CYP94A5, a new cytochrome P450 from Nicotiana tabacum is able to catalyze the oxidation of fatty acids to the omega-alcohol and to the corresponding diacid.

@article{LeBouquin2001CYP94A5AN,
  title={CYP94A5, a new cytochrome P450 from Nicotiana tabacum is able to catalyze the oxidation of fatty acids to the omega-alcohol and to the corresponding diacid.},
  author={R Le Bouquin and M. Skrabs and Rachel Alice Kahn and Ir{\`e}ne Benveniste and J P Sala{\"u}n and Lukas Schreiber and Francis Durst and Franck Pinot},
  journal={European journal of biochemistry},
  year={2001},
  volume={268 10},
  pages={
          3083-90
        }
}
A full length cDNA encoding a new cytochrome P450-dependent fatty acid hydroxylase (CYP94A5) was isolated from a tobacco cDNA library. CYP94A5 was expressed in S. cerevisiae strain WAT11 containing a P450 reductase from Arabidopsis thaliana necessary for catalytic activity of cytochrome P450 enzymes. When incubated for 10 min in presence of NADPH with microsomes of recombinant yeast, 9,10-epoxystearic acid was converted into one major metabolite identified by GC/MS as 18-hydroxy-9,10… Expand
Characterization of a methyl jasmonate and wounding‐responsive cytochrome P450 of Arabidopsis thaliana catalyzing dicarboxylic fatty acid formation in vitro
TLDR
A fatty‐acid‐metabolizing enzyme from Arabidopsis thaliana, CYP94C1, belonging to the cytochrome P450 family was cloned and characterized, revealing for the first time the presence of fatty acid in‐chain hydroxylase inArabidopsis. Expand
Molecular Cloning of CYP76B9, a Cytochrome P450 from Petunia hybrida, Catalyzing the ω-Hydroxylation of Capric Acid and Lauric Acid
TLDR
It is found that the ω-hydroxy metabolites of capric acid and lauric acid can affect the plant growth of Arabidopsis thaliana and be affected by preferential expression of the CYP76B9 gene in flowers and leaves. Expand
Molecular cloning of CYP76A3, a novel cytochrome P450 from Petunia hybrida catalyzing the ω-hydroxylation of myristic acid
TLDR
The reverse-transcriptase polymerase chain reaction was used to isolate a gene responsible for the oxidization of fatty acids from Petunia hybrida and a recombinant yeast microsome containing the CYP76A3 hemoprotein was found to specifically catalyze ω-hydroxylation of myristic acid. Expand
Cloning, Functional Expression, and Characterization of CYP709C1, the First Sub-terminal Hydroxylase of Long Chain Fatty Acid in Plants
TLDR
CYP709C1 is the first identified plant cytochrome P450 that can catalyze sub-terminal hydroxylation of C18 fatty acids and postulated that it could be involved in plant defense by producing such compounds. Expand
CYP94A1, a plant cytochrome P450-catalyzing fatty acid ω-hydroxylase, is selectively induced by chemical stress in Vicia sativa seedlings
TLDR
The expression of CYP94A1 under these conditions and the concomitant morphological and cytological modifications would suggest the implication of this P450 in a process of plant defense against chemical injury. Expand
The Cytochrome P450 CYP86A22 Is a Fatty Acyl-CoA ω-Hydroxylase Essential for Estolide Synthesis in the Stigma of Petunia hybrida*
The stigmatic estolide is a lipid-based polyester constituting the major component of exudate in solanaceous plants. Although the exudate is believed to play important roles in the pollinationExpand
Metabolomics for the characterization of cytochromes P450-dependent fatty acid hydroxylation reactions in Arabidopsis
TLDR
The fatty acid hydroxylation activity of CYP78A7 was confirmed using FT-ICR/MS metabolic profiling of P450-gene-overexpressing lines of cultured Arabidopsis T87 cells and the practical application of this metabolic profiling scheme is discussed as a P450 functional characterization platform. Expand
CYP92B1, A Cytochrome P450, Expressed in Petunia Flower Buds, That Catalyzes Monooxidation of Long-Chain Fatty Acids
TLDR
The reverse trascriptase-polymerase chain reaction was used to isolate a gene responsible for the oxidization of fatty acids from Petunia hybrida and the transcript of the cyp92B1 gene was expressed at a high level in the early stage of flower development. Expand
CYP 92 B 1 , A Cytochrome P 450 , Expressed in Petunia Flower Buds , That Catalyzes Monooxidation of Long-Chain Fatty Acids
In higher plants, long-chain fatty acid hydroperoxides are intermediates in the synthesis of a diverse group of bioactive compounds. We used the reverse trascriptasepolymerase chain reaction toExpand
Cytochrome P450-dependent fatty acid hydroxylases in plants
TLDR
The best characterized fatty acid hydroxylases are presented and their possible roles in plant defense and development, fatty acid catabolism, plant reproduction and detoxification are discussed. Expand
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References

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Functional expression in yeast and characterization of a clofibrate-inducible plant cytochrome P-450 (CYP94A1) involved in cutin monomers synthesis.
TLDR
The chemical tagging of a cytochrome P-450-dependent lauric acid omega-hydroxylase from clofibrate-treated Vicia sativa seedlings with [1-14C]11-dodecynoic acid allowed the isolation of a full-length cDNA designated CYP94A1, which was strong regioselectivity shifted with sulphur-containing substrates. Expand
Production in vitro by the cytochrome P450 CYP94A1 of major C18 cutin monomers and potential messengers in plant-pathogen interactions : enantioselectivity studies
The major C(18) cutin monomers are 18-hydroxy-9,10-epoxystearic and 9,10,18-trihydroxystearic acids. These compounds are also known messengers in plant-pathogen interactions. We have previously shownExpand
CYP86A1 from Arabidopsis thaliana encodes a cytochrome P450-dependent fatty acid omega-hydroxylase.
TLDR
Genomic organization analyzed by Southern blot suggested a single gene encoding CYP86A1 in A. thaliana, which was found to catalyze the omega-hydroxylation of saturated and unsaturated fatty acids with chain lengths from C12 to C18 but not of hexadecane. Expand
Cloning and functional characterization of CYP94A2, a medium chain fatty acid hydroxylase from Vicia sativa.
TLDR
Heterologous expression of CYP94A2 in Saccharomyces cerevisiae yeast strain WAT11 shows that it catalyses the hydroxylation of myristic acid with a K(m(app)) of 4.0 microM and a turnover rate number of 80 min(-1). Expand
Suicide Inactivation of Cytochrome P450 by Midchain and Terminal Acetylenes
TLDR
Results demonstrate that acetylenic analogues of substrate are efficient mechanism-based inhibitors and that a correlation between the position of theacetylenic bond in the inhibitor and the regiochemistry of cytochromes P450 oxygenation is essential for enzyme inactivation. Expand
Characterization of the n-alkane and fatty acid hydroxylating cytochrome P450 forms 52A3 and 52A4.
Two enzymes, P450 52A3 (P450Cm1) and 52A4 (P450Cm2), the genes of which belong to the CYP52 multigene family occurring in the alkane-assimilating yeast Candida maltosa, have been characterizedExpand
Cytochrome P-450-Dependent ω-Hydroxylation of Lauric Acid by Microsomes from Pea Seedlings
TLDR
Microsomes from apical buds of pea seedlings hydroxylate lauric acid at the ω-position are studied, providing evidence for the existence of multiple cytochrome P-450 species in pea microsomes. Expand
The omega-hydroxlyation of lauric acid: oxidation of 12-hydroxlauric acid to dodecanedioic acid by a purified recombinant fusion protein containing P450 4A1 and NADPH-P450 reductase.
TLDR
The recombinant fusion protein rF450[mRat4Al/mRatOR]L1, containing the heme domain of P450 4A1 and the flavin domains of NADPH-P450 reductase, catalyzes the omega- oxidation of lauric acid at a rate of about 300 nmol/min/nmol P450, the first report of a mammalian P450 enzyme with such a high turnover number. Expand
Methyl jasmonate induces lauric acid omega-hydroxylase activity and accumulation of CYP94A1 transcripts but does not affect epoxide hydrolase activities in vicia sativa seedlings
TLDR
Treatment of etiolated Vicia sativa seedlings by the plant hormone methyl jasmonate (MetJA) led to an increase of cytochrome P450 content and transcripts coding for CYP94A1, a fatty acid omega-hydroxylase, had already accumulated after 1 h of exposure to MetJA. Expand
omega-Hydroxylation of Z9-octadecenoic, Z9,10-epoxystearic and 9,10-dihydroxystearic acids by microsomal cytochrome P450 systems from Vicia sativa.
TLDR
A microsomal fraction from etiolated Vicia sativa seedlings incubated aerobically with Z9-octadecenoic acid or [1-14C]9,10-epoxystearic acid catalyzed the NADPH-dependent formation of hydroxylated metabolites, as expected for monooxygenase reactions involving cytochrome P450. Expand
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