Isolation and structures of two divinyl ether fatty acids from Clematis vitalba

Lipids

Volumn 39, Issue 6, 2004, Pages 565-569

  Hamberg, Mats ^a  

^a KAROLINSKA INSTITUTE   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

CROPS; ENZYMES; ETHERS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MOLECULAR STRUCTURE;

INCUBATION; RADIOCHROMATOGRAPHHY; REACTION PRODUCTS;

FATTY ACIDS;

COLNELEIC ACID DERIVATIVE; COLNELENIC ACID DERIVATIVE; DIVINYL ETHER SYNTHASE; ETHER DERIVATIVE; ETHEROLENIC ACID DERIVATIVE; FATTY ACID DERIVATIVE; HYDROPEROXIDE DERIVATIVE; LINOLENIC ACID; LIPOXYGENASE; OCTADECATRIENOIC ACID DERIVATIVE; OXYLIPIN; PHYTODIENOIC ACID DERIVATIVE; SYNTHETASE; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CLEMATIS; CLEMATIS VITALBA; ENZYME ACTIVITY; GAS CHROMATOGRAPHY; MASS SPECTROMETRY; NONHUMAN; PLANT LEAF; RADIOCHROMATOGRAPHY; RANUNCULACEAE; REVERSED PHASE HIGH PERFORMANCE LIQUID RADIOCHROMATOGRAPHY; STRUCTURE ANALYSIS;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CLEMATIS; CYTOCHROME P-450 ENZYME SYSTEM; FATTY ACIDS; HYDROGEN PEROXIDE; LIPOXYGENASE; OXIDOREDUCTASES; PLANT LEAVES; PLANT PROTEINS; VINYL COMPOUNDS;

CLEMATIS; CLEMATIS VITALBA; LYCOPERSICON ESCULENTUM; RANUNCULACEAE; SOLANUM TUBEROSUM;

EID: 5644258240     PISSN: 00244201     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11745-004-1264-9     Document Type: Article

References (19)

1. Feussner, I., and Wasternack, C. (2002) The Lipoxygenase Pathway, Annu. Rev. Plant Biol. 53, 275-297.
2. Hamberg, M., Ponce de Léon, I., Sanz, A., and Castresana, C. (2002) Fatty Acid α-Dioxygenases, Prostaglandins Other Lipid Mediat. 68-69, 363-374.
3. Galliard, T., and Phillips, D.R. (1972) The Enzymic Conversion of Linoleic Acid into 9-(nona-1́,3́-dienoxy)Non-8-enoic Acid, a Novel Unsaturated Ether Derivative Isolated from Homogenates of Solanum tuberosum Tubers, Biochem. J. 129, 743-753.
4. Weber, H., Chételat, A., Caldelari, D., and Farmer, E.E. (1999) Divinyl Ether Fatty Acid Synthesis in Late Blight-Diseased Potato Leaves, The Plant Cell 11, 485-493.
5. Caldelari, D., and Farmer, E.E. (1998) A Rapid Assay for the Coupled Cell Free Generation of Oxylipins, Photochemistry 47, 599-604.
6. Itoh, A., and Howe, O.A. (2001) Molecular Cloning of a Divinyl Ether Synthase. Identification as a CYP74 Cytochrome P-450, J. Biol. Chem. 276, 3620-3627.
7. Stumpe, M., Kandzia, R., Göbel, C., Rosahl, S., and Feussner, I. (2001) A Pathogen-Inducible Divinyl Ether Synthase (CYP74D) from Elicitor-Treated Potato Suspension Cells, FEBS Lett. 507, 371-376.
8. Grechkin, A.N., Fazliev, F.N., and Mukhtarova, L.S. (1995) The Lipoxygenase Pathway in Garlic (Allium sativum L.) Bulbs: Detection of the Novel Divinyl Ether Oxylipins, FEBS Lett. 371, 159-162.
9. Hamberg, M. (1998) A Pathway for Biosynthesis of Divinyl Ether Fatty Acids in Green Leaves, Lipids 33, 1061-1071.
10. Hamberg, M. (2002) Biosynthesis of New Divinyl Ether Oxylipins in Ranunculus Plants, Lipids 37, 427-433.
11. Göbel, C., Feussner, I., Hamberg, M., and Rosahl, S. (2002) Oxylipin Profiling in Pathogen-Infected Potato Leaves, Biochim. Biophys. Acta 1584, 55-64.
12. Grechkin, A.N., Ilyasov, A.V., and Hamberg, M. (1997) On the Mechanism of Biosynthesis of Divinyl Ether Oxylipins by Enzyme from Garlic Bulbs, Eur. J. Biochem. 245, 137-142.
13. Corey, E.J., Nagata, R., and Wright, S.W. (1987) Biomimetic Total Synthesis of Colneleic Acid and Its Function as a Lipoxygenase Inhibitor, Tetrahedron Lett. 28, 4917-4920.
14. Cahoon, E.B., Carlson, T.J., Ripp, K.G., Schweiger, B.J., Cook, G.A., Hall, S.E., and Kinney, A.J. (1999) Biosynthetic Origin of Conjugated Double Bonds: Production of Fatty Acid Components of High-Value Drying Oils in Transgenic Soybean Embryos, Proc. Natl. Acad. Sci. USA 96, 12935-12940.
15. Dyer, J.M., Chapital, D.C., Kuan, J.C., Mullen, R.T., Turner, C., McKeon, T.A., and Pepperman, A.B. (2002) Molecular Analysis of a Bifunctional Fatty Acid Conjugase/Desaturase from Tung. Implications for the Evolution of Plant Fatty Acid Diversity, Plant Physiol. 130, 2027-2038.
16. Cahoon, E.B., Ripp, K.G., Hall, S.E., and Kinney, A.J. (2001) Formation of Conjugated Δ8,Δ10-Double Bonds by Δ12-Oleic Acid Desaturase-Related Enzymes: Biosynthetic Origin of Calendic Acid, J. Biol. Chem. 276, 2637-2643.
17. Qiu, X., Reed, D.W., Hong, H., MacKenzie, S.L., and Covello, P. (2001) Identification and Analysis of a Gene from Calendula officinalis Encoding a Fatty Acid Conjugase, Plant Physiol. 125, 847-855.
18. Hornung, E., Pernstich, C., and Feussner, I. (2002) Formation of Conjugated Δ11,Δ13-Double Bonds by Δ12-Linoleic Acid (1,4)-Acyl-Lipid-Desaturase in Pomegranate Seeds, Eur. J. Biochem. 269, 4852-4859.
19. Iwabuchi, M., Kohno-Murase, J., and Imamura, J. (2003) Δ12-Oleate Desaturase-Related Enzymes Associated with Formation of Conjugated trans-Δ11,cis-Δ13 Double Bonds, J. Biol. Chem. 278, 4603-4610.