
authors.initials: S
authors.lastname: Watanabe
authors.forename: Kentaro
authors.initials: K
authors.lastname: Hayashi
authors.forename: Kensuke
authors.initials: K
authors.lastname: Yagi
authors.forename: Tatsuo
authors.initials: T
authors.lastname: Asai
authors.forename: Hazel
authors.initials: H
authors.lastname: MacTavish
authors.forename: Joanne
authors.initials: J
authors.lastname: Picone
authors.forename: Colin
authors.initials: C
authors.lastname: Turnbull
authors.forename: Naoharu
authors.initials: N
authors.lastname: Watanabe
mesh_terms: D008401:Gas Chromatography-Mass Spectrometry; D005936:Glucans / Q000378:metabolism*; D010649:Phenylalanine / Q000378:metabolism*; D010626:Phenylethyl Alcohol / Q000378:metabolism*; D027826:Rosa / Q000378:metabolism* / Q000502:physiology
chemical_list: D005936:Glucans; D010649:Phenylalanine; D010626:Phenylethyl Alcohol