CYP90A1/CPD, a Brassinosteroid Biosynthetic Cytochrome P450 of Arabidopsis, Catalyzes C-3 Oxidation*

Background: Recent results raised doubts regarding the earlier proposed C-23 hydroxylase function of CYP90A1/CPD in brassinosteroid biosynthesis. Results: The enzymatic role of CYP90A1/CPD is determined by analytical, genetic, and direct biochemical approaches. Conclusion: CYP90A1 catalyzes C-3 oxidation of early brassinosteroid intermediates. Significance: Our results highlight the primary role of the campestanol-independent pathway in brassinosteroid biosynthesis. Brassinosteroids (BRs) are steroidal phytohormones that regulate plant growth and development. Whereas in Arabidopsis the network-like routes of BR biosynthesis have been elucidated in considerable detail, the roles of some of the biosynthetic enzymes and their participation in the different subpathways remained to be clarified. We investigated the function of the cytochrome P450 monooxygenase CYP90A1/CPD, which earlier had been proposed to act as a BR C-23 hydroxylase. Our GC-MS and genetic analyses demonstrated that the cpd mutation arrests BR synthesis upstream of the DET2-mediated 5α reduction step and that overexpression of the C-23 hydroxylase CYP90C1 does not alleviate BR deficiency in the cpd mutant. In line with these results, we found that CYP90A1/CPD heterologously expressed in a baculovirus-insect cell system catalyzes C-3 oxidation of the early BR intermediates (22S)-22-hydroxycampesterol and (22R,23R)-22,23-dihydroxycampesterol, as well as of 6-deoxocathasterone and 6-deoxoteasterone. Enzyme kinetic data of CYP90A1/CPD and DET2, together with those of the earlier studied CYP90B1, CYP90C1, and CYP90D1, suggest that BR biosynthesis proceeds mainly via the campestanol-independent pathway.

• Publication year

  2012

• Venue

  Journal of Biological Chemistry

• Publication date

  2012-07-20

• Fields of study

  Biology, Medicine, Chemistry, Environmental Science

• Identifiers
  DOI 10.1074/jbc.M112.392720PMID 22822057PMCID PMC3438987
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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• Insights into the function and evolution of P450s in plant steroid metabolism.

  2009cited by this paper
• Metabolism of brassinosteroids in plants.

  2007cited by this paper
• Roles of Brassinosteroids and Related mRNAs in Pea Seed Growth and Germination1[W][OA]

  2007cited by this paper
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  2006cited by this paper
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  2006cited by this paper
• Molecular biology of the 3beta-hydroxysteroid dehydrogenase/delta5-delta4 isomerase gene family.

  2005cited by this paper
• Molecular Biology of the 3-Hydroxysteroid Dehydrogenase/5-4 Isomerase Gene Family

  2005cited by this paper
• CYP90C1 and CYP90D1 are involved in different steps in the brassinosteroid biosynthesis pathway in Arabidopsis thaliana.

  2005cited by this paper
• The chemical characteristic and distribution of brassinosteroids in plants.

  2003cited by this paper
• Microarray Analysis of Brassinosteroid-Regulated Genes in Arabidopsis

  2002cited by this paper
• Regulation of Transcript Levels of the Arabidopsis Cytochrome P450 Genes Involved in Brassinosteroid Biosynthesis1

  2002cited by this paper
• An Early C-22 Oxidation Branch in the Brassinosteroid Biosynthetic Pathway

  2002cited by this paper
• 3Beta-brassinosteroid dehydrogenase activity in Arabidopsis and tomato.

  2001cited by this paper
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  2001cited by this paper
• Accumulation of 6-deoxocathasterone and 6-deoxocastasterone in Arabidopsis, pea and tomato is suggestive of common rate-limiting steps in brassinosteroid biosynthesis.

  2001cited by this paper
• Plants steroid hormones, brassinosteroids: current highlights of molecular aspects on their synthesis/metabolism, transport, perception and response.

  2001cited by this paper
• Biosynthetic pathways of brassinolide in Arabidopsis.

  2000cited by this paper
• Δ5-3β-Hydroxysteroid dehydrogenase from Digitalis lanata Ehrh. – a multifunctional enzyme in steroid metabolism?

  1999cited by this paper
• Delta(5)-3beta-hydroxysteroid dehydrogenase from Digitalis lanata Ehrh. - a multifunctional enzyme in steroid metabolism?

  1999cited by this paper
• Floral dip: a simplified method for Agrobacterium-mediated transformation of Arabidopsis thaliana.

  1998cited by this paper
• The ROTUNDIFOLIA3 gene of Arabidopsis thaliana encodes a new member of the cytochrome P-450 family that is required for the regulated polar elongation of leaf cells.

  1998cited by this paper
• Two isoforms of NADPH:cytochrome P450 reductase in Arabidopsis thaliana. Gene structure, heterologous expression in insect cells, and differential regulation.

  1998cited by this paper
• BRASSINOSTEROIDS: Essential Regulators of Plant Growth and Development.

  1998cited by this paper
• The DWF4 Gene of Arabidopsis Encodes a Cytochrome P450 That Mediates Multiple 22α-Hydroxylation Steps in Brassinosteroid Biosynthesis

  1998cited by this paper
• Conservation of function between mammalian and plant steroid 5alpha-reductases.

  1997cited by this paper
• Biosynthesis and metabolism of brassinosteroids.

  1997cited by this paper
• Conservation of function between mammalian and plant steroid 5α-reductases

  1997influential reference
• A Role for Brassinosteroids in Light-Dependent Development of Arabidopsis

  1996cited by this paper
• Brassinosteroids rescue the deficiency of CYP90, a cytochrome P450, controlling cell elongation and de-etiolation in Arabidopsis.

  1996cited by this paper
• Biosynthesis of brassinosteroids in cultured cells of Catharanthus roseus.

  1995cited by this paper
• Brassinolide Is Biosynthesized from Castasterone in Catharanthus roseus Crown Gall Cells

  1990cited by this paper
• Plant Growth-Promoting Brassinosteroids

  1988influential reference

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  2020cites this paper
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  2019cites this paper
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  2019cites this paper