Literature DB >> 9808750

The chemically inducible plant cytochrome P450 CYP76B1 actively metabolizes phenylureas and other xenobiotics

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Abstract

Cytochrome P450s (P450s) constitute one of the major classes of enzymes that are responsible for detoxification of exogenous molecules both in animals and plants. On the basis of its inducibility by exogenous chemicals, we recently isolated a new plant P450, CYP76B1, from Jerusalem artichoke (Helianthus tuberosus) and showed that it was capable of dealkylating a model xenobiotic compound, 7-ethoxycoumarin. In the present paper we show that CYP76B1 is more strongly induced by foreign compounds than other P450s isolated from the same plant, and metabolizes with high efficiency a wide range of xenobiotics, including alkoxycoumarins, alkoxyresorufins, and several herbicides of the class of phenylureas. CYP76B1 catalyzes the double N-dealkylation of phenylureas with turnover rates comparable to those reported for physiological substrates and produces nonphytotoxic compounds. Potential uses for CYP76B1 thus include control of herbicide tolerance and selectivity, as well as soil and groundwater bioremediation.

Entities:  

Year:  1998        PMID: 9808750      PMCID: PMC34778          DOI: 10.1104/pp.118.3.1049

Source DB:  PubMed          Journal:  Plant Physiol        ISSN: 0032-0889            Impact factor:   8.340


  25 in total

1.  Measurement of substrate and inhibitor binding to microsomal cytochrome P-450 by optical-difference spectroscopy.

Authors:  C R Jefcoate
Journal:  Methods Enzymol       Date:  1978       Impact factor: 1.600

2.  The structural basis for substrate-induced changes in redox potential and spin equilibrium in cytochrome P-450CAM.

Authors:  R Raag; T L Poulos
Journal:  Biochemistry       Date:  1989-01-24       Impact factor: 3.162

Review 3.  Higher plant metabolism of xenobiotics: the 'green liver' concept.

Authors:  H Sandermann
Journal:  Pharmacogenetics       Date:  1994-10

4.  Two cytochrome P-450 isoforms catalysing O-de-ethylation of ethoxycoumarin and ethoxyresorufin in higher plants.

Authors:  D Werck-Reichhart; B Gabriac; H Teutsch; F Durst
Journal:  Biochem J       Date:  1990-09-15       Impact factor: 3.857

5.  Cloning, yeast expression, and characterization of the coupling of two distantly related Arabidopsis thaliana NADPH-cytochrome P450 reductases with P450 CYP73A5.

Authors:  P Urban; C Mignotte; M Kazmaier; F Delorme; D Pompon
Journal:  J Biol Chem       Date:  1997-08-01       Impact factor: 5.157

6.  Induction of cytochrome P450 genes by ethanol in maize.

Authors:  S Potter; D E Moreland; K Kreuz; E Ward
Journal:  Drug Metabol Drug Interact       Date:  1995

7.  Monospecific polyclonal antibodies directed against purified cinnamate 4-hydroxylase from Helianthus tuberosus. Immunopurification, immunoquantitation, and interspecies cross-reactivity.

Authors:  D Werck-Reichhart; Y Batard; G Kochs; A Lesot; F Durst
Journal:  Plant Physiol       Date:  1993-08       Impact factor: 8.340

8.  Catalytic properties of the plant cytochrome P450 CYP73 expressed in yeast. Substrate specificity of a cinnamate hydroxylase.

Authors:  M A Pierrel; Y Batard; M Kazmaier; C Mignotte-Vieux; F Durst; D Werck-Reichhart
Journal:  Eur J Biochem       Date:  1994-09-15

9.  Identification of elicitor-induced cytochrome P450s of soybean (Glycine max L.) using differential display of mRNA.

Authors:  C R Schopfer; J Ebel
Journal:  Mol Gen Genet       Date:  1998-05

10.  Differential induction of cytochrome P450-mediated triasulfuron metabolism by naphthalic anhydride and triasulfuron.

Authors:  M W Persans; M A Schuler
Journal:  Plant Physiol       Date:  1995-12       Impact factor: 8.340

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  19 in total

1.  Characterization of maize cytochrome P450 monooxygenases induced in response to safeners and bacterial pathogens.

Authors:  M W Persans; J Wang; M A Schuler
Journal:  Plant Physiol       Date:  2001-02       Impact factor: 8.340

Review 2.  Plant cytochrome P450s: nomenclature and involvement in natural product biosynthesis.

Authors:  Saiema Rasool; Rozi Mohamed
Journal:  Protoplasma       Date:  2015-09-12       Impact factor: 3.356

3.  Map-based cloning of a novel rice cytochrome P450 gene CYP81A6 that confers resistance to two different classes of herbicides.

Authors:  Gang Pan; Xianyin Zhang; Kede Liu; Jiwen Zhang; Xiaozhi Wu; Jun Zhu; Jumin Tu
Journal:  Plant Mol Biol       Date:  2006-08       Impact factor: 4.076

4.  The gymnosperm cytochrome P450 CYP750B1 catalyzes stereospecific monoterpene hydroxylation of (+)-sabinene in thujone biosynthesis in western redcedar.

Authors:  Andreas Gesell; Markus Blaukopf; Lina Madilao; Macaire M S Yuen; Stephen G Withers; Jim Mattsson; John H Russell; Jörg Bohlmann
Journal:  Plant Physiol       Date:  2015-03-31       Impact factor: 8.340

Review 5.  Phytoremediation of polyaromatic hydrocarbons, anilines and phenols.

Authors:  Patricia J Harvey; Bruno F Campanella; Paula M L Castro; Hans Harms; Eric Lichtfouse; Anton R Schäffner; Stanislav Smrcek; Daniele Werck-Reichhart
Journal:  Environ Sci Pollut Res Int       Date:  2002       Impact factor: 4.223

Review 6.  Plant P450s as versatile drivers for evolution of species-specific chemical diversity.

Authors:  Björn Hamberger; Søren Bak
Journal:  Philos Trans R Soc Lond B Biol Sci       Date:  2013-01-06       Impact factor: 6.237

7.  Analysis of substrate specificity of pig CYP2B22 and CYP2C49 towards herbicides by transgenic rice plants.

Authors:  Hiroyuki Kawahigashi; Sakiko Hirose; Kenjirou Ozawa; Yoshiko Ido; Misaki Kojima; Hideo Ohkawa; Yasunobu Ohkawa
Journal:  Transgenic Res       Date:  2005-12       Impact factor: 2.788

8.  Engineering herbicide metabolism in tobacco and Arabidopsis with CYP76B1, a cytochrome P450 enzyme from Jerusalem artichoke.

Authors:  Luc Didierjean; Laurence Gondet; Roberta Perkins; Sze-Mei Cindy Lau; Hubert Schaller; Daniel P O'Keefe; Danièle Werck-Reichhart
Journal:  Plant Physiol       Date:  2002-09       Impact factor: 8.340

9.  Dual function of the cytochrome P450 CYP76 family from Arabidopsis thaliana in the metabolism of monoterpenols and phenylurea herbicides.

Authors:  René Höfer; Benoît Boachon; Hugues Renault; Carole Gavira; Laurence Miesch; Juliana Iglesias; Jean-François Ginglinger; Lionel Allouche; Michel Miesch; Sebastien Grec; Romain Larbat; Danièle Werck-Reichhart
Journal:  Plant Physiol       Date:  2014-07-31       Impact factor: 8.340

10.  Engineering of a water-soluble plant cytochrome P450, CYP73A1, and NMR-based orientation of natural and alternate substrates in the active site.

Authors:  Guillaume A Schoch; Roger Attias; Maya Belghazi; Patrick M Dansette; Danièle Werck-Reichhart
Journal:  Plant Physiol       Date:  2003-10-23       Impact factor: 8.340

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