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Volumn 166, Issue 3, 2014, Pages 1149-1161

Dual function of the cytochrome p450 cyp76 family from arabidopsis thaliana in the metabolism of monoterpenols and phenylurea herbicides

Author keywords

[No Author keywords available]

Indexed keywords

CARBANILAMIDE DERIVATIVE; CYTOCHROME P450; HERBICIDE; TERPENE;

EID: 84908565348     PISSN: 00320889     EISSN: 15322548     Source Type: Journal    
DOI: 10.1104/pp.114.244814     Document Type: Article
Times cited : (91)

References (55)
  • 3
    • 3442876969 scopus 로고    scopus 로고
    • Normalization of real-time quantitative reverse transcription-PCR data: A model-based variance estimation approach to identify genes suited for normalization, applied to bladder and colon cancer data sets
    • Andersen CL, Jensen JL, Ørntoft TF (2004) Normalization of real-time quantitative reverse transcription-PCR data: a model-based variance estimation approach to identify genes suited for normalization, applied to bladder and colon cancer data sets. Cancer Res 64: 5245-5250
    • (2004) Cancer Res , vol.64 , pp. 5245-5250
    • Andersen, C.L.1    Jensen, J.L.2    Ørntoft, T.F.3
  • 5
    • 0037468758 scopus 로고    scopus 로고
    • Unravelling angiosperm genome evolution by phylogenetic analysis of chromosomal duplication events
    • Bowers JE, Chapman BA, Rong J, Paterson AH (2003) Unravelling angiosperm genome evolution by phylogenetic analysis of chromosomal duplication events. Nature 422: 433-438
    • (2003) Nature , vol.422 , pp. 433-438
    • Bowers, J.E.1    Chapman, B.A.2    Rong, J.3    Paterson, A.H.4
  • 6
    • 0034043778 scopus 로고    scopus 로고
    • Selection of conserved blocks from multiple alignments for their use in phylogenetic analysis
    • Castresana J (2000) Selection of conserved blocks from multiple alignments for their use in phylogenetic analysis. Mol Biol Evol 17: 540-552
    • (2000) Mol Biol Evol , vol.17 , pp. 540-552
    • Castresana, J.1
  • 7
    • 0032447801 scopus 로고    scopus 로고
    • Floral dip: A simplified method for Agrobacteriummediated transformation of Arabidopsis thaliana
    • Clough SJ, Bent AF (1998) Floral dip: a simplified method for Agrobacteriummediated transformation of Arabidopsis thaliana. Plant J 16: 735-743
    • (1998) Plant J , vol.16 , pp. 735-743
    • Clough, S.J.1    Bent, A.F.2
  • 9
    • 32644481938 scopus 로고    scopus 로고
    • Genome-wide identification and testing of superior reference genes for transcript normalization in Arabidopsis
    • Czechowski T, Stitt M, Altmann T, Udvardi MK, Scheible WR (2005) Genome-wide identification and testing of superior reference genes for transcript normalization in Arabidopsis. Plant Physiol 139: 5-17
    • (2005) Plant Physiol , vol.139 , pp. 5-17
    • Czechowski, T.1    Stitt, M.2    Altmann, T.3    Udvardi, M.K.4    Scheible, W.R.5
  • 11
    • 0036738079 scopus 로고    scopus 로고
    • Engineering herbicide metabolism in tobacco and Arabidopsis with CYP76B1, a cytochrome P450 enzyme from Jerusalem artichoke
    • Didierjean L, Gondet L, Perkins R, Lau SMC, Schaller H, O’Keefe DP, Werck-Reichhart D (2002) Engineering herbicide metabolism in tobacco and Arabidopsis with CYP76B1, a cytochrome P450 enzyme from Jerusalem artichoke. Plant Physiol 130: 179-189
    • (2002) Plant Physiol , vol.130 , pp. 179-189
    • Didierjean, L.1    Gondet, L.2    Perkins, R.3    Lau, S.4    Schaller, H.5    O’Keefe, D.P.6    Werck-Reichhart, D.7
  • 12
    • 79959791464 scopus 로고    scopus 로고
    • Naturally occurring iridoids and secoiridoids. An updated review, part 4
    • Dinda B, Debnath S, Banik R (2011) Naturally occurring iridoids and secoiridoids. An updated review, part 4. Chem Pharm Bull (Tokyo) 59: 803-833
    • (2011) Chem Pharm Bull (Tokyo) , vol.59 , pp. 803-833
    • Dinda, B.1    Debnath, S.2    Banik, R.3
  • 14
    • 34248203040 scopus 로고    scopus 로고
    • Naturally occurring secoiridoids and bioactivity of naturally occurring iridoids and secoiridoids. A review, part 2
    • Dinda B, Debnath S, Harigaya Y (2007b) Naturally occurring secoiridoids and bioactivity of naturally occurring iridoids and secoiridoids. A review, part 2. Chem Pharm Bull (Tokyo) 55: 689-728
    • (2007) Chem Pharm Bull (Tokyo) , vol.55 , pp. 689-728
    • Dinda, B.1    Debnath, S.2    Harigaya, Y.3
  • 15
    • 3042666256 scopus 로고    scopus 로고
    • MUSCLE: Multiple sequence alignment with high accuracy and high throughput
    • Edgar RC (2004) MUSCLE: multiple sequence alignment with high accuracy and high throughput. Nucleic Acids Res 32: 1792-1797
    • (2004) Nucleic Acids Res , vol.32 , pp. 1792-1797
    • Edgar, R.C.1
  • 16
    • 84881032191 scopus 로고    scopus 로고
    • The molecular genetics of insecticide resistance
    • Ffrench-Constant RH (2013) The molecular genetics of insecticide resistance. Genetics 194: 807-815
    • (2013) Genetics , vol.194 , pp. 807-815
    • Ffrench-Constant, R.H.1
  • 17
    • 35348820582 scopus 로고    scopus 로고
    • Divergence in expression between duplicated genes in Arabidopsis
    • Ganko EW, Meyers BC, Vision TJ (2007) Divergence in expression between duplicated genes in Arabidopsis. Mol Biol Evol 24: 2298-2309
    • (2007) Mol Biol Evol , vol.24 , pp. 2298-2309
    • Ganko, E.W.1    Meyers, B.C.2    Vision, T.J.3
  • 18
    • 34347206860 scopus 로고    scopus 로고
    • High-efficiency yeast transformation using the LiAc/SS carrier DNA/PEG method
    • Gietz RD, Schiestl RH (2007) High-efficiency yeast transformation using the LiAc/SS carrier DNA/PEG method. Nat Protoc 2: 31-34
    • (2007) Nat Protoc , vol.2 , pp. 31-34
    • Gietz, R.D.1    Schiestl, R.H.2
  • 20
    • 0031769551 scopus 로고    scopus 로고
    • CYP76C2, an Arabidopsis thaliana cytochrome P450 gene expressed during hypersensitive and developmental cell death
    • Godiard L, Sauviac L, Dalbin N, Liaubet L, Callard D, Czernic P, Marco Y (1998) CYP76C2, an Arabidopsis thaliana cytochrome P450 gene expressed during hypersensitive and developmental cell death. FEBS Lett 438: 245-249
    • (1998) FEBS Lett , vol.438 , pp. 245-249
    • Godiard, L.1    Sauviac, L.2    Dalbin, N.3    Liaubet, L.4    Callard, D.5    Czernic, P.6    Marco, Y.7
  • 21
    • 74549125386 scopus 로고    scopus 로고
    • SeaView version 4: A multiplatform graphical user interface for sequence alignment and phylogenetic tree building
    • Gouy M, Guindon S, Gascuel O (2010) SeaView version 4: a multiplatform graphical user interface for sequence alignment and phylogenetic tree building. Mol Biol Evol 27: 221-224
    • (2010) Mol Biol Evol , vol.27 , pp. 221-224
    • Gouy, M.1    Guindon, S.2    Gascuel, O.3
  • 22
    • 77950806408 scopus 로고    scopus 로고
    • New algorithms and methods to estimate maximum likelihood phylogenies: Assessing the performance of PhyML 3.0
    • Guindon S, Dufayard JF, Lefort V, Anisimova M, Hordijk W, Gascuel O (2010) New algorithms and methods to estimate maximum likelihood phylogenies: assessing the performance of PhyML 3.0. Syst Biol 59: 307-321
    • (2010) Syst Biol , vol.59 , pp. 307-321
    • Guindon, S.1    Dufayard, J.F.2    Lefort, V.3    Anisimova, M.4    Hordijk, W.5    Gascuel, O.6
  • 23
    • 0028071226 scopus 로고
    • Cytochrome P-450-catalysed  monoterpenoid oxidation in catmint (Nepeta racemosa) and avocado (Persea americana); evidence for related enzymes with different activities
    • Hallahan DL, Lau SMC, Harder PA, Smiley DWM, Dawson GW, Pickett JA, Christoffersen RE, O’Keefe DP (1994) Cytochrome P-450-catalysed  monoterpenoid oxidation in catmint (Nepeta racemosa) and avocado (Persea americana); evidence for related enzymes with different activities. Biochim Biophys Acta 1201: 94-100
    • (1994) Biochim Biophys Acta , vol.1201 , pp. 94-100
    • Hallahan, D.L.1    Lau, S.2    Harder, P.A.3    Smiley, D.4    Dawson, G.W.5    Pickett, J.A.6    Christoffersen, R.E.7    O’Keefe, D.P.8
  • 25
    • 84888045086 scopus 로고    scopus 로고
    • Geraniol hydroxylase and hydroxygeraniol oxidase activities of the CYP76 family of cytochrome P450 enzymes and potential for engineering the early steps of the (seco)iridoid pathway
    • Höfer R, Dong L, André F, Ginglinger JF, Lugan R, Gavira C, Grec S, Lang G, Memelink J, Van der Krol S, et al (2013) Geraniol hydroxylase and hydroxygeraniol oxidase activities of the CYP76 family of cytochrome P450 enzymes and potential for engineering the early steps of the (seco)iridoid pathway. Metab Eng 20: 221-232
    • (2013) Metab Eng , vol.20 , pp. 221-232
    • Höfer, R.1    Dong, L.2    Ré, F.3    Ginglinger, J.F.4    Lugan, R.5    Gavira, C.6    Grec, S.7    Lang, G.8    Memelink, J.9    Van Der Krol, S.10
  • 27
    • 84881351326 scopus 로고    scopus 로고
    • Volatile organic compound mediated interactions at the plant-microbe interface
    • Junker RR, Tholl D (2013) Volatile organic compound mediated interactions at the plant-microbe interface. J Chem Ecol 39: 810-825
    • (2013) J Chem Ecol , vol.39 , pp. 810-825
    • Junker, R.R.1    Tholl, D.2
  • 28
    • 0036581417 scopus 로고    scopus 로고
    • GATEWAY vectors for Agrobacteriummediated plant transformation
    • Karimi M, Inzé D, Depicker A (2002) GATEWAY vectors for Agrobacteriummediated plant transformation. Trends Plant Sci 7: 193-195
    • (2002) Trends Plant Sci , vol.7 , pp. 193-195
    • Karimi, M.1    Inzé, D.2    Depicker, A.3
  • 29
    • 33645235810 scopus 로고    scopus 로고
    • Metabolism of linalool and substrate analogs in grape berry mesocarp of Vitis vinifera L. Cv. Morio Muscat: Demonstration of stereoselective oxygenation and glycosylation
    • Luan F, Mosandl A, Degenhardt A, Gubesch M, Wüst M (2006) Metabolism of linalool and substrate analogs in grape berry mesocarp of Vitis vinifera L. cv. Morio Muscat: demonstration of stereoselective oxygenation and glycosylation. Anal Chim Acta 563: 353-364
    • (2006) Anal Chim Acta , vol.563 , pp. 353-364
    • Luan, F.1    Mosandl, A.2    Degenhardt, A.3    Gubesch, M.4    Wüst, M.5
  • 30
    • 12844272364 scopus 로고    scopus 로고
    • Metabolism of geraniol in grape berry mesocarp of Vitis vinifera L. Cv. Scheurebe: Demonstration of stereoselective reduction, E/Z-isomerization, oxidation and glycosylation
    • Luan F, Mosandl A, Münch A, Wüst M (2005) Metabolism of geraniol in grape berry mesocarp of Vitis vinifera L. cv. Scheurebe: demonstration of stereoselective reduction, E/Z-isomerization, oxidation and glycosylation. Phytochemistry 66: 295-303
    • (2005) Phytochemistry , vol.66 , pp. 295-303
    • Luan, F.1    Mosandl, A.2    Münch, A.3    Wüst, M.4
  • 31
    • 0017234567 scopus 로고
    • Characterization of a cytochrome P-450 dependent monoterpene hydroxylase from the higher plant Vinca rosea
    • Madyastha KM, Meehan TD, Coscia CJ (1976) Characterization of a cytochrome P-450 dependent monoterpene hydroxylase from the higher plant Vinca rosea. Biochemistry 15: 1097-1102
    • (1976) Biochemistry , vol.15 , pp. 1097-1102
    • Madyastha, K.M.1    Meehan, T.D.2    Coscia, C.J.3
  • 32
    • 79953267029 scopus 로고    scopus 로고
    • Biosynthesis and enantioselectivity in the production of the lilac compounds in Actinidia arguta flowers
    • Matich AJ, Comeskey DJ, Bunn BJ, Hunt MB, Rowan DD (2011) Biosynthesis and enantioselectivity in the production of the lilac compounds in Actinidia arguta flowers. Phytochemistry 72: 579-586
    • (2011) Phytochemistry , vol.72 , pp. 579-586
    • Matich, A.J.1    Comeskey, D.J.2    Bunn, B.J.3    Hunt, M.B.4    Rowan, D.D.5
  • 35
    • 79953234390 scopus 로고    scopus 로고
    • A P450-centric view of plant evolution
    • Nelson D, Werck-Reichhart D (2011) A P450-centric view of plant evolution. Plant J 66: 194-211
    • (2011) Plant J , vol.66 , pp. 194-211
    • Nelson, D.1    Werck-Reichhart, D.2
  • 37
    • 78651165715 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature
    • Omura T, Sato R (1964) The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature. J Biol Chem 239: 2370-2378
    • (1964) J Biol Chem , vol.239 , pp. 2370-2378
    • Omura, T.1    Sato, R.2
  • 38
    • 17344392308 scopus 로고    scopus 로고
    • A new mathematical model for relative quantification in real-time RT-PCR
    • Pfaffl MW (2001) A new mathematical model for relative quantification in real-time RT-PCR. Nucleic Acids Res 29: e45
    • (2001) Nucleic Acids Res , vol.29
    • Pfaffl, M.W.1
  • 39
    • 0028191296 scopus 로고
    • Floral scent production in Clarkia (Onagraceae). I. Localization and developmental modulation of monoterpene emission and linalool synthase activity
    • Pichersky E, Raguso RA, Lewinsohn E, Croteau R (1994) Floral scent production in Clarkia (Onagraceae). I. Localization and developmental modulation of monoterpene emission and linalool synthase activity. Plant Physiol 106: 1533-1540
    • (1994) Plant Physiol , vol.106 , pp. 1533-1540
    • Pichersky, E.1    Raguso, R.A.2    Lewinsohn, E.3    Croteau, R.4
  • 40
    • 0029776005 scopus 로고    scopus 로고
    • Yeast expression of animal and plant P450s in optimized redox environments
    • Pompon D, Louerat B, Bronine A, Urban P (1996) Yeast expression of animal and plant P450s in optimized redox environments. Methods Enzymol 272: 51-64
    • (1996) Methods Enzymol , vol.272 , pp. 51-64
    • Pompon, D.1    Louerat, B.2    Bronine, A.3    Urban, P.4
  • 41
    • 77952492421 scopus 로고    scopus 로고
    • Evolution in action: Plants resistant to herbicides
    • Powles SB, Yu Q (2010) Evolution in action: plants resistant to herbicides. Annu Rev Plant Biol 61: 317-347
    • (2010) Annu Rev Plant Biol , vol.61 , pp. 317-347
    • Powles, S.B.1    Yu, Q.2
  • 43
    • 0032786669 scopus 로고    scopus 로고
    • New perspectives in pollination biology: Floral  fragrances. A day in the life of a linalool molecule: Chemical communication in a plant-pollinator system. Part 1: Linalool biosynthesis in flowering plants
    • Raguso RA, Pichersky E (1999) New perspectives in pollination biology: floral  fragrances. A day in the life of a linalool molecule: chemical communication in a plant-pollinator system. Part 1: linalool biosynthesis in flowering plants. Plant Species Biol 14: 95-120
    • (1999) Plant Species Biol , vol.14 , pp. 95-120
    • Raguso, R.A.1    Pichersky, E.2
  • 45
    • 18044362688 scopus 로고    scopus 로고
    • Volatile profiling of Arabidopsis thaliana-putative olfactory compounds in plant communication
    • Rohloff J, Bones AM (2005) Volatile profiling of Arabidopsis thaliana-putative olfactory compounds in plant communication. Phytochemistry 66: 1941-1955
    • (2005) Phytochemistry , vol.66 , pp. 1941-1955
    • Rohloff, J.1    Bones, A.M.2
  • 46
    • 84897110959 scopus 로고    scopus 로고
    • 7-deoxyloganetic acid synthase catalyzes a key 3 step oxidation to form 7-deoxyloganetic acid in Catharanthus roseus iridoid biosynthesis
    • Salim V, Wiens B, Masada-Atsumi S, Yu F, De Luca V (2014) 7-deoxyloganetic acid synthase catalyzes a key 3 step oxidation to form 7-deoxyloganetic acid in Catharanthus roseus iridoid biosynthesis. Phytochemistry 101: 23-31
    • (2014) Phytochemistry , vol.101 , pp. 23-31
    • Salim, V.1    Wiens, B.2    Masada-Atsumi, S.3    Yu, F.4    De Luca, V.5
  • 47
    • 0033574012 scopus 로고    scopus 로고
    • Expression of a soybean cytochrome P450 monooxygenase cDNA in yeast and tobacco enhances the metabolism of phenylurea herbicides
    • Siminszky B, Corbin FT, Ward ER, Fleischmann TJ, Dewey RE (1999) Expression of a soybean cytochrome P450 monooxygenase cDNA in yeast and tobacco enhances the metabolism of phenylurea herbicides. Proc Natl Acad Sci USA 96: 1750-1755
    • (1999) Proc Natl Acad Sci USA , vol.96 , pp. 1750-1755
    • Siminszky, B.1    Corbin, F.T.2    Ward, E.R.3    Fleischmann, T.J.4    Dewey, R.E.5
  • 48
    • 72049093206 scopus 로고    scopus 로고
    • CYP76M7 is an ent-cassadiene C11a-hydroxylase defining a second multifunctional diterpenoid biosynthetic gene cluster in rice
    • Swaminathan S, Morrone D, Wang Q, Fulton DB, Peters RJ (2009) CYP76M7 is an ent-cassadiene C11a-hydroxylase defining a second multifunctional diterpenoid biosynthetic gene cluster in rice. Plant Cell 21: 3315-3325
    • (2009) Plant Cell , vol.21 , pp. 3315-3325
    • Swaminathan, S.1    Morrone, D.2    Wang, Q.3    Fulton, D.B.4    Peters, R.J.5
  • 50
    • 0037129827 scopus 로고    scopus 로고
    • Accurate normalization of real-time quantitative RT-PCR data by geometric averaging of multiple internal control genes
    • Vandesompele J, De Preter K, Pattyn F, Poppe B, Van Roy N, De Paepe A, Speleman F (2002) Accurate normalization of real-time quantitative RT-PCR data by geometric averaging of multiple internal control genes. Genome Biol 3: H0034
    • (2002) Genome Biol , vol.3 , pp. H0034
    • Vandesompele, J.1    De Preter, K.2    Pattyn, F.3    Poppe, B.4    Van Roy, N.5    De Paepe, A.6    Speleman, F.7
  • 52
    • 0000036251 scopus 로고
    • Studies on the hydrolysis of Vitis vinifera monoterpene precursor compounds and model monoterpene b-D-glucosides rationalizing the monoterpene composition of grapes
    • Williams PJ, Strauss CR, Wilson B, Massy-Westropp RA (1982) Studies on the hydrolysis of Vitis vinifera monoterpene precursor compounds and model monoterpene b-D-glucosides rationalizing the monoterpene composition of grapes. J Agric Food Chem 30: 1219-1223
    • (1982) J Agric Food Chem , vol.30 , pp. 1219-1223
    • Williams, P.J.1    Strauss, C.R.2    Wilson, B.3    Massy-Westropp, R.A.4
  • 53
    • 84881534519 scopus 로고    scopus 로고
    • Picking sides: Distinct roles for CYP76M6 and CYP76M8 in rice oryzalexin biosynthesis
    • Wu Y, Wang Q, Hillwig ML, Peters RJ (2013) Picking sides: distinct roles for CYP76M6 and CYP76M8 in rice oryzalexin biosynthesis. Biochem J 454: 209-216
    • (2013) Biochem J , vol.454 , pp. 209-216
    • Wu, Y.1    Wang, Q.2    Hillwig, M.L.3    Peters, R.J.4
  • 54
    • 0034459652 scopus 로고    scopus 로고
    • Molecular cloning of novel cytochrome P450 species induced by chemical treatments in cultured tobacco cells
    • Yamada T, Kambara Y, Imaishi H, Ohkawa H (2000) Molecular cloning of novel cytochrome P450 species induced by chemical treatments in cultured tobacco cells. Pestic Biochem Physiol 68: 11-25
    • (2000) Pestic Biochem Physiol , vol.68 , pp. 11-25
    • Yamada, T.1    Kambara, Y.2    Imaishi, H.3    Ohkawa, H.4
  • 55
    • 84886394800 scopus 로고    scopus 로고
    • Characterization of CYP76AH4 clarifies phenolic diterpenoid biosynthesis in the Lamiaceae
    • Zi J, Peters RJ (2013) Characterization of CYP76AH4 clarifies phenolic diterpenoid biosynthesis in the Lamiaceae. Org Biomol Chem 11: 7650-7652
    • (2013) Org Biomol Chem , vol.11 , pp. 7650-7652
    • Zi, J.1    Peters, R.J.2


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