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1.14.12.18: biphenyl 2,3-dioxygenase

This is an abbreviated version!
For detailed information about biphenyl 2,3-dioxygenase, go to the full flat file.

Word Map on EC 1.14.12.18

Reaction

biphenyl
+
NADH
+
H+
+
O2
=
(1S,2R)-3-phenylcyclohexa-3,5-diene-1,2-diol
+
NAD+

Synonyms

2,3-biphenyl dioxygenase, BDO, biphenyl 2, 3-dioxygenase, Biphenyl 2,3-dioxygenase, biphenyl dioxygenase, biphenyl-2,3-dioxygenase, BPDO, BPDOB356, BPDOCam-1, BPDOLB400, BPH, BPH dox, BphA, BphA1, BphA1A2, BphABC, BphABCD, BphAE, BPO, ThebphA1fA2f

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.12 With NADH or NADPH as one donor, and incorporation of two atoms of oxygen into the other donor
                1.14.12.18 biphenyl 2,3-dioxygenase

Cloned

Cloned on EC 1.14.12.18 - biphenyl 2,3-dioxygenase

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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
A central part (amino acid position 268-397 of 458 residues) of the biphenyl dioxygenase large alpha subunit, BphA1, from Pseudomonas pseudoalcaligenes (strain KF707) is exchanged with the corresponding part of BphA1 from Pseudomonas putida strain KF715, to construct hybrid BphA1, BphA1 (amino acid 715-707). When expressed in Escherichia coli together with the bphA2A3A4BC genes from strain KF707, this enzyme is shown to possess activity for degrading both 1-phenylnaphthalene and 2-phenylnaphthalene.
-
based on analyses with Nicotiana benthamiana plants transiently expressing the biphenyl dioxygenase genes (the two subunit oxygenase (BphAE) containing a Rieske-type iron–sulfur cluster and a mononuclear iron center, the Rieske-type ferredoxin (BphF), and the FAD-containing ferredoxin reductase (BphG)) from Burkholderia xenovorans LB400 and transgenic Nicotiana tabacum plants transformed with each of these four genes, it can be shown that each of the three biphenyl dioxygenase components can be produced individually as active protein in tobacco plants
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expressed in Escherichia coli
expressed in Escherichia coli C41 (DE3) cells
expressed in Escherichia coli DH11S cells
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expressed in Escherichia coli DH5alpha cells
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expressed in Escherichia coli JM109 (pJHF108)
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expressed in Escherichia coli JM109 cells
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expressed in Escherichia coli strain BL21Star
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expressed in Escherichia coli Top10F cells
expression in Escherichia coli
expression of His-tagged subunits alpha and beta and mutant variants in Escherichia coli strain C41 (DE3)
expression of His-tagged subunits alpha and beta and mutant variants in Escherichia coli strain C41(DE3)
gene cluster bphAaAbAcAd, genetic organization, the multicomponent enzyme components cannot be expressed in Escherichia coli actively due to lack of activity of the ferredoxin component in Escherichia coli involving codon usage bias. Therefore hybrid BphA gene derivatives are constructed by replacing ferredoxin and/or reductase components of RHA1 with those of Pseudomonas pseudoalcaligenes strain KF707. Expression of ferredoxin encoding gene bphAc in Escherichia coli strain Rosetta (DE3) pLacI resulting in an active protein
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genes bphAaAbAcAd, encoding the large and small subunits of the terminal oxygenase component and the ferredoxin and reductase subunits responsible for electron transfer from NADH to the large subunit. Functional expression Burkholderia sp. strain NK8 is only successful by combining the bphAaAbAcAd genes of RHA1 and bphA3A4 of Pseudomonas pseudoalcaligenes KF707, introduction of a plasmid containing the RHA1 bphAaAb and KF707 bphA3A4 genes plus the RHA1 bphB2C1D1 genes into strain NK8. The remaining enzyme genes involved in the transformation of biphenyl to benzoate, bphB2C1D1, which encodes dehydrogenase, ring-cleavage dioxygenase and hydrolase, confer activities to NK8, installation of the polychlorinated biphenyls degradation pathway, overview
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in Escherichia coli strain M15 and SG13009
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in Escherichia coli, strain BL21(DE3)
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in Escherichia coli, strain M15
-
in Escherichia coli, strains M15 and SG13009
-
in Pseudomonas putida strain KT2442
pET101[L11E10-bphAE] and pDB31[LB400-bphFGBC] cotransformed into Escherichia coli BL21 Star(DE3)
-
pET101[LB400-bphAE] and pDB31[LB400-bphFGBC] cotransformed into Escherichia coli BL21 Star(DE3)
-
the construction of appropriate hybrid genes may be used as a general strategy to overcome problems in obtaining heterologous biphenyl dioxygenase activities in Escherichia coli or other host organisms
the evolved bphA1 gene, in which nine amino acids from the Pseudomonas pseudoalcaligenes KF707 BphA1 are changed to those from the Burkholderia xenovorans LB400 BphA1 (M247I/H255Q/V258I/G268A/D303E/-313G/S324T/V325I/T376N), is expressed in Escherichia coli along with the bphA2A3A4 and bphB genes derived from strain KF707. This recombinant Escherichia coli cells convert biphenyl and several heterocyclic aromatic compounds into the highly hydroxylated products such as biphenyl-2,3,2',3'-tetraol (from biphenyl), 2-(2,3-dihydroxyphenyl)benzoxazole-4,5-diol (from 2-phenylbenzoxazole), and 2-(2,5-dihydroxyphenyl)benzoxazole-4,5-diol (from 2-(2-hydroxyphenyl)benzoxazole)
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tobacco plants transiently expressing BPDO
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