Literature DB >> 6772912

Formation of 12-[18-O]oxo-cis-10, cis-15-phytodienoic acid from 13[18-O]hydroperoxylinolenic acid by hydroperoxide cyclase.

B A Vick, P Feng, D C Zimmerman.   

Abstract

13-[18-O]Hydroperoxylinolenic acid was permitted to react with an extract of flaxseed acetone powder containing hydroperoxide cyclase activity. The resulting product, 12-oxo-cis-10,cis-15-phytodienoic acid (12-oxo-PDA), contained 18O in the carbonyl oxygen at carbon 12, suggesting that an epoxide was an intermediate in the hyderoperoxide cyclase reaction. A substrate specificity study showed that a cis double bond beta, gamma to the conjugated hydroperoxide group was essential for the substrate to be converted to a cyclic product by hydroperoxide cyclase.

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Year:  1980        PMID： 6772912     DOI： 10.1007/bf02534074

Source DB:  PubMed          Journal:  Lipids        ISSN： 0024-4201            Impact factor:   1.880


  6 in total

1.  Spectrophotometric Method for Determination of Lipoxidase Activity.

Authors:  K Surrey
Journal:  Plant Physiol       Date:  1964-01       Impact factor: 8.340

2.  Distribution of a Fatty Acid cyclase enzyme system in plants.

Authors:  B A Vick; D C Zimmermann
Journal:  Plant Physiol       Date:  1979-08       Impact factor: 8.340

3.  Substrate specificity for the synthesis of cyclic Fatty acids by a flaxseed extract.

Authors:  B A Vick; D C Zimmerman
Journal:  Plant Physiol       Date:  1979-03       Impact factor: 8.340

4.  Formation of alpha- and gamma-ketols from 18O-labelled linoleic acid hydroperoxides by corn germ hydroperoxide isomerase.

Authors:  M Gerritsen; G A Veldink; J F Vliegenthart; J Boldingh
Journal:  FEBS Lett       Date:  1976-08-15       Impact factor: 4.124

5.  Oxygen transfer in the enzymatic conversion of 18O-labelled linoleic acid hydroperoxide into the 12-keto-13-hydroxyoctadec-cis-9-enoic acid.

Authors:  G A. Veldink; J F.G. Vliegenthart; J Boldingh
Journal:  FEBS Lett       Date:  1970-04-02       Impact factor: 4.124

6.  A simple method for the preparation of pure 9-D-hydroperoxide of linoleic acid and methyl linoleate based on the positional specificity of lipoxygenase in tomato fruit.

Authors:  J A Matthew; H W Chan; T Galliard
Journal:  Lipids       Date:  1977-03       Impact factor: 1.880
  6 in total
  10 in total

Review 1.  Epoxy allylic carbocations as conceptual intermediates in the biogenesis of diverse marine oxylipins.

Authors:  W H Gerwick
Journal:  Lipids       Date:  1996-12       Impact factor: 1.880

2.  New cyclopentenone fatty acids formed from linoleic and linolenic acids in potato.

Authors:  M Hamberg
Journal:  Lipids       Date:  2000-04       Impact factor: 1.880

3.  On the specificity of allene oxide cyclase.

Authors:  J Ziegler; C Wasternack; M Hamberg
Journal:  Lipids       Date:  1999-10       Impact factor: 1.880

4.  Octadecanoid Precursors of Jasmonic Acid Activate the Synthesis of Wound-Inducible Proteinase Inhibitors.

Authors:  E. E. Farmer; C. A. Ryan
Journal:  Plant Cell       Date:  1992-02       Impact factor: 11.277

5.  Characterization of 12-oxo-phytodienoic Acid reductase in corn: the jasmonic Acid pathway.

Authors:  B A Vick; D C Zimmerman
Journal:  Plant Physiol       Date:  1986-01       Impact factor: 8.340

6.  Catalytic properties of allene oxide synthase from flaxseed (Linum usitatissimum L.).

Authors:  C Schneider; P Schreier
Journal:  Lipids       Date:  1998-02       Impact factor: 1.880

7.  The octadecanoic pathway: signal molecules for the regulation of secondary pathways.

Authors:  S Blechert; W Brodschelm; S Hölder; L Kammerer; T M Kutchan; M J Mueller; Z Q Xia; M H Zenk
Journal:  Proc Natl Acad Sci U S A       Date:  1995-05-09       Impact factor: 11.205

8.  Purification and Characterization of Allene Oxide Cyclase from Dry Corn Seeds.

Authors:  J. Ziegler; M. Hamberg; O. Miersch; B. Parthier
Journal:  Plant Physiol       Date:  1997-06       Impact factor: 8.340

9.  Crystal structures of Physcomitrella patens AOC1 and AOC2: insights into the enzyme mechanism and differences in substrate specificity.

Authors:  Piotr Neumann; Florian Brodhun; Kristin Sauer; Cornelia Herrfurth; Mats Hamberg; Jens Brinkmann; Julia Scholz; Achim Dickmanns; Ivo Feussner; Ralf Ficner
Journal:  Plant Physiol       Date:  2012-09-17       Impact factor: 8.340

10.  Isolation and characterization of natural allene oxides: unstable intermediates in the metabolism of lipid hydroperoxides.

Authors:  A R Brash; S W Baertschi; C D Ingram; T M Harris
Journal:  Proc Natl Acad Sci U S A       Date:  1988-05       Impact factor: 11.205
  10 in total

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