New C16 fatty-acid-based oxylipin pathway in the marine diatom Thalassiosira rotula

Organic and Biomolecular Chemistry

Volumn 3, Issue 22, 2005, Pages 4065-4070

  D'Ippolito, Giuliana ^a   Cutignano, Adele ^a   Briante, Raffaella ^b   Febbraio, Ferdinando ^b   Cimino, Guido ^a   Fontana, Angelo ^a  

^a CNR   (Italy)

^b INSTITUTE OF PROTEIN BIOCHEMISTRY   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; CARBON; CHARACTERIZATION; STEREOCHEMISTRY; THERMOOXIDATION;

ENZYMATIC OXIDATION; OXYLIPINS;

FATTY ACIDS;

BACILLARIOPHYTA; NITZSCHIA ALBA; THALASSIOSIRA ROTULA;

ESTER; UNSATURATED FATTY ACID;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DIATOM; ISOELECTRIC FOCUSING; MASS FRAGMENTOGRAPHY; METABOLISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SEA; STEREOISOMERISM;

DIATOMS; ESTERS; FATTY ACIDS, UNSATURATED; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; ISOELECTRIC FOCUSING; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; OCEANS AND SEAS; STEREOISOMERISM;

EID: 28444481420     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b510640k     Document Type: Article

References (18)

1. W. H. Gerwick, M. F. Moghaddam and M. Hamberg, Arch. Biochem. Biophys., 1991, 290, 436.
2. (a) A. Miralto, G. Barone, G. Romano, S. A. Poulet, A. Ianora, G. L. Russo, G. L., I. Buttino, G. Mazzarella, M. Laabir, M. Cabrini and M. G. Giacobbe, Nature, 1999, 402, 173;
3. (b) A. Ianora, A. Miralto, S. A. Poulet, Y. Carotenuto, I. Buttino, G. Romano, R. Casotti, G. Pohnert, T. Wichard, L. Colucci-D'Amato, G. Terrazzano and V. Smetacek, Nature, 2004, 429, 403.
4. The notations HTA and HTrA for hexadecatetraenoic acid (C16:4 ω-1) and hexadecatrienoic acid (C16:3 ω-4) have been proposed in analogy with the standard abbreviations used for eicosatetraenoic acid (C20:4) and eicosatrienoic acid (C20:3).
5. (a) G. d'Ippolito, G. Romano, T. Caruso, A. Spinella, G. Cimino and A. Fontana, Org. Lett., 2003, 5, 885-887;
6. (b) G. d'Ippolito, S. Tucci, A. Cutignano, G. Romano, G. Cimino, A. Miralto and A. Fontana, Biochim. Biophys. Acta, 2004, 1686, 100.
7. A. Cutignano, G. d'Ippolito, G. Cimino, F. Febbraio, R. Nucci and A. Fontana, manuscript submitted.
8. D. K. MacMillan and R. C. Murphy, J. Am. Soc. Mass Spectrom., 1995, 6, 1190.
9. R. T. Williamson, A. C. Barrios Sosa, A. Mitra, P. J. Seaton, D. B. Weibel, F. C. Schroeder, J. Meinwald and F. E. Koehn, Org. Lett., 2003, 5, 1745.
10. G. E. Anthon and D. M. Barrett, J. Agric. Food Chem., 2001, 49, 32-37.
11. W. M. Verhue and A. Francke, Biochim. Biophys. Acta, 1972, 285, 43-53.
12. M. Rapoport, T. Schewe, R. Wiesner, W. Halangk, P. Ludwig, M. Janicke-Hohne, C. Tannert, C. Hiebsch and D. Klatt, Eur. J. Biochem., 1979, 96, 545-561.
13. T. Kuribayashi, H. Kaise, C. Uno, T. Hara, T. Hayakawa and T. Joh, J. Agric. Food Chem., 2002, 50, 1247-53.
14. A. Doderer, I. Kokkelink, S. van der Veen, B. E. Valk, A. W. Schram and A. C. Douma, Biochim. Biophys. Acta, 1992, 1120, 97-104.
15. G. d'Ippolito, A. Cutignano, S. Tucci, G. Romano, G. Cimino and A. Fontana, manuscript submitted.
16. (a) G. d'Ippolito, G. Romano, O. Iadicicco, A. Miralto, G. Cimino and A. Fontana, Tetrahedron Lett., 2002, 43, 6133-6136;
17. (b) G. d'Ippolito, G. Romano, O. Iadicicco and A. Fontana. Tetrahedron Lett., 2002, 43, 6137-6140.
18. A. H. Reisner, Methods Enzymol., 1984, 104, 439-441.