Protein Information

Name cytochrome P450 (protein family or complex)
Synonyms cytochrome P450; cytochrome P 450; CYP450; CYP 450

Compound Information

Name brassinolide
CAS

Reference List

PubMed Abstract RScore(About this table)
15016564 Kim TW, Chang SC, Lee JS, Hwang B, Takatsuto S, Yokota T, Kim SK: Cytochrome P450-catalyzed brassinosteroid pathway activation through synthesis of castasterone and brassinolide in Phaseolus vulgaris. Phytochemistry. 2004 Mar;65(6):679-89.
83(1,1,1,3) Details
16024588 Kim TW, Hwang JY, Kim YS, Joo SH, Chang SC, Lee JS, Takatsuto S, Kim SK: Arabidopsis CYP85A2, a cytochrome P450, mediates the Baeyer-Villiger oxidation of castasterone to brassinolide in brassinosteroid biosynthesis. Plant Cell. 2005 Aug;17(8):2397-412. Epub 2005 Jul 15.
82(1,1,1,2) Details
9675902 Mathur J, Molnar G, Fujioka S, Takatsuto S, Sakurai A, Yokota T, Adam G, Voigt B, Nagy F, Maas C, Schell J, Koncz C, Szekeres M: Transcription of the Arabidopsis CPD gene, encoding a steroidogenic cytochrome P450, is negatively controlled by brassinosteroids. Plant J. 1998 Jun;14(5):593-602.

The Arabidopsis CPD gene encodes a cytochrome P450 steroid side-chain hydroxylase (CYP90) that plays an essential role in the biosynthesis of the plant hormone brassinolide.
7(0,0,1,2) Details
11389832 Kang JG, Yun J, Kim DH, Chung KS, Fujioka S, Kim JI, Dae HW, Yoshida S, Takatsuto S, Song PS, Park CM: Light and brassinosteroid signals are integrated via a dark-induced small G protein in etiolated seedling growth. Cell. 2001 Jun 1;105(5):625-36.

Here, we demonstrate that a dark-induced small G protein, pea Pra2, regulates a variant cytochrome P450 that catalyzes C-2 hydroxylation in brassinosteroid biosynthesis.
Transgenic plants with reduced Pra2 exhibit a dark-specific dwarfism, which is completely rescued by exogenous brassinolide.
3(0,0,0,3) Details
17073784 Bishop G, Nomura T, Yokota T, Montoya T, Castle J, Harrison K, Kushiro T, Kamiya Y, Yamaguchi S, Bancos S, Szatmari AM, Szekeres M: Dwarfism and cytochrome P450-mediated C-6 oxidation of plant steroid hormones. Biochem Soc Trans. 2006 Dec;34(Pt 6):1199-201.

Some of the most recent observations include the fact that certain CYP85 CYPs catalyse the synthesis of the most bioactive BR, BL (brassinolide).
2(0,0,0,2) Details
8612270 Szekeres M, Nemeth K, Koncz-Kalman Z, Mathur J, Kauschmann A, Altmann T, Redei GP, Nagy F, Schell J, Koncz C: Brassinosteroids rescue the deficiency of CYP90, a cytochrome P450, controlling cell elongation and de-etiolation in Arabidopsis. Cell. 1996 Apr 19;85(2):171-82.

The cpd mutation localized by T-DNA tagging on Arabidopsis chromosome 5-14.3 inhibits cell elongation controlled by the ecdysone-like brassinosteroid hormone brassinolide.
2(0,0,0,2) Details
15705958 Tanabe S, Ashikari M, Fujioka S, Takatsuto S, Yoshida S, Yano M, Yoshimura A, Kitano H, Matsuoka M, Fujisawa Y, Kato H, Iwasaki Y: A novel cytochrome P450 is implicated in brassinosteroid biosynthesis via the characterization of a rice dwarf mutant, dwarf11, with reduced seed length. Plant Cell. 2005 Mar;17(3):776-90. Epub 2005 Feb 10.

The dwarf phenotype of d11 mutants was restored by the application of the brassinolide (BL).
2(0,0,0,2) Details
14615594 Hong Z, Ueguchi-Tanaka M, Umemura K, Uozu S, Fujioka S, Takatsuto S, Yoshida S, Ashikari M, Kitano H, Matsuoka M: A rice brassinosteroid-deficient mutant, ebisu dwarf (d2), is caused by a loss of function of a new member of cytochrome P450. Plant Cell. 2003 Dec;15(12):2900-10. Epub 2003 Nov 13.

The dwarf phenotype of d2 was rescued by exogenous brassinolide treatment.
2(0,0,0,2) Details
12226529 Bancos S, Nomura T, Sato T, Molnar G, Bishop GJ, Koncz C, Yokota T, Nagy F, Szekeres M: Regulation of transcript levels of the Arabidopsis cytochrome p450 genes involved in brassinosteroid biosynthesis. Plant Physiol. 2002 Sep;130(1):504-13.

Semiquantitative reverse transcriptase-polymerase chain reaction analyses show that transcript levels of CYP85 and CYP90 genes are down-regulated by brassinolide, the end product of the BR biosynthesis pathway.
2(0,0,0,2) Details
16872648 Ohnishi T, Nomura T, Watanabe B, Ohta D, Yokota T, Miyagawa H, Sakata K, Mizutani M: Tomato cytochrome P450 CYP734A7 functions in brassinosteroid catabolism. . Phytochemistry. 2006 Sep;67(17):1895-906. Epub 2006 Jul 25.

By measuring the Type I substrate-binding spectra using recombinant CYP734A7, the dissociation constants for castasterone, brassinolide, and 6-deoxocastasterone were determined to be 6.7, 12, and 12 microM, respectively.
1(0,0,0,1) Details
18175930 Sekimata K, Ohnishi T, Mizutani M, Todoroki Y, Han SY, Uzawa J, Fujioka S, Yoneyama K, Takeuchi Y, Takatsuto S, Sakata K, Yoshida S, Asami T: Brz220 interacts with DWF4, a cytochrome P450 monooxygenase in brassinosteroid biosynthesis, and exerts biological activity. Biosci Biotechnol Biochem. 2008 Jan;72(1):7-12. Epub 2008 Jan 7.


This step is catalyzed by DWF4, an Arabidopsis cytochrome P450 identified as a steroid 22-hydroxylase.
1(0,0,0,1) Details
15689343 Nakamura M, Satoh T, Tanaka S, Mochizuki N, Yokota T, Nagatani A: Activation of the cytochrome P450 gene, CYP72C1, reduces the levels of active brassinosteroids in vivo. J Exp Bot. 2005 Mar;56(413):833-40. Epub 2005 Feb 2.

Furthermore, the hypocotyl phenotype was restored by the addition of brassinolide to the culture medium, suggesting that brassinosteroids had been affected in this mutant.
1(0,0,0,1) Details
9490746 Choe S, Dilkes BP, Fujioka S, Takatsuto S, Sakurai A, Feldmann KA: The DWF4 gene of Arabidopsis encodes a cytochrome P450 that mediates multiple 22alpha-hydroxylation steps in brassinosteroid biosynthesis. Plant Cell. 1998 Feb;10(2):231-43.

Dwarfism could be rescued by the application of brassinolide, suggesting that DWF4 plays a role in brassinosteroid (BR) biosynthesis.
1(0,0,0,1) Details
17693126 Bishop GJ: Refining the plant steroid hormone biosynthesis pathway. Trends Plant Sci. 2007 Sep;12(9):377-80. Epub 2007 Aug 10.

Many of the biochemical conversions in plant steroid hormone biosynthesis are catalysed by cytochrome P450 enzymes (CYPs or P450s).
A recent paper by Toshiyuki Ohnishi et al. (2006) indicates the role of CYP90C1 and CYP90D1 in the synthesis of the most bioactive plant steroid hormone, brassinolide.
1(0,0,0,1) Details
9990098 Bishop GJ, Nomura T, Yokota T, Harrison K, Noguchi T, Fujioka S, Takatsuto S, Jones JD, Kamiya Y: The tomato DWARF enzyme catalyses C-6 oxidation in brassinosteroid biosynthesis. Proc Natl Acad Sci U S A. 1999 Feb 16;96(4):1761-6.

The tomato Dwarf gene (D), which was predicted to encode a cytochrome P450 enzyme (P450) with homology to other P450s involved in BR biosynthesis, was cloned previously.
Here, we show that DWARF catalyses the C-6 oxidation of 6-deoxocastasterone (6-deoxoCS) to castasterone (CS), the immediate precursor of brassinolide.
1(0,0,0,1) Details
11319239 Asami T, Mizutani M, Fujioka S, Goda H, Min YK, Shimada Y, Nakano T, Takatsuto S, Matsuyama T, Nagata N, Sakata K, Yoshida S: Selective interaction of triazole derivatives with DWF4, a cytochrome P450 monooxygenase of the brassinosteroid biosynthetic pathway, correlates with brassinosteroid deficiency in planta. J Biol Chem. 2001 Jul 13;276(28):25687-91. Epub 2001 Apr 23.

The levels of castasterone and brassinolide in brassinazole-treated plant cells were less than 6% of the levels in untreated cells.
DWF4, which is an Arabidopsis thaliana cytochrome P450 isolated as a putative steroid 22-hydroxylase, was expressed in Escherichia coli, and the binding affinity of brassinazole and its derivatives to the recombinant DWF4 were analyzed.
1(0,0,0,1) Details
15064374 Saito S, Hirai N, Matsumoto C, Ohigashi H, Ohta D, Sakata K, Mizutani M: Arabidopsis CYP707As encode (+)-abscisic acid 8'-hydroxylase, a key enzyme in the oxidative catabolism of abscisic acid. Plant Physiol. 2004 Apr;134(4):1439-49. Epub 2004 Apr 2.


The hydroxylation at the 8'-position of ABA is known as the key step of ABA catabolism, and this reaction is catalyzed by ABA 8'-hydroxylase, a cytochrome P450.
1(0,0,0,1) Details
11319033 Pien S, Wyrzykowska J, Fleming AJ: Novel marker genes for early leaf development indicate spatial regulation of carbohydrate metabolism within the apical meristem. Plant J. 2001 Mar;25(6):663-74.

The other two genes identified encoded a Phantastica-like myb transcription factor (associated with the acquisition of leaf dorsiventrality) and CYP85 (a cytochrome P450, which plays a pivotal role in brassinolide metabolism).
The other two genes identified encoded a Phantastica-like myb transcription factor (associated with the acquisition of leaf dorsiventrality) and CYP85 (a cytochrome P450, which plays a pivotal role in brassinolide metabolism).
1(0,0,0,1) Details
15710611 Nomura T, Kushiro T, Yokota T, Kamiya Y, Bishop GJ, Yamaguchi S: The last reaction producing brassinolide is catalyzed by cytochrome P-450s, CYP85A3 in tomato and CYP85A2 in Arabidopsis. J Biol Chem. 2005 May 6;280(18):17873-9. Epub 2005 Feb 14.

Previous work has shown that the formation of castasterone from 6-deoxocastasterone is catalyzed by members of the CYP85A family of cytochrome P-450 monooxygenases.
1(0,0,0,1) Details