KEGG   ENZYME: 1.14.15.9Help
Entry
EC 1.14.15.9                Enzyme                                 

Name
spheroidene monooxygenase;
CrtA;
acyclic carotenoid 2-ketolase;
spirilloxanthin monooxygenase;
2-oxo-spirilloxanthin monooxygenase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced iron-sulfur protein as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
spheroidene,reduced-ferredoxin:oxygen oxidoreductase (spheroiden-2-one-forming)
Reaction(IUBMB)
(1) spheroidene + 4 reduced ferredoxin [iron-sulfur] cluster + 2 O2 + 4 H+ = spheroiden-2-one + 4 oxidized ferredoxin [iron-sulfur] cluster + 3 H2O (overall reaction) [RN:R07537];
(1a) spheroidene + 2 reduced ferredoxin [iron-sulfur] cluster + O2 + 2 H+ = 2-hydroxyspheroidene + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O;
(1b) 2-hydroxyspheroidene + 2 reduced ferredoxin [iron-sulfur] cluster + O2 + 2 H+ = 2,2-dihydroxyspheroidene + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O;
(1c) 2,2-dihydroxyspheroidene = spheroiden-2-one + H2O (spontaneous);
(2) spirilloxanthin + 4 reduced ferredoxin [iron-sulfur] cluster + 2 O2 + 4 H+ = 2-oxospirilloxanthin + 4 oxidized ferredoxin [iron-sulfur] cluster + 3 H2O (overall reaction) [RN:R07525];
(2a) spirilloxanthin + 2 reduced ferredoxin [iron-sulfur] cluster + O2 + 2 H+ = 2-hydroxyspirilloxanthin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O;
(2b) 2-hydroxyspirilloxanthin + 2 reduced ferredoxin [iron-sulfur] cluster + O2 + 2 H+ = 2,2-dihydroxyspirilloxanthin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O;
(2c) 2,2-dihydroxyspirilloxanthin = 2-oxospirilloxanthin + H2O (spontaneous);
(3) 2-oxospirilloxanthin + 4 reduced ferredoxin [iron-sulfur] cluster + 2 O2 + 4 H+ = 2,2'-dioxospirilloxanthin + 4 oxidized ferredoxin [iron-sulfur] cluster + 3 H2O (overall reaction) [RN:R07526];
(3a) 2-oxospirilloxanthin + 2 reduced ferredoxin [iron-sulfur] cluster + O2 + 2 H+ = 2'-hydroxy-2-oxospirilloxanthin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O;
(3b) 2'-hydroxy-2-oxospirilloxanthin + reduced ferredoxin [iron-sulfur] cluster + O2 + 2 H+ = 2',2'-dihydroxy-2-oxospirilloxanthin + oxidized ferredoxin [iron-sulfur] cluster + H2O;
(3c) 2',2'-dihydroxy-2-oxospirilloxanthin = 2,2'-dioxospirilloxanthin + H2O (spontaneous)
Reaction(KEGG)
Substrate
spheroidene [CPD:C15900];
reduced ferredoxin [iron-sulfur] cluster [CPD:C00138];
O2 [CPD:C00007];
H+ [CPD:C00080];
2-hydroxyspheroidene;
2,2-dihydroxyspheroidene;
spirilloxanthin [CPD:C15881];
2-hydroxyspirilloxanthin;
2,2-dihydroxyspirilloxanthin;
2-oxospirilloxanthin [CPD:C15884];
2'-hydroxy-2-oxospirilloxanthin;
2',2'-dihydroxy-2-oxospirilloxanthin
Product
spheroiden-2-one [CPD:C15903];
oxidized ferredoxin [iron-sulfur] cluster [CPD:C00139];
H2O [CPD:C00001];
2-hydroxyspheroidene;
2,2-dihydroxyspheroidene;
2-oxospirilloxanthin [CPD:C15884];
2-hydroxyspirilloxanthin;
2,2-dihydroxyspirilloxanthin;
2,2'-dioxospirilloxanthin [CPD:C15885];
2'-hydroxy-2-oxospirilloxanthin;
2',2'-dihydroxy-2-oxospirilloxanthin
Comment
The enzyme is involved in spheroidenone biosynthesis and in 2,2'-dioxospirilloxanthin biosynthesis. The enzyme from Rhodobacter sphaeroides contains heme at its active site [1].
History
EC 1.14.15.9 created 2012, modified 2016
Pathway
ec00906  Carotenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K09847  spheroidene monooxygenase
Genes
RSP: RSP_0272(crtA)
RSH: Rsph17029_1915
RSQ: Rsph17025_1023
RSK: RSKD131_1598
RCP: RCAP_rcc00678(crtA)
JAN: Jann_0144(crtA)
RDE: RD1_0121(crtA)
RLI: RLO149_p940060(crtA)
DSH: Dshi_3501(crtA)
Taxonomy
Reference
1  [PMID:20851979]
  Authors
Lee PC, Holtzapple E, Schmidt-Dannert C
  Title
Novel activity of Rhodobacter sphaeroides spheroidene monooxygenase CrtA expressed in Escherichia coli.
  Journal
Appl Environ Microbiol 76:7328-31 (2010)
DOI:10.1128/AEM.01606-10
  Sequence
Reference
2  [PMID:19136077]
  Authors
Gerjets T, Steiger S, Sandmann G
  Title
Catalytic properties of the expressed acyclic carotenoid 2-ketolases from Rhodobacter capsulatus and Rubrivivax gelatinosus.
  Journal
Biochim Biophys Acta 1791:125-31 (2009)
DOI:10.1016/j.bbalip.2008.12.006
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.15.9
IUBMB Enzyme Nomenclature: 1.14.15.9
ExPASy - ENZYME nomenclature database: 1.14.15.9
BRENDA, the Enzyme Database: 1.14.15.9

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