KEGG   ORTHOLOGY: K12640
Entry
K12640                      KO                                     
Symbol
CYP85A2, BR6OX2
Name
brassinosteroid 6-oxygenase / brassinolide synthase [EC:1.14.14.179 1.14.14.180]
Pathway
map00905  Brassinosteroid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00371  Castasterone biosynthesis, campesterol => castasterone
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00905 Brassinosteroid biosynthesis
    K12640  CYP85A2, BR6OX2; brassinosteroid 6-oxygenase / brassinolide synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K12640  CYP85A2, BR6OX2; brassinosteroid 6-oxygenase / brassinolide synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.179  brassinosteroid 6-oxygenase
     K12640  CYP85A2, BR6OX2; brassinosteroid 6-oxygenase / brassinolide synthase
    1.14.14.180  brassinolide synthase
     K12640  CYP85A2, BR6OX2; brassinosteroid 6-oxygenase / brassinolide synthase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP85 family
   K12640  CYP85A2, BR6OX2; brassinosteroid 6-oxygenase / brassinolide synthase
Other DBs
RN: R07450 R07451 R07455 R07457 R07458 R07471 R08840 R08841 R10669 R10682 R10683 R10684
Genes
ATH: AT3G30180(BR6OX2)
ALY: 9311596
CRB: 17885676
CSAT: 104710811 104780197 104790595
EUS: EUTSA_v10004156mg
BRP: 103837220 103854484 103875063
BNA: 106346024 106349108 106363995 106397123 106400040 106410432 106410433 106411244
BOE: 106301844 106316572
RSZ: 108807315 108825972 108849348
THJ: 104805522 104822777
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
  Sequence
[ath:AT3G30180]
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
  Sequence
[ath:AT3G30180]
LinkDB

KEGG   ENZYME: 1.14.14.180
Entry
EC 1.14.14.180              Enzyme                                 
Name
brassinolide synthase;
CYP85A2 (gene name);
CYP85A3 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
castasterone,NADPH---hemoprotein reductase:oxygen oxidoreductase (lactonizing, brassinolide-forming)
Reaction(IUBMB)
castasterone + O2 + [reduced NADPH---hemoprotein reductase] = brassinolide + 2 H2O + [oxidized NADPH---hemoprotein reductase] [RN:R07471]
Reaction(KEGG)
R07471;
(other) R08840 R08841
Substrate
castasterone [CPD:C15794];
O2 [CPD:C00007];
[reduced NADPH---hemoprotein reductase] [CPD:C03024]
Product
brassinolide [CPD:C08814];
H2O [CPD:C00001];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161]
Comment
This cytochrome P-450 (heme thiolate) plant enzyme catalyses the lactonization of several brassinosteroids, including castasterone, teasterone, and typhasterol. The CYP85A2 enzyme of Arabidopsis thaliana also catalyses the activity of EC 1.14.14.179, brassinosteroid 6-oxygenase.
History
EC 1.14.14.180 created 2022
Pathway
ec00905  Brassinosteroid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K12640  brassinosteroid 6-oxygenase / brassinolide synthase
K25959  brassinosteroid 6-oxygenase / brassinolide synthase
Genes
ATHAT3G30180(BR6OX2)
ALY9311596
CRB17885676
CSAT104710811 104780197 104790595
EUSEUTSA_v10004156mg
BRP103837220 103854484 103875063
BNA106346024 106349108 106363995 106397123 106400040 106410432 106410433 106411244
BOE106301844 106316572
RSZ108807315 108825972 108849348
THJ104805522 104822777
SLY100136888(CYP85A3)
SPEN107010718
SOT102599687
SSTN125848344
CANN107861006
 » show all
Reference
1  [PMID:15710611]
  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
  Sequence
[sly:100136888] [ath:AT3G30180]
Reference
2  [PMID:16024588]
  Authors
Kim TW, Hwang JY, Kim YS, Joo SH, Chang SC, Lee JS, Takatsuto S, Kim SK.
  Title
Arabidopsis CYP85A2, a cytochrome P450, mediates the Baeyer-Villiger oxidation of castasterone to brassinolide in brassinosteroid biosynthesis.
  Journal
Plant Cell 17:2397-412 (2005)
DOI:10.1105/tpc.105.033738
  Sequence
[ath:AT3G30180]
Reference
3  [PMID:18685225]
  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
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.180
IUBMB Enzyme Nomenclature: 1.14.14.180
ExPASy - ENZYME nomenclature database: 1.14.14.180
BRENDA, the Enzyme Database: 1.14.14.180
LinkDB

KEGG   REACTION: R08841
Entry
R08841                      Reaction                               
Name
typhasterol,NADPH---hemoprotein reductase:oxygen oxidoreductase (lactonizing, 7-oxatyphasterol-forming)
Definition
Typhasterol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 7-Oxatyphasterol + [Oxidized NADPH---hemoprotein reductase] + 2 H2O
Equation
Reaction class
RC01504  C15793_C17735
Enzyme
Pathway
rn00905  Brassinosteroid biosynthesis
Orthology
K12640  brassinosteroid 6-oxygenase / brassinolide synthase [EC:1.14.14.179 1.14.14.180]
Reference
1  [PMID:18685225]
  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
Other DBs
RHEA: 70022
LinkDB

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