KEGG   PATHWAY: ming00905
Entry
ming00905                   Pathway                                
Name
Brassinosteroid biosynthesis - Macadamia integrifolia (macadamia nut)
Description
Brassinosteroids are a group of plant steroid hormones that regulate growth and development. More than fifty naturally occurring brassinosteroids have been identified in a wide range of plant species. The most abundant and widely occurring brassinosteroids are C28 steroids, and among them brassinolide (BL) is the most biologically active. Plants have multiple pathways for biosynthesis of BL, which are derived from the steroid biosynthetic pathway. Two pathways from campestanol to castasterone (CS), C6 oxidation and the late-C6 oxidation pathways, operate in many plants. Another branching pathway, the early-C22 oxidation pathway, was demonstrated using a brassinosteroid-deficient mutant of Arabidopsis thaliana. Recently, a new shortcut pathway from campesterol to 6-deoxotyphasterol was demonstrated by a functional analysis of cytochrome P450 monooxygenases responsible for brassinosteroid biosynthesis. Thus, at least four pathways are involved in the biosynthesis of CS, and CS is further metabolized to BL by lactonization of the B ring.
Class
Metabolism; Metabolism of terpenoids and polyketides
Pathway map
ming00905  Brassinosteroid biosynthesis
ming00905

Module
ming_M00371  Castasterone biosynthesis, campesterol => castasterone [PATH:ming00905]
Other DBs
GO: 0016132
Organism
Macadamia integrifolia (macadamia nut) [GN:ming]
Gene
122083658  cytochrome P450 90B1-like [KO:K09587] [EC:1.14.14.178]
122073840  cytochrome P450 90B1-like isoform X1 [KO:K09587] [EC:1.14.14.178]
122078302  cytochrome P450 724B1 [KO:K12639] [EC:1.14.14.178]
122094194  cytochrome P450 724B1-like [KO:K12639] [EC:1.14.14.178]
122093477  cytochrome P450 90A1 [KO:K09588] [EC:1.14.19.79]
122081983  steroid 5-alpha-reductase DET2 [KO:K09591] [EC:1.3.1.22]
122074479  3-epi-6-deoxocathasterone 23-monooxygenase CYP90C1 [KO:K12637] [EC:1.14.14.147]
122089610  cytochrome P450 90D2-like [KO:K12638] [EC:1.14.14.147]
122078744  cytochrome P450 90D2-like [KO:K12638] [EC:1.14.14.147]
122075756  cytochrome P450 85A-like [KO:K09590] [EC:1.14.14.179]
122078986  cytochrome P450 85A1-like [KO:K09590] [EC:1.14.14.179]
122088648  flavonoid 3'-monooxygenase-like [KO:K20623]
122089235  trimethyltridecatetraene synthase-like [KO:K20623]
122077949  trimethyltridecatetraene synthase-like [KO:K20623]
122084035  trimethyltridecatetraene synthase-like [KO:K20623]
122070984  trimethyltridecatetraene synthase-like [KO:K20623]
122094193  cytochrome P450 734A1-like [KO:K15639] [EC:1.14.-.-]
122074965  cytochrome P450 734A1-like [KO:K15639] [EC:1.14.-.-]
Compound
C01789  Campesterol
C08814  Brassinolide
C15784  Campest-4-en-3beta-ol
C15785  Campest-4-en-3-one
C15786  5alpha-Campestan-3-one
C15787  Campestanol
C15788  6alpha-Hydroxycampestanol
C15789  6-Oxocampestanol
C15790  Cathasterone
C15791  Teasterone
C15792  3-Dehydroteasterone
C15793  Typhasterol
C15794  Castasterone
C15795  22alpha-Hydroxy-campesterol
C15796  (22S)-22-Hydroxycampest-4-en-3-one
C15797  22alpha-Hydroxy-5alpha-campestan-3-one
C15798  6-Deoxocathasterone
C15799  6-Deoxoteasterone
C15800  3-Dehydro-6-deoxoteasterone
C15801  6-Deoxotyphasterol
C15802  6-Deoxocastasterone
C15803  6alpha-Hydroxycastasterone
C16251  3-epi-6-Deoxocathasterone
C16252  (22R,23R)-22,23-Dihydroxycampesterol
C16253  (22R,23R)-22,23-Dihydroxy-campest-4-en-3-one
C17733  7-Oxateasterone
C17735  7-Oxatyphasterol
C19873  26-Hydroxycastasterone
C19874  26-Hydroxybrassinolide
Reference
  Authors
Koshiba K, Kamiya Y.
  Title
[Atarasii Syokubutuhorumon no Kagaku] (In Japanese)
  Journal
Koudansya saientific:199-138 (2002)
Reference
  Authors
Fukuda H, Matida Y, Kamiya Y, Kakimoto T.
  Title
[Shinpan Syokubutuhorumon no Sigunarudentatu] (In Japanese)
  Journal
Syujyunsya:165-186 (2004)
Reference
  Authors
Shimada Y, Goda H, Nakamura A, Takatsuto S, Fujioka S, Yoshida S.
  Title
Organ-specific expression of brassinosteroid-biosynthetic genes and distribution of endogenous brassinosteroids in Arabidopsis.
  Journal
Plant Physiol 131:287-97 (2003)
DOI:10.1104/pp.013029
Reference
  Authors
Choe, S.
  Title
Brassinosteroid biosynthesis and inactivation.
  Journal
Physiol Plant 126:539-548 (2006)
DOI:10.1111/j.1399-3054.2006.00681.x
Reference
  Authors
Ohnishi T, Szatmari AM, Watanabe B, Fujita S, Bancos S, Koncz C, Lafos M, Shibata K, Yokota T, Sakata K, Szekeres M, Mizutani M
  Title
C-23 hydroxylation by Arabidopsis CYP90C1 and CYP90D1 reveals a novel shortcut in brassinosteroid biosynthesis.
  Journal
Plant Cell 18:3275-88 (2006)
DOI:10.1105/tpc.106.045443
Reference
  Authors
Bishop GJ
  Title
Refining the plant steroid hormone biosynthesis pathway.
  Journal
Trends Plant Sci 12:377-80 (2007)
DOI:10.1016/j.tplants.2007.07.001
Reference
  Authors
Nomura T, Kushiro T, Yokota T, Kamiya Y, Bishop GJ, Yamaguchi S
  Title
The last reaction producing brassinolide is catalyzed by cytochrome P-450s, CYP85A3 in tomato and CYP85A2 in Arabidopsis.
  Journal
J Biol Chem 280:17873-9 (2005)
DOI:10.1074/jbc.M414592200
Reference
  Authors
Katsumata T, Hasegawa A, Fujiwara T, Komatsu T, Notomi M, Abe H, Natsume M, Kawaide H
  Title
Arabidopsis CYP85A2 catalyzes lactonization reactions in the biosynthesis of 2-deoxy-7-oxalactone brassinosteroids.
  Journal
Biosci Biotechnol Biochem 72:2110-7 (2008)
DOI:10.1271/bbb.80192
Reference
  Authors
Tanabe S, Ashikari M, Fujioka S, Takatsuto S, Yoshida S, Yano M, Yoshimura A, Kitano H, Matsuoka M, Fujisawa Y, Kato H, Iwasaki Y
  Title
A novel cytochrome P450 is implicated in brassinosteroid biosynthesis via the characterization of a rice dwarf mutant, dwarf11, with reduced seed length.
  Journal
Plant Cell 17:776-90 (2005)
DOI:10.1105/tpc.104.024950
Reference
  Authors
Hong Z, Ueguchi-Tanaka M, Umemura K, Uozu S, Fujioka S, Takatsuto S, Yoshida S, Ashikari M, Kitano H, Matsuoka M
  Title
A rice brassinosteroid-deficient mutant, ebisu dwarf (d2), is caused by a loss of function of a new member of cytochrome P450.
  Journal
Plant Cell 15:2900-10 (2003)
DOI:10.1105/tpc.014712
Related
pathway
ming00100  Steroid biosynthesis
KO pathway
ko00905   
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