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

Phytochemistry

Volumn 65, Issue 3, 2004, Pages 323-330

  Chikaraishi, Yoshito ^a   Naraoka, Hiroshi ^a   Poulson, Simon R ^b  

^a TOKYO METROPOLITAN UNIVERSITY   (Japan)

^b UNIVERSITY OF NEVADA   (United States)

Author keywords

Acetogenic; Cryptomeria japonica; Isotopic fractionation; Lipid biosynthesis; Methylerythritol phosphate; Mevalonic acid; Taxodiaceac; 13C; D

Indexed keywords

ACETOGENIN; CARBON; DITERPENOID; HYDROGEN; ISOPRENOID; LIPID; MEVALONIC ACID; PHYTOL; SESQUITERPENE; SITOSTEROL; SQUALENE;

ARTICLE; BULK DENSITY; DEPLETION; EXTRACTION; JAPANESE CEDAR; LIPOGENESIS; WATER CONTENT;

CRYPTOMERIA; CRYPTOMERIA JAPONICA; EMBRYOPHYTA; JAPONICA;

EID: 0742324900     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2003.12.003     Document Type: Article

References (33)

1. Arigoni D., Sagner S., Latzel C., Eisenreich W., Bacher A. Terpenoid biosynthesis from 1-deoxy-D-xylulose in higher plants by intramolecular skeletal rearangement. Proceedings of the National Academy of Sciences of the United States of America. 94:1997;10600-10605.
2. Ballentine D.C., Macko S.A., Turekian V.C. Variability of stable carbon isotopic compositions in individual fatty acids from combustion of C4 and C3 plants. implications for biomass burning Chemical Geology. 152:1998;151-161.
3. Bohlmann J., Phillips M., Ramachandiran V., Katoh S., Croteau R. cDNA cloning, characterization, and functional expression of four new monoterpene synthase members of Tpsd gene family from grand fir (Abies grandis). Archives of Biochemistry and Biophysics. 368:1999;232-242.
4. Chang S.-T., Chen P.-F., Wang S.-Y., Wu H.-H. Antimite activity of essential oils and their constituents from Tiwania cryptomerioides. Journal of Medical Entomology. 38:2001;455-457.
5. 13C analysis of n-alkanes extracted from terrestrial and aquatic plants. Phytochemistry. 63:2003;361-371.
6. 13C analyses of leaf lipids from plants with differing carbon dioxide metabolisms. Organic Geochemistry. 21:1994;619-627.
7. 2 as main carbon source for isoprenoid biosynthesis via the mevalonate-independent methylerythritol 4-phosphate route in the marine diatoms Phaeodactylum tricornutum and Nitzschia ovalis. Phytochemistry. 53:2000;21-28.
8. Deines P. The isotope composition of reduced organic carbon. Fritz P., Fontes J.Ch. Handbook of Environmental Isotope Geochemistry, The Terrestrial Environment A. 1980;329-406 Elsevier, Amsterdam Oxford New York.
9. DeNiro M.J., Epstein S. Mechanism of carbon isotope fractionation associated with lipid synthesis. Science. 197:1977;177-185.
10. DeNiro M.J. The effects of different methods of preparing cellulose nitrate on the determination of the D/H ratios of non-exchangeable hydrogen of cellulose. Earth and Planetary Science Letters. 54:1981;177-185.
11. Eglinton G., Hamilton R.J. Leaf epicuticular waxes. Science. 156:1967;1322-1335.
12. Eisenreich W., Rohdich F., Bacher A. Deoxyxylulose phosphate pathway to terpenoids. Trends in Plant Science. 6:2001;78-84.
13. Epstein S., Yapp C.J., Hall J.H. The determination of D/H ratios of non-exchangeable hydrogen in cellulose extracted from aquatic and land plants. Earth and Planetary Science Letters. 30:1976;241-251.
14. Killops S.D., Killops V.J. Chemical composition of biogenic matter. Gill R.C.O. An Introduction to Organic Geocehmistry. 1993;22-62 John Wiley, Sons, Inc, New York.
15. Kleining H. The role of plastids in isoprenoid biosynthesis. Annual Reviews of Plant Physiology and Plant Molecular Biology. 40:1989;39-59.
16. Kolattukudy P.E. Chemistry and Biochemistry of Natural Waxes. 1976;Elsevier, Amsterdam.
17. Hayes J.M., Freeman K.H., Popp B.N., Hoham C.H. Compound-specific isotopic analyses. a novel tool reconstruction for ancient biogeochemical processes Organic Geochemistry. 16:1989;1115-1128.
18. 13C contents of sedimentary organic compounds. principles and evidence Marine Geology. 113:1993;111-125.
19. Hayes J.M. Fractionation of carbon and hydrogen isotopes in biosynthetic processes. Valley J.W., Cole D.R. Reviews in Mineralogy and Geochemistry 43, Stable Isotope Geochemistry. 2001;225-277 The Mineralogical Society of America, Washington.
20. Hilkert A.W., Douthitt C.B., Schlüter H.J., Brand W.A. Isotope ratio monitoring gas chromatography/mass spectrometry of D/H by high temperature conversion isotope ratio mass spectrometry. Rapid Communications in Mass Spectrometry. 13:1999;1226-1230.
21. Lange B.M., Rujan T., Martin W., Croteau R. Isoprenoid biosynthesis. the evolution of two ancient and distinct pathways across genomes PNAS. 97:2000;13172-13177.
22. Lichtenthaler H.K., Rohmer M., Schwender J. Two independent biochemical pathways for isopentenyl diphosphate and isoprenoid biosynthesis in higher plants. Physiologia plantarum. 101:1997;643-652.
23. Lichtenthaler H.K. The 1-deoxy-D-xylulose-5-phosphate pathway of isoprenoid biosynthesis in plant. Annual Reviews of Plant Physiology and Plant Molecular Biology. 50:1999;47-65.
24. Lockheart M.J., van Bergen P.F., Evershed R.P. Variations in the stable carbon isotope compositions of individual lipids from the leaves of modern angiosperms. implications for the study of higher land plant-derived sedimentary organic matter Organic Geochemistry. 26:1997;137-153.
25. Lockheart M.J., Poole P.F., van Bergen P.F., Evershed R.P. Leaf cabon isotope compositions and stomatal character. important considerations for palaeoclimate reconstructions Organic Geochemistry. 29:1998;1003-1008.
26. Luo Y.-H., Sternberg L., Suda S., Kumazawa S., Mitsui A. Extremely low D/H ratios of photoproduced hydrogen by cyanobacteria. Plant Cell Physiology. 32:1991;897-900.
27. Monson K.D., Hayes J.M. Carbon isotope fractionation in biosynthesis of bacterial fatty acids. Ozonolysis of unsaturated fatty acids as a means of determining the intramolecular distribution of carbon isotopes. Geochimica et Cosmochimica Acta. 46:1982;139-149.
28. Reddy C.M., Eglinton T.I., Palic R., Benitez-Nelson B.C., Stojanovic G., Palic I., Djordjevic S., Eglinton G. Even carbon number predominance of plant wax n-alkanes: a correction. Organic Geochemistry. 31:2000;331-336.
29. Rieley G. Derivatization of organic compounds prior to gas chromatographic-combustion-isotope ratio mass spectrometric analysis. identification of isotope fractionation processes Analyst. 199:1994;915-919.
30. Sessions A.L., Burgoyne T.W., Schimmelman A. Fractionation of hydrogen isotope in lipid biosynthesis. Organic Geochemistry. 30:1999;1193-1200.
31. Sessions A.L., Jahnke L.L., Schimmelmann A., Hayes J.M. Hydrogen isotope fractionation in lipids of the methane-oxidizing bacterium Methlococcus capsulatus. Geochimica et Cosmochimica Acta. 66:2002;3955-3969.
32. Smith B.N., Esptein S. Biogeochemistry of the stable isotopes of hydrogen and carbon in salt marsh biota. Plant Physiology. 46:1970;738-742.
33. Yakir D., DeNiro M.J. Oxygen and hydrogen isotope fractionation during cellulose metabolism in Lemna gibba L. Plant Physiology. 93:1990;325-332.