Protein Information

Name cytochrome P450 monooxygenases
Synonyms CYP M; CYP20A1; CYP20A1 protein; Cytochrome P450 family 20 subfamily A polypeptide 1; Cytochrome P450 monooxygenase; CYP20A1 proteins; Cytochrome P450 family 20 subfamily A polypeptide 1s; Cytochrome P450 monooxygenases

Compound Information

Name gibberellins
CAS gibberellins

Reference List

PubMed Abstract RScore(About this table)
9917370 Tudzynski B, Holter K: Gibberellin biosynthetic pathway in Gibberella fujikuroi: evidence for a gene cluster. Fungal Genet Biol. 1998 Dec;25(3):157-70.

Since at least four cytochrome P450 monooxygenase-catalyzed steps are involved in the synthesis of gibberellins, chromosome walking was performed to find a further gene of this family or other genes involved in gibberellin pathway.
83(1,1,1,3) Details
16399803 Zhu Y, Nomura T, Xu Y, Zhang Y, Peng Y, Mao B, Hanada A, Zhou H, Wang R, Li P, Zhu X, Mander LN, Kamiya Y, Yamaguchi S, He Z: ELONGATED UPPERMOST INTERNODE encodes a cytochrome P450 monooxygenase that epoxidizes gibberellins in a novel deactivation reaction in rice. Plant Cell. 2006 Feb;18(2):442-56. Epub 2006 Jan 6.
32(0,1,1,2) Details
18268540 Zhang Y, Zhu Y, Peng Y, Yan D, Li Q, Wang J, Wang L, He Z: Gibberellin homeostasis and plant height control by EUI and a role for gibberellin in root gravity responses in rice. Cell Res. 2008 Mar;18(3):412-21.

The rice Eui (ELONGATED UPPERMOST INTERNODE) gene encodes a cytochrome P450 monooxygenase that deactivates bioactive gibberellins (GAs).
31(0,1,1,1) Details
11472927 Tudzynski B, Hedden P, Carrera E, Gaskin P: The P450-4 gene of Gibberella fujikuroi encodes ent-kaurene oxidase in the gibberellin biosynthesis pathway. Appl Environ Microbiol. 2001 Aug;67(8):3514-22.


At least five genes of the gibberellin (GA) biosynthesis pathway are clustered on chromosome 4 of Gibberella fujikuroi; these genes encode the bifunctional ent-copalyl diphosphate synthase/ent-kaurene synthase, a GA-specific geranylgeranyl diphosphate synthase, and three cytochrome P450 monooxygenases.
2(0,0,0,2) Details
16306061 Luo A, Qian Q, Yin H, Liu X, Yin C, Lan Y, Tang J, Tang Z, Cao S, Wang X, Xia K, Fu X, Luo D, Chu C: EUI1, encoding a putative cytochrome P450 monooxygenase, regulates internode elongation by modulating gibberellin responses in rice. Plant Cell Physiol. 2006 Feb;47(2):181-91. Epub 2005 Nov 23.

2(0,0,0,2) Details
18567680 Bomke C, Rojas MC, Gong F, Hedden P, Tudzynski B: Isolation and characterization of the gibberellin biosynthetic gene cluster in Sphaceloma manihoticola. Appl Environ Microbiol. 2008 Sep;74(17):5325-39. Epub 2008 Jun 20.

Gibberellins (GAs) are tetracyclic diterpenoid phytohormones that were first identified as secondary metabolites of the fungus Fusarium fujikuroi (teleomorph, Gibberella fujikuroi).
Here, we present the identification of the GA biosynthetic gene cluster from S. manihoticola consisting of five genes encoding a bifunctional ent-copalyl/ent-kaurene synthase (CPS/KS), a pathway-specific geranylgeranyl diphosphate synthase (GGS2), and three cytochrome P450 monooxygenases.
1(0,0,0,1) Details
16204516 Malonek S, Rojas MC, Hedden P, Hopkins P, Tudzynski B: Restoration of gibberellin production in Fusarium proliferatum by functional complementation of enzymatic blocks. Appl Environ Microbiol. 2005 Oct;71(10):6014-25.


Members of Fusarium proliferatum, the closest related species, have lost the ability to produce GAs as a result of the accumulation of several mutations in the coding and 5' noncoding regions of genes P450-4 and P450-1, both encoding cytochrome P450 monooxygenases, resulting in metabolic blocks at the early stages of GA biosynthesis.
1(0,0,0,1) Details
12750377 Tudzynski B, Mihlan M, Rojas MC, Linnemannstons P, Gaskin P, Hedden P: Characterization of the final two genes of the gibberellin biosynthesis gene cluster of Gibberella fujikuroi: des and P450-3 encode GA4 desaturase and the 13-hydroxylase, respectively. J Biol Chem. 2003 Aug 1;278(31):28635-43. Epub 2003 May 15.


We demonstrate also by gene disruption that P450-3, one of the four cytochrome P450 monooxygenase genes in the GA gene cluster, encodes the 13-hydroxylase, which catalyzes the conversion of GA7 to GA3, in the last step of the pathway.
1(0,0,0,1) Details
12529541 Davidson SE, Elliott RC, Helliwell CA, Poole AT, Reid JB: The pea gene NA encodes ent-kaurenoic acid oxidase. Plant Physiol. 2003 Jan;131(1):335-44.


Two genes, PsKAO1 and PsKAO2, encoding cytochrome P450 monooxygenases of the subfamily CYP88A were isolated.
1(0,0,0,1) Details
15746349 Malonek S, Rojas MC, Hedden P, Gaskin P, Hopkins P, Tudzynski B: Functional characterization of two cytochrome P450 monooxygenase genes, P450-1 and P450-4, of the gibberellic acid gene cluster in Fusarium proliferatum (Gibberella fujikuroi MP-D). Appl Environ Microbiol. 2005 Mar;71(3):1462-72.

1(0,0,0,1) Details
10531641 Tudzynski B: Biosynthesis of gibberellins in Gibberella fujikuroi: biomolecular aspects. Appl Microbiol Biotechnol. 1999 Sep;52(3):298-310.

The progress in researching GA biosynthesis in the last 2 years resulted primarily from development of the molecular tools, e.g. transformation systems for the fungus, and cloning the genes encoding GA biosynthesis enzymes, such as the bifunctional ent-copalyl diphosphate/kaurene synthase and several cytochrome P450 monooxygenases.
1(0,0,0,1) Details
15053766 Burlat V, Oudin A, Courtois M, Rideau M, St-Pierre B: Co-expression of three MEP pathway genes and geraniol 10-hydroxylase in internal phloem parenchyma of Catharanthus roseus implicates multicellular translocation of intermediates during the biosynthesis of monoterpene indole alkaloids and isoprenoid-derived primary metabolites. Plant J. 2004 Apr;38(1):131-41.

Primary metabolites, such as phytol group of chlorophylls, carotenoids and the plant hormones abscisic acid (ABA) and gibberellins (GAs) are derived directly from the MEP pathway.
Using Northern blot and in situ hybridisation experiments, we show that three MEP pathway genes (1-deoxy-d-xylulose 5-phosphate synthase (DXS), 1-deoxy-d-xylulose 5-phosphate reductoisomerase (DXR) and 2C-methyl-d-erythritol 2,4-cyclodiphosphate synthase (MECS)) and the gene encoding geraniol 10-hydroxylase (G10H), a cytochrome P450 monooxygenase involved in the first committed step in the formation of iridoid monoterpenoids display identical cell-specific expression patterns.
1(0,0,0,1) Details
15081281 Rojas MC, Urrutia O, Cruz C, Gaskin P, Tudzynski B, Hedden P: Kaurenolides and fujenoic acids are side products of the gibberellin P450-1 monooxygenase in Gibberella fujikuroi. Phytochemistry. 2004 Apr;65(7):821-30.


Kaurenolide and fujenoic acids synthesis were associated with the microsomal fraction and showed an absolute requirement for NADPH or NADH, all properties of cytochrome P450 monooxygenases.
1(0,0,0,1) Details
11986758 Hedden P, Phillips AL, Rojas MC, Carrera E, Tudzynski B: Gibberellin Biosynthesis in Plants and Fungi: A Case of Convergent Evolution? . J Plant Growth Regul. 2001 Dec;20(4):319-331.

As well as being phytohormones, gibberellins (GAs) are present in some fungi and bacteria.
For example, 3b-hydroxylation occurs early in the pathway in G. fujikuroi and is catalyzed by a cytochrome P450 monooxygenase, whereas it is usually the final step in plants and is catalyzed by 2-oxoglutarate-dependent dioxygenases.
1(0,0,0,1) Details
15037621 Malonek S, Rojas MC, Hedden P, Gaskin P, Hopkins P, Tudzynski B: The NADPH-cytochrome P450 reductase gene from Gibberella fujikuroi is essential for gibberellin biosynthesis. J Biol Chem. 2004 Jun 11;279(24):25075-84. Epub 2004 Mar 22.

The fungus Gibberella fujikuroi is used for the commercial production of gibberellins (GAs), which it produces in very large quantities.
Four of the seven GA biosynthetic genes in this species encode cytochrome P450 monooxygenases, which function in association with NADPH-cytochrome P450 reductases (CPRs) that mediate the transfer of electrons from NADPH to the P450 monooxygenases.
1(0,0,0,1) Details
11320210 Rojas MC, Hedden P, Gaskin P, Tudzynski B: The P450-1 gene of Gibberella fujikuroi encodes a multifunctional enzyme in gibberellin biosynthesis. Proc Natl Acad Sci U S A. 2001 May 8;98(10):5838-43. Epub 2001 Apr 24.


P450-1 is one of four cytochrome P450 monooxygenase genes in this cluster.
1(0,0,0,1) Details
16556972 Kawaide H: Biochemical and molecular analyses of gibberellin biosynthesis in fungi. Biosci Biotechnol Biochem. 2006 Mar;70(3):583-90.


A molecular analysis of GA biosynthesis in Phaeosphaeria sp. has revealed that diterpene cyclase and cytochrome P450 monooxygenases were involved in the plant-like biosynthesis of GA1.
1(0,0,0,1) Details
17920091 Troncoso C, Carcamo J, Hedden P, Tudzynski B, Rojas MC: Influence of electron transport proteins on the reactions catalyzed by Fusarium fujikuroi gibberellin monooxygenases. Phytochemistry. 2008 Feb;69(3):672-83. Epub 2007 Oct 24.


The multifunctional cytochrome P450 monooxygenases P450-1 and P450-2 from Fusarium fujikuroi catalyze the formation of GA14 and GA4, respectively, in the gibberellin (GA)-biosynthetic pathway.
1(0,0,0,1) Details