Carbon and hydrogen isotopic fractionation during lipid biosynthesis in a higher plant (Cryptomeria japonica)

被引:129
作者
Chikaraishi, Y
Naraoka, H
Poulson, SR
机构
[1] Tokyo Metropolitan Univ, Dept Chem, Hachioji, Tokyo 1920397, Japan
[2] Univ Nevada, Dept Geol Sci, Reno, NV 89557 USA
基金
日本学术振兴会;
关键词
Cryptomeria japonica; Taxodiaceac; delta D; delta C-13; isotopic fractionation; lipid biosynthesis; acetogenic; mevalonic-acid; methylerythritol-phosphate;
D O I
10.1016/j.phytochem.2003.12.003
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Compound-specific carbon and hydrogen isotopic compositions of lipid biomolecules (n-alkanes, n-alkanoic acids, n-alkanols, sesquiterpenes, diterpenes, phytol, diterpenols and beta-sitosterol), extracted from Cryptomeria japonica leaves, were determined in order to understand isotopic fractionations occurring during lipid biosynthesis in this species. All lipid biomolecules were depleted in both C-13 and D relative to bulk tissue and ambient water, respectively. n-Alkyl lipids associated with the acetogenic pathway were depleted in C-13 relative to bulk tissue by 2.4-9.9parts per thousand. and depleted in D relative to ambient water by 91-152parts per thousand. C-15- and C-30- isoprenoid lipids (sesquiterpenes, squalene and beta-sitosterol) associated with the mevalonic-acid pathway are depleted in C-13 relative to bulk tissue by 1.7-3.1parts per thousand. and depleted in D relative to ambient water by 212-238parts per thousand. C-20-isoprenoid lipids (phytol and diterpenoids) associated with the non-mevalonic-acid pathway were depleted in 13C relative to bulk tissue by 4.6-5.9parts per thousand and depleted in D relative to ambient water by 238-303parts per thousand. Phytol was significantly depleted in D by amounts up to 65parts per thousand relative to other C-20 isoprenoid lipids. The acetogenic, mevalonic-acid and non-mevalonic-acid pathways were clearly discriminated using a cross-plot between the carbon and hydrogen isotopic fractionations. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:323 / 330
页数:8
相关论文
共 34 条
[1]   Terpenoid biosynthesis from 1-deoxy-D-xylulose in higher plants by intramolecular skeletal rearrangement [J].
Arigoni, D ;
Sagner, S ;
Latzel, C ;
Eisenreich, W ;
Bacher, A ;
Zenk, MH .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1997, 94 (20) :10600-10605
[2]  
Ball DJ, 1998, SPORTS EXERC INJURY, V4, P3
[3]   cDNA cloning, characterization, and functional expression of four new monoterpene synthase members of the Tpsd gene family from grand fir (Abies grandis) [J].
Bohlmann, J ;
Phillips, M ;
Ramachandiran, V ;
Katoh, S ;
Croteau, R .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1999, 368 (02) :232-243
[4]   Antimite activity of essential oils and their constituents from Taiwania cryptomerioides [J].
Chang, ST ;
Chen, PF ;
Wang, SY ;
Wu, HH .
JOURNAL OF MEDICAL ENTOMOLOGY, 2001, 38 (03) :455-457
[5]   Compound-specific δD-δ13C analyses of n-alkanes extracted from terrestrial and aquatic plants [J].
Chikaraishi, Y ;
Naraoka, H .
PHYTOCHEMISTRY, 2003, 63 (03) :361-371
[6]   COMPOUND-SPECIFIC DELTA-C-13 ANALYSES OF LEAF LIPIDS FROM PLANTS WITH DIFFERING CARBON-DIOXIDE METABOLISMS [J].
COLLISTER, JW ;
RIELEY, G ;
STERN, B ;
EGLINTON, G ;
FRY, B .
ORGANIC GEOCHEMISTRY, 1994, 21 (6-7) :619-627
[7]   CO2 as main carbon source for isoprenoid biosynthesis via the mevalonate-independent methylerythritol 4-phosphate route in the marine diatoms Phaeodactylum tricornutum and Nitzschia ovalis [J].
Cvejic, JH ;
Rohmer, M .
PHYTOCHEMISTRY, 2000, 53 (01) :21-28
[8]  
Deines P., 1980, Handbook of environmental isotope geochemistry, P329, DOI DOI 10.1016/B978-0-444-41780-0.50015-8
[9]   THE EFFECTS OF DIFFERENT METHODS OF PREPARING CELLULOSE NITRATE ON THE DETERMINATION OF THE D-H RATIOS OF NON-EXCHANGEABLE HYDROGEN OF CELLULOSE [J].
DENIRO, MJ .
EARTH AND PLANETARY SCIENCE LETTERS, 1981, 54 (02) :177-185
[10]   MECHANISM OF CARBON ISOTOPE FRACTIONATION ASSOCIATED WITH LIPID-SYNTHESIS [J].
DENIRO, MJ ;
EPSTEIN, S .
SCIENCE, 1977, 197 (4300) :261-263