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Literature summary for 1.13.11.71 extracted from

  • Dela Sena, C.; Sun, J.; Narayanasamy, S.; Riedl, K.M.; Yuan, Y.; Curley, R.W.; Schwartz, S.J.; Harrison, E.H.
    Substrate specificity of purified recombinant chicken beta-carotene 9',10'-oxygenase (BCO2) (2016), J. Biol. Chem., 291, 14609-14619 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
gene BCO2, sequence comparisons, recombinant expression of His-tagged enzyme in Escherichia coli strain BL21-Gold (DE3) Gallus gallus
gene BCO2, sequence comparisons, recombinant expression of His-tagged, catalytically inactive enzyme BCO2 in Escherichia coli strain BL21-Gold (DE3), mostly in inclusion bodies Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
mitochondrion
-
Gallus gallus 5739
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
all-trans-beta-carotene + O2 Gallus gallus
-
all-trans-10'-apo-beta-carotenal + beta-ionone
-
?
all-trans-beta-carotene + O2 Homo sapiens
-
all-trans-10'-apo-beta-carotenal + beta-ionone
-
?

Organism

Organism UniProt Comment Textmining
Gallus gallus E1C8E0
-
-
Homo sapiens B2RCV8
-
-

Purification (Commentary)

Purification (Comment) Organism
a small amount of recombinant, catalytically inactive His-tagged enzyme from Escherichia coli strain BL21-Gold (DE3) by cobalt affinity chromatography Homo sapiens
recombinant His-tagged enzyme from Escherichia coli strain BL21-Gold (DE3) by cobalt affinity chromatography Gallus gallus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
9-cis-beta-carotene + O2
-
Gallus gallus 9-cis-beta-apo-10'-carotenal + beta-ionone
-
?
all-trans-beta-carotene + O2
-
Gallus gallus all-trans-10'-apo-beta-carotenal + beta-ionone
-
?
all-trans-beta-carotene + O2
-
Homo sapiens all-trans-10'-apo-beta-carotenal + beta-ionone
-
?
alpha-carotene + O2
-
Gallus gallus beta-apo-10'-carotenal + alpha-apo-10'-carotenal
-
?
beta-cryptoxanthin + O2
-
Gallus gallus 3-hydroxy-beta-apo-10'-carotenal + beta-ionone
-
?
beta-cryptoxanthin + O2
-
Gallus gallus 3-hydroxy-beta-apo-8'-carotenal + beta-cyclocitral
-
?
beta-cryptoxanthin + O2
-
Gallus gallus beta-apo-10'-carotenal + 3-hydroxy-beta-ionone
-
?
lutein + O2
-
Gallus gallus 3-hydroxy-alpha-apo-10'-carotenal + 3-hydroxy-beta-ionone
-
?
lutein + O2
-
Gallus gallus 3-hydroxy-beta-apo-10'-carotenal + 3-hydroxy-alpha-ionone
-
?
additional information like BCO1, EC 1.13.11.63, purified recombinant chicken BCO2 catalyzes the oxidative cleavage of the provitamin A carotenoids beta-carotene, alpha-carotene, and beta-cryptoxanthin. Its catalytic activity with beta-carotene as substrate is at least 10fold lower than that of BCO1. Purified recombinant chicken BCO2 also catalyzes the oxidative cleavage of 9-cis-beta-carotene and the non-provitamin A carotenoids zeaxanthin and lutein, and is inactive with all-trans-lycopene and beta-apo-carotenoids. Apo-10'-carotenoids are detected as enzymatic products by HPLC, and the identities are confirmed by LC-MS. Small amounts of 3-hydroxy-beta-apo-8'-carotenal are also consistently detected in BCO2-beta-cryptoxanthin reaction mixtures. With the exception of this activity with beta-cryptoxanthin, BCO2 cleaves specifically at the 9'-10'-bond to produce apo-10'-carotenoids. BCO2 is regioselective (or even regiospecific) for the trans 9'-10'-end of 9-cis-beta-carotene due to the size of the substrate tunnel. Unlike murine BCO2, chicken BCO2 cannot perform a second cleavage on beta-apo-10'-carotenal to yield rosafluene dialdehyde, and it has no activity with all-trans-lycopene, while it cleaves cis-lycopene isomers. Chicken BCO2 also does not have activity with the other beta-apocarotenals in the series (beta-apo-8'-carotenal, beta-apo-12'-carotenal, and beta-apo-14'-carotenal). Importance of the 3-hydroxy-beta-ionone ring for BCO2 cleavage, preference of BCO2 for substrates that contain a 3-hydroxy-beta-ionone ring Gallus gallus ?
-
?
zeaxanthin + O2
-
Gallus gallus 3-hydroxy-beta-apo-10'-carotenal + 3-hydroxy-beta-ionone
-
?

Synonyms

Synonyms Comment Organism
BCO2
-
Gallus gallus
BCO2
-
Homo sapiens
beta-carotene 9',10'-oxygenase
-
Gallus gallus
beta-carotene 9',10'-oxygenase
-
Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Gallus gallus
37
-
assay at Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8
-
assay at Gallus gallus
8
-
assay at Homo sapiens

General Information

General Information Comment Organism
metabolism the substrates that are inactive with BCO2 (all-trans-lycopene and beta-apocarotenals) are substrates for BCO1 Gallus gallus
physiological function beta-carotene 9',10'-oxygenase (BCO2) catalyzes the oxidative cleavage of carotenoids at the 9'-10'-bond to yield an ionone and an apo-10'-carotenoid Homo sapiens
physiological function beta-carotene 9',10'-oxygenase (BCO2) catalyzes the oxidative cleavage of carotenoids at the 9'-10'-bond to yield an ionone and an apo-10'-carotenoid. Chicken BCO2 has broader substrate specificity than BCO1, consistent with its proposed function of preventing oxidative stress brought about by carotenoid accumulation in the mitochondria. It cleaves only full-length carotenoids with ionone rings, and the hydroxylated carotenoids are cleaved to a greater extent than their hydrocarbon counterparts under the conditions tested Gallus gallus