1.13.11.65: carotenoid isomerooxygenase
This is an abbreviated version!
For detailed information about carotenoid isomerooxygenase, go to the full flat file.
Word Map on EC 1.13.11.65
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1.13.11.65
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pacifica
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carotenoids
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apocarotenoids
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lymphoma
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oxygenases
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ifn-resistant
- 1.13.11.65
- pacifica
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carotenoids
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apocarotenoids
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lymphoma
- oxygenases
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ifn-resistant
Reaction
Synonyms
carotenoid cleavage oxygenase, CCO, CSO2, NinaB, ppsir_15490, Rv0654, sala_1698, SIR-1
ECTree
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Substrates Products
Substrates Products on EC 1.13.11.65 - carotenoid isomerooxygenase
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REACTION DIAGRAM
3-hydroxy-beta-apo-10'-carotenal + O2
3-hydroxy-beta-apo-13-carotenone + 3-hydroxy-beta-apo-15-carotenal
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plus a minor product presumably representing 3-hydroxy-beta-apo-11-carotenal
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?
astaxanthin + O2
?
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single cleavage site at the 13'/14' double bond
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?
beta-apo-10'-carotenal + O2
beta-apo-13-carotenone
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plus minor amounts of beta-apo-15-carotenal
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?
beta-apo-8'-carotenal + O2
beta-apo-13-carotenone + retinal
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-
-
?
beta-carotene + O2
retinal + beta-apo-14'-carotenal + beta-apo-13-carotenone
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-
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?
canthaxanthin + O2
?
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two cleavage sites at the 11'/12' or 13'/14' double bond
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?
cryptoxanthin + O2
11-cis-3-hydroxyretinal + 11-cis-retinal
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11-cis-3-hydroxyretinal and 11-cis-retinal exist in a molar ratio of 8:1, indicating that the enzyme preferentially isomerizes the half site of cryptoxanthin with the hydroxylated beta-ionone ring
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?
nostoxanthin + O2
?
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two cleavage sites at the 11'/12' or 13'/14' double bond
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?
zeaxanthin + O2
(3R)-all-trans-3-hydroxyretinal + (3R)-11-cis-3-hydroxyretinal
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-
-
?
?
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cleavage at the 9'/10'- and 11'/12'-double bond
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?
apo-8'-carotenal + O2
?
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cleavage at the 9'/10'- and 11'/12'-double bond
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?
all-trans-retinal + 11-cis-retinal
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-
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?
beta,beta-carotene + O2
all-trans-retinal + 11-cis-retinal
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enzyme catalyzes the production of 11-cis-retinal and all-trans-retinal, i.e. cleavage at the 15,15' double bond. The 11-cis-retinal product maybe thermally converted either into the all-trans or the 13-cis stereoisomer in the aqueous test solution
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?
?
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i.e. 1,2,1',2'-tetrahydro-psi,psi-carotene-1,1'-diol
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-
?
dihydroxylycopene + O2
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i.e. 1,2,1',2'-tetrahydro-psi,psi-carotene-1,1'-diol
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-
?
?
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i.e. 1,2-dihydro-psi,psi-carotene-1-ol
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-
?
hydroxylycopene + O2
?
i.e. 1,2-dihydro-psi,psi-carotene-1-ol
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-
?
(3R)-11-cis-3-hydroxyretinal + (3R)-all-trans-3-hydroxyretinal
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beta-carotene is first converted to zeaxanthin and then cleaved by the enzmye to directly yield 3-hydroxy-retinal
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?
zeaxanthin + O2
(3R)-11-cis-3-hydroxyretinal + (3R)-all-trans-3-hydroxyretinal
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-
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?
zeaxanthin + O2
?
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two cleavage sites at the 11'/12' or 13'/14' double bond
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?
?
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enzyme combines isomerase and isomerooxygenase activity in a single polypeptide
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?
additional information
?
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enzyme combines isomerase and isomerooxygenase activity in a single polypeptide
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?
additional information
?
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enzyme cleaves the central C15-C15' and an excentric double bond at the C13-C14 position, leading to retinal (C20), beta-apo-14'-carotenal (C22) and beta-apo-13-carotenone (C18) from beta-carotene, as well as the corresponding hydroxylated products from zeaxanthin and lutein. Enzyme also cleaves 3,3'-dihydroxy-isorenieratene representing aromatic carotenoids synthesized by other mycobacteria. The preference for each of the cleavage positions is determined by the hydroxylation and the nature of the ionone ring. Incubation of apocarotenoids shorter than beta-apo-10'-carotenal reveals only weak activity, substrates with a shorter chain length are not converted
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?
additional information
?
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enzyme cleaves the central C15-C15' and an excentric double bond at the C13-C14 position, leading to retinal (C20), beta-apo-14'-carotenal (C22) and beta-apo-13-carotenone (C18) from beta-carotene, as well as the corresponding hydroxylated products from zeaxanthin and lutein. Enzyme also cleaves 3,3'-dihydroxy-isorenieratene representing aromatic carotenoids synthesized by other mycobacteria. The preference for each of the cleavage positions is determined by the hydroxylation and the nature of the ionone ring. Incubation of apocarotenoids shorter than beta-apo-10'-carotenal reveals only weak activity, substrates with a shorter chain length are not converted
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?
additional information
?
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no substrates: resveratrol, cholecalciferol, phylloquinone and alpha-tocopherol
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?
additional information
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no substrates: resveratrol, cholecalciferol, phylloquinone and alpha-tocopherol
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?
additional information
?
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enzyme carotenoid cleavage requires the presence of either hydroxy or keto groups
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?
additional information
?
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enzyme cleaves acyclic and monocyclic substrates
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?