八角茴香中的成分分析
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Journal of Plant Physiology 166(2009)
887—891
SHORT COMMUNICATION
Elucidation of the biochemical pathway of 2-phenylethanol from shikimic acid using isolated protoplasts of rose flowers
Ziyin Yang a,b ,Miwa Sakai a ,Hironori Sayama b ,Taku Shimeno b ,Koji Yamaguchi b ,Naoharu Watanabe a,b,Ã
a Graduate School of Science and Technology,Shizuoka University,836Ohya,Suruga-ku,Shizuoka 422-8529,Japan b
Faculty of Agriculture,Shizuoka University,836Ohya,Suruga-ku,Shizuoka 422-8529,Japan
Received 19September 2008;received in revised form 4November 2008;accepted 4November 2008
KEYWORDS
L -Phenylalanine;
Phenylacetaldehyde;2-Phenylethanol;Protoplast;[2,3,4,5,
6-13C 5]shikimic acid
Summary
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 ([2H 8]L -Phe)was supplied to the protoplasts isolated from R .‘Yves Piaget’petals.The volatile end products ([2H n ]-2PE,n ¼6–8)and their related intermediates ([2H n ]phenylacetaldehyde,n ¼6–8)were detected in the protoplasts by gas chromatography –mass spectrometry (GC –MS).In addition,we chemically synthe-sized [2,3,4,5,6-13C 5]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 biosyn-thetic pathways of floral scents to distinct individual events.&2008Elsevier GmbH.All rights reserved.
Introduction
Roses are the most important crop in the floriculture industry and widely used as cut flowers and garden ornamentals.Rose floral volatiles are important constituents of perfumes and are also involved in attracting pollinators (Shalit et al.,2004).Most rose floral volatiles are classified as
www.elsevier .de/jplph
0176-1617/$-see front matter &2008Elsevier GmbH.All rights reserved.doi:10.1016/j.jplph.2008.11.001
Abbreviations:L -Phe,L -phenylalanine;MES,2-(N -morpholino)ethanesulfonic acid;PAld,phenylacetaldehyde;2PE,2-pheny-lethanol;PEP ,phosphoenolpyruvate.
ÃCorresponding author at:Graduate School of Science and Technology ,Shizuoka University,836Ohya,Suruga-ku,Shizuoka 422-8529,Japan.Tel./fax:+81542384870.
E-mail address:acnwata@agr .shizuoka.ac.jp (N.Watanabe).