title: Transformation of alpha-pinene using Picea abies suspension culture.
abstract: alpha-Pinene, both as the pure enantiomers and as the racemate, was transformed mainly to trans-verbenol by treatment with a Picea abies suspension cell culture. These reactions were followed by a slow transformation of the verbenol to verbenone, which was not transformed further. trans-Pinocarveol, myrtenol, cis-verbenol, and alpha-terpineol were byproducts of intermediate abundance. When subjected to the action of the suspension culture, cis-verbenol was not only transformed to verbenone but also isomerized to trans-verbenol. The transformation of alpha-pinene was fast, and the products were detected within one minute. The absolute configuration of the major products corresponded to that of the starting alpha-pinene enantiomer.
authors.affiliation: Department of Natural and Environmental Sciences, Chemistry, Mid Sweden University, SE-851 70 Sundsvall, Sweden.
authors.forename: Marica
authors.initials: M
authors.lastname: Lindmark-Henriksson
authors.forename: Dan
authors.initials: D
authors.lastname: Isaksson
authors.forename: Kristina
authors.initials: K
authors.lastname: Sjödin
authors.forename: Hans-Erik
authors.initials: HE
authors.lastname: Högberg
authors.forename: Tomás
authors.initials: T
authors.lastname: Vanek
authors.forename: Irena
authors.initials: I
authors.lastname: Valterová
mesh_terms: D000081008:Bicyclic Monoterpenes; D001711:Biotransformation; D002478:Cells, Cultured; D008401:Gas Chromatography-Mass Spectrometry; D015394:Molecular Structure; D039821:Monoterpenes / Q000032:analysis / Q000737:chemistry / Q000378:metabolism*; D010084:Oxidation-Reduction; D028222:Picea / Q000737:chemistry*; D013237:Stereoisomerism; D013729:Terpenes / Q000378:metabolism; D014867:Water
chemical_list: D000081008:Bicyclic Monoterpenes; D039821:Monoterpenes; D013729:Terpenes; D014867:Water; C052875:verbenone; C009951:verbenol; C005451:alpha-pinene