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1.14.14.176: taxadiene 5alpha-hydroxylase

This is an abbreviated version!
For detailed information about taxadiene 5alpha-hydroxylase, go to the full flat file.

Word Map on EC 1.14.14.176

Reaction

taxa-4,11-diene
+
[reduced NADPH-hemoprotein reductase]
+
O2
=
taxa-4(20),11-dien-5alpha-ol
+
[oxidized NADPH-hemoprotein reductase]
+
H2O

Synonyms

5alphaCYP, CYP725A4, EC 1.14.99.37, oxygenase, taxadiene 5-mono-, taxa-4(5),11(12)-diene 5-hydroxylase, taxa-4(5),11(12)-diene 5alpha-hydroxylase, taxadien-5alpha-hydroxylase, taxadiene 5-hydroxylase, taxadiene 5-monooxygenase, taxadiene synthase, taxadiene-5alpha-hydroxylase

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.14.176 taxadiene 5alpha-hydroxylase

Reference

Reference on EC 1.14.14.176 - taxadiene 5alpha-hydroxylase

Please use the Reference Search for a specific query.
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Wheeler, A.L.; Long, R.M.; Ketchum, R.E.B.; Rithner, C.D.; Williams, R.M.; Croteau, R.
Taxol biosynthesis: differential transformations of taxadien-5alpha-ol and its acetate ester by cytochrome P450 hydroxylases from Taxus suspension cells
Arch. Biochem. Biophys.
390
265-278
2001
Taxus cuspidata
Manually annotated by BRENDA team
Hefner, J.; Rubenstein, S.M.; Ketchum, R.E.B.; Gibson, D.M.; Williams, R.M.; Croteau, R.
Cytochrome P450-catalyzed hydroxylation of taxa-4(5),11(12)-diene to taxa-4(20),11(12)-dien-5alpha-ol: the first oxygenation step in taxol biosynthesis
Chem. Biol.
3
479-489
1996
Taxus brevifolia, Taxus cuspidata
Manually annotated by BRENDA team
Walker, K.; Croteau, R.
Taxol biosynthetic genes
Phytochemistry
58
1-7
2001
Taxus brevifolia, Taxus cuspidata
Manually annotated by BRENDA team
Jennewein, S.; Long, R.M.; Williams, R.M.; Croteau, R.
Cytochrome p450 taxadiene 5alpha-hydroxylase, a mechanistically unusual monooxygenase catalyzing the first oxygenation step of taxol biosynthesis
Chem. Biol.
11
379-387
2004
Taxus cuspidata (Q6WG30)
Manually annotated by BRENDA team
Rontein, D.; Onillon, S.; Herbette, G.; Lesot, A.; Werck-Reichhart, D.; Sallaud, C.; Tissier, A.
CYP725A4 from yew catalyzes complex structural rearrangement of taxa-4(5),11(12)-diene into the yclic ether 5(12)-oxa-3(11)-cyclotaxane
J. Biol. Chem.
283
6067-6075
2008
Taxus cuspidata (Q6WG30)
Manually annotated by BRENDA team
Biggs, B.W.; Rouck, J.E.; Kambalyal, A.; Arnold, W.; Lim, C.G.; De Mey, M.; ONeil-Johnson, M.; Starks, C.M.; Das, A.; Ajikumar, P.K.
Orthogonal assays clarify the oxidative biochemistry of taxol P450 CYP725A4
ACS Chem. Biol.
11
1445-1451
2016
Taxus brevifolia
Manually annotated by BRENDA team
Edgar, S.; Zhou, K.; Qiao, K.; King, J.R.; Simpson, J.H.; Stephanopoulos, G.
Mechanistic insights into taxadiene epoxidation by taxadiene-5alpha-hydroxylase
ACS Chem. Biol.
11
460-469
2016
Taxus cuspidata (Q6WG30)
Manually annotated by BRENDA team
Edgar, S.; Li, F.S.; Qiao, K.; Weng, J.K.; Stephanopoulos, G.
Engineering of taxadiene synthase for improved selectivity and yield of a key taxol biosynthetic intermediate
ACS Synth. Biol.
6
201-205
2017
Taxus sp.
Manually annotated by BRENDA team
Sagwan-Barkdoll, L.; Anterola, A.M.
Taxadiene-5alpha-ol is a minor product of CYP725A4 when expressed in Escherichia coli
Biotechnol. Appl. Biochem.
65
294-305
2018
Taxus cuspidata (Q6WG30), Taxus cuspidata
Manually annotated by BRENDA team
Rouck, J.E.; Biggs, B.W.; Kambalyal, A.; Arnold, W.R.; De Mey, M.; Ajikumar, P.K.; Das, A.
Heterologous expression and characterization of plant taxadiene-5alpha-hydroxylase (CYP725A4) in Escherichia coli
Protein Expr. Purif.
132
60-67
2017
Taxus cuspidata (Q6WG30)
Manually annotated by BRENDA team
Walls, L.E.; Malci, K.; Nowrouzi, B.; Li, R.; d'Espaux, L.; Wong, J.; Dennis, J.A.; Semiao, A.J.C.; Wallace, S.; Martinez, J.L.; Keasling, J.D.; Rios-Solis, L.
Optimising the biosynthesis of oxygenated and acetylated taxol precursors in Saccharomyces cerevisiae using advanced bioprocessing strategies
Biotechnol. Bioeng.
118
279-293
2020
Taxus cuspidata (Q6WG30)
Manually annotated by BRENDA team
Li, J.; Mutanda, I.; Wang, K.; Yang, L.; Wang, J.; Wang, Y.
Chloroplastic metabolic engineering coupled with isoprenoid pool enhancement for committed taxanes biosynthesis in Nicotiana benthamiana
Nat. Commun.
10
4850
2019
Taxus cuspidata (Q6WG30)
Manually annotated by BRENDA team