Deuterium NMR study of the origin of hydrogen in fatty acids produced in vivo by chicken

European Journal of Lipid Science and Technology

Volumn 108, Issue 2, 2006, Pages 125-133

  Zhang, Ben Li ^a,b   Pionnier, Sébastien ^a   Buddrus, Stephan ^a  

^a Centre National de la Recherche Scientifique   (France)

^b UNIVERSITÉ DE NANTES   (France)

Author keywords

Chicken; Deuterium; Fatty acids; Isotope tracing; NMR

Indexed keywords

GALLUS GALLUS;

EID: 33644956696     PISSN: 14387697     EISSN: 14389312     Source Type: Journal    
DOI: 10.1002/ejlt.200500294     Document Type: Article

References (21)

1. A. Kawaguchi, A. Iwamoto-Kihara, N. Sato: Biosynthesis and degradation of fatty acids. Compr Nat Prod Chem. 1999, 1, 23-59.
2. S. Okuda: The origin of the hydrogen atoms on fatty acid chains synthesized by fatty acid synthetase. GC-MS News. 1985, 13, 94-100.
3. G. M. Patton, J. M. Lowenstein: Measurement of fatty acid synthesis by incorporation of deuterium from deuterated water. Biochemistry. 1979, 18, 3186-3188.
4. K. Saito, A. Kawaguchi, S. Okuda, Y. Seyama, T. Yamakawa: Incorporation of hydrogen atoms from deuterated water and stereospecifically deuterium-labeled nicotinamide nucleotides into fatty acids with the Escherichia coli fatty acid synthetase system. Biochim Biophys Acta. 1980, 618, 202-213.
5. Y. Seyama, T. Kasama, T. Yamakawa, A. Kawaguchi, K. Saito, S. Okuda: Origin of hydrogen atoms in the fatty acids synthesized with yeast fatty acid synthase. J Biochem. 1977, 82, 1325-1329.
6. 2]malonyl-CoA. Biochem Biophys Res Commun. 1982, 108, 995-1001.
7. Y. Seyama, A. Kawaguchi, T. Kasama, K. Sasaki, K. Aria, S. Okuda, T. Yamakawa: Identification of sources of hydrogen atoms in fatty acids synthesized using deuterated water and stereospecifically deuterated labeled NADPH by gas chromatographic mass spectrometric analysis. Biol Mass Spectrom. 1978, 5, 357-361.
8. V. E. Anderson, G. G. Hammes: Stereochemistry of the reactions catalyzed by chicken liver fatty acid synthase. Biochemistry. 1984, 23, 2088-2094.
9. M. L. Martin, G. J. Martin: Deuterium NMR in the study of site-specific natural isotope fractionation (SNIF-NMR). In: NMR Basic Principles and Progress. Vol. 23. Eds. P. Diehl, E. Fluck, H. Günther, R. Kosfeld, J. Seelig, Springer-Verlag, Berlin (Germany) 1990, pp. 1-61.
10. A. Royer, N. Naulet, M. Lees, G. J. Martin: Stable isotope characterization of olive oils. II. Deuterium distribution in fatty acids studied by nuclear magnetic resonance. J Am Oil Chem Soc. 1999, 76, 365-373.
11. M. Aursand, F. Mabon, G. J. Martin: High-resolution H-1 and H-2 NMR spectroscopy of pure essential fatty acids for plants and animals. Magn Reson Chem. 1997, 35, S91-S100.
12. 2H NMR. ChemBioChem. 2002, 3, 752-759.
13. 2H NMR spectroscopy. ChemBioChem. 2001, 2, 425-431.
14. Y. J. Topper, D. Stetten. Jr.: The reaction of d-glucose, d-mannose and d-fructose in 0.035 N sodium hydroxide at 35°. J Biol Chem. 1951, 189, 191-202.
15. J. C. Sowden, R. Schaffer: The alkali-catalysed conversion of glucose into fructose and mannose. J Am Chem Soc. 1952, 74, 499-504.
16. B. L. Zhang, Y. M. Martin: Site-specific isotope fractionation in the characterization of biochemical mechanisms. The glycolytic pathway. J Biol Chem. 1995, 270, 16023-16029.
17. 2H NMR to the study of natural site-specific hydrogen isotope transfer between substrate, medium and glycerol in glucose fermentation with yeast. Anal Biochem. 2002, 307, 138-146.
18. S. Pionnier, R. Robins, B. L. Zhang: Natural abundance hydrogen isotope affiliation between the reactants and the products in glucose fermentation with yeast. J Agric Food Chem. 2003, 51, 2076-2082.
19. B. L. Zhang, I. Billault, X. B. Li, F. Mabon, G. Remaud, M. L. Martin: Hydrogen isotopic profile in the characterization of sugars. Influence of the metabolic pathway. J Agric Food Chem. 2002, 50, 1574-1580.
20. B. L. Zhang, S. Pionnier: Cofactor recycling mechanism in asymmetric biocatalytic reduction of carbonyl compounds mediated by yeast: Which is the efficient electron donor? Chem Eur J. 2003, 9, 3604-3610.
21. 2H NMR at natural abundance can distinguish the pathway used for glucose fermentation by lactic acid bacteria. J Biol Chem. 2004, 279, 24923-24928.