KEGG   ENZYME: 1.13.11.51
Entry
EC 1.13.11.51               Enzyme                                 

Name
9-cis-epoxycarotenoid dioxygenase;
nine-cis-epoxycarotenoid dioxygenase;
NCED;
AtNCED3;
PvNCED1;
VP14
Class
Oxidoreductases;
Acting on single donors with incorporation of molecular oxygen (oxygenases);
With incorporation of two atoms of oxygen
Sysname
9-cis-epoxycarotenoid 11,12-dioxygenase
Reaction(IUBMB)
(1) a 9-cis-epoxycarotenoid + O2 = 2-cis,4-trans-xanthoxin + a 12'-apo-carotenal [RN:R09682];
(2) 9-cis-violaxanthin + O2 = 2-cis,4-trans-xanthoxin + (3S,5R,6S)-5,6-epoxy-3-hydroxy-5,6-dihydro-12'-apo-beta-caroten-12'-al [RN:R06953];
(3) 9'-cis-neoxanthin + O2 = 2-cis,4-trans-xanthoxin + (3S,5R,6R)-5,6-dihydroxy-6,7-didehydro-5,6-dihydro-12'-apo-beta-caroten-12'-al [RN:R06952]
Reaction(KEGG)
Substrate
9-cis-epoxycarotenoid [CPD:C19811];
O2 [CPD:C00007];
9-cis-violaxanthin [CPD:C13433];
9'-cis-neoxanthin [CPD:C13431]
Product
2-cis,4-trans-xanthoxin [CPD:C13453];
12'-apo-carotenal [CPD:C19812];
(3S,5R,6S)-5,6-epoxy-3-hydroxy-5,6-dihydro-12'-apo-beta-caroten-12'-al [CPD:C14045];
(3S,5R,6R)-5,6-dihydroxy-6,7-didehydro-5,6-dihydro-12'-apo-beta-caroten-12'-al
Comment
Requires iron(II). Acts on 9-cis-violaxanthin and 9'-cis-neoxanthin but not on the all-trans isomers [2,3]. In vitro, it will cleave 9-cis-zeaxanthin. Catalyses the first step of abscisic-acid biosynthesis from carotenoids in chloroplasts, in response to water stress. The other enzymes involved in the abscisic-acid biosynthesis pathway are EC 1.1.1.288 (xanthoxin dehydrogenase), EC 1.2.3.14 (abscisic-aldehyde oxidase) and EC 1.14.13.93 [(+)-abscisic acid 8'-hydroxylase].
History
EC 1.13.11.51 created 2005
Pathway
ec00906  Carotenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K09840  9-cis-epoxycarotenoid dioxygenase
Genes
ATH: AT1G30100(NCED5) AT1G78390(NCED9) AT3G14440(NCED3) AT3G24220(NCED6) AT4G18350(NCED2) AT4G19170(NCED4)
ALY: 9299069 9304023 9304074 9319543 9321111 9329661
CRB: 17877539 17879010 17892380 17893164 17895008 17898403
CSAT: 104702627 104713522 104718398 104718488 104723131 104723233 104731647 104741600 104745720 104746918 104751736 104757352 104765261 104766316 104777036 104779242 104792977
EUS: EUTSA_v10002459mg EUTSA_v10007160mg EUTSA_v10019707mg EUTSA_v10020337mg EUTSA_v10024711mg EUTSA_v10027182mg
BRP: 103828685 103832319 103834110 103840429 103842019 103853125 103856252 103857159 103859576 103860984 103870025
BNA: 106348955 106354557 106354700 106360920 106360921 106363948 106367364 106370541 106373153 106374342 106377068 106387066 106394225 106397892 106409692 106422159 106422225 106423568 106432692 106432936 106439368 106441091 106449275 106454476 106454477 111200968 111208279 111212385
BOE: 106293405 106296147 106296637 106299768 106304727 106305032 106307955 106326515 106329010 106332377
RSZ: 108812568 108818727 108827163 108832505 108833968 108833987 108835472 108852895 108856254 108860168 108863091
THJ: 104806131 104806971 104808725 104810410 104812288 104814303 104820653 104822605
LJA: Lj4g3v2467280.1(Lj4g3v2467280.1)
MCHA: 111012881
VVI: 100232942(NCED1) 100232943(NCED2) 100244362 100251100(CCD4a) 100252859(CCD4b) 100254497
DOSA: Os02t0704000-01(Os02g0704000) Os03t0645900-00(Os03g0645900) Os07t0154100-01(Os07g0154100) Os12t0435200-01(Os12g0435200)
ATS: 109742916(LOC109742916) 109749210(LOC109749210) 109751445(LOC109751445) 109770448(LOC109770448) 109770578(LOC109770578) 109784162(LOC109784162)
 » show all
Reference
1  [PMID:9188535]
  Authors
Schwartz SH, Tan BC, Gage DA, Zeevaart JA, McCarty DR.
  Title
Specific oxidative cleavage of carotenoids by VP14 of maize.
  Journal
Science 276:1872-4 (1997)
DOI:10.1126/science.276.5320.1872
  Sequence
[zma:732819]
Reference
2  [PMID:9342392]
  Authors
Tan BC, Schwartz SH, Zeevaart JA, McCarty DR.
  Title
Genetic control of abscisic acid biosynthesis in maize.
  Journal
Proc Natl Acad Sci U S A 94:12235-40 (1997)
DOI:10.1073/pnas.94.22.12235
  Sequence
[zma:732819]
Reference
3  [PMID:10611388]
  Authors
Qin X, Zeevaart JA.
  Title
The 9-cis-epoxycarotenoid cleavage reaction is the key regulatory step of abscisic acid biosynthesis in water-stressed bean.
  Journal
Proc Natl Acad Sci U S A 96:15354-61 (1999)
DOI:10.1073/pnas.96.26.15354
  Sequence
Reference
4  [PMID:10929129]
  Authors
Thompson AJ, Jackson AC, Symonds RC, Mulholland BJ, Dadswell AR, Blake PS, Burbidge A, Taylor IB.
  Title
Ectopic expression of a tomato 9-cis-epoxycarotenoid dioxygenase gene causes over-production of abscisic acid.
  Journal
Plant J 23:363-74 (2000)
DOI:10.1046/j.1365-313x.2000.00789.x
Reference
5  [PMID:11532178]
  Authors
Iuchi S, Kobayashi M, Taji T, Naramoto M, Seki M, Kato T, Tabata S, Kakubari Y, Yamaguchi-Shinozaki K, Shinozaki K.
  Title
Regulation of drought tolerance by gene manipulation of 9-cis-epoxycarotenoid dioxygenase, a key enzyme in abscisic acid biosynthesis in Arabidopsis.
  Journal
Plant J 27:325-33 (2001)
DOI:10.1046/j.1365-313x.2001.01096.x
  Sequence
[ath:AT3G14440]
Reference
6
  Authors
Iuchi, S., Kobayashi, M., Taji, T., Naramoto, M., Seki, M., Kato, T., Tabata, S., Kakubari, Y., Yamaguchi-Shinozaki, K. and Shinozaki, K.
  Title
Regulation of drought tolerance by gene manipulation of 9-cis-epoxycarotenoid dioxygenase, a key enzyme in abscisic acid biosynthesis in Arabidopsis.
  Journal
Plant J 30:611 (2002)
Other DBs
ExplorEnz - The Enzyme Database: 1.13.11.51
IUBMB Enzyme Nomenclature: 1.13.11.51
ExPASy - ENZYME nomenclature database: 1.13.11.51
BRENDA, the Enzyme Database: 1.13.11.51
CAS: 199877-10-6

DBGET integrated database retrieval system