KEGG   ENZYME: 1.14.14.49Help
Entry
EC 1.14.14.49               Enzyme                                 

Name
12-hydroxyjasmonoyl-L-amino acid 12-hydroxylase;
CYP94C1 (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
BRITE hierarchy
Sysname
12-hydroxyjasmonoyl-L-amino acid,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (12-hydroxylating)
Reaction(IUBMB)
a 12-hydroxyjasmonoyl-L-amino acid + 2 [reduced NADPH---hemoprotein reductase] + 2 O2 = a 12-hydroxy-12-oxojasmonoyl-L-amino acid + 2 [oxidized NADPH---hemoprotein reductase] + 3 H2O (overall reaction) [RN:R11807];
(1a) a 12-hydroxyjasmonoyl-L-amino acid + [reduced NADPH---hemoprotein reductase] + O2 = a 12-oxojasmonoyl-L-amino acid + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R11808];
(1b) a 12-oxojasmonoyl-L-amino acid + [reduced NADPH---hemoprotein reductase] + O2 = a 12-hydroxy-12-oxojasmonoyl-L-amino acid + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11809]
Reaction(KEGG)
Substrate
12-hydroxyjasmonoyl-L-amino acid [CPD:C21696];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
12-oxojasmonoyl-L-amino acid [CPD:C21699]
Product
12-hydroxy-12-oxojasmonoyl-L-amino acid [CPD:C21697];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
12-oxojasmonoyl-L-amino acid [CPD:C21699]
Comment
A cytochrome P450 (heme thiolate) enzyme found in plants. The enzyme acts on jasmonoyl-L-amino acid conjugates that have been hydroxylated at the C-12 position of jasmonic acid by EC 1.14.14.48, jasmonoyl-L-amino acid 12-hydroxylase, further oxidizing that position to a carboxylate via an aldehyde intermediate. While the best studied substrate is (+)-7-epi-jasmonoyl-L-isoleucine, the enzyme was shown to be active with jasmonoyl-L-phenylalanine, and is likely to be active with other jasmonoyl-amino acid conjugates.
History
EC 1.14.14.49 created 2017
Orthology
K20624  12-hydroxyjasmonoyl-L-amino acid 12-hydroxylase / fatty acid hydroxylase
Genes
ATH: AT2G27690(CYP94C1)
CRB: 17888116
CSAT: 104752664 104786957
EUS: EUTSA_v10016556mg
BRP: 103829679
BNA: 106352567 106391362
BOE: 106341742
RSZ: 108808949 108808950
THJ: 104800541 104814792 104826412
CPAP: 110817182 110817241 110822818
LJA: Lj3g3v1145810.1(Lj3g3v1145810.1) Lj3g3v2995920.1(Lj3g3v2995920.1)
BVG: 104900339
SOE: 110785318
DOSA: Os01t0858350-01(Os01g0858350) Os05t0445100-01(Os05g0445100)
ATS: 109734603(LOC109734603) 109753555(LOC109753555) 109770723(LOC109770723) 109782704(LOC109782704) 109787152(LOC109787152)
ZMA: 103636463
DCT: 110116548
PEQ: 110028895
AOF: 109830896
ATR: 18441336
 » show all
Taxonomy
Reference
1  [PMID:22215670]
  Authors
Heitz T, Widemann E, Lugan R, Miesch L, Ullmann P, Desaubry L, Holder E, Grausem B, Kandel S, Miesch M, Werck-Reichhart D, Pinot F
  Title
Cytochromes P450 CYP94C1 and CYP94B3 catalyze two successive oxidation steps of plant hormone Jasmonoyl-isoleucine for catabolic turnover.
  Journal
J Biol Chem 287:6296-306 (2012)
DOI:10.1074/jbc.M111.316364
  Sequence
[ath:AT2G27690]
Reference
2  [PMID:26164240]
  Authors
Widemann E, Grausem B, Renault H, Pineau E, Heinrich C, Lugan R, Ullmann P, Miesch L, Aubert Y, Miesch M, Heitz T, Pinot F
  Title
Sequential oxidation of Jasmonoyl-Phenylalanine and Jasmonoyl-Isoleucine by multiple cytochrome P450 of the CYP94 family through newly identified aldehyde intermediates.
  Journal
Phytochemistry 117:388-99 (2015)
DOI:10.1016/j.phytochem.2015.06.027
  Sequence
[ath:AT2G27690]
Reference
3  [PMID:27459369]
  Authors
Bruckhoff V, Haroth S, Feussner K, Konig S, Brodhun F, Feussner I
  Title
Functional Characterization of CYP94-Genes and Identification of a Novel Jasmonate Catabolite in Flowers.
  Journal
PLoS One 11:e0159875 (2016)
DOI:10.1371/journal.pone.0159875
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.49
IUBMB Enzyme Nomenclature: 1.14.14.49
ExPASy - ENZYME nomenclature database: 1.14.14.49
BRENDA, the Enzyme Database: 1.14.14.49

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