KEGG ENZYME: 1.14.14.194

ENZYME: 1.14.14.194

Entry

EC 1.14.14.194              Enzyme

Name

ecgonone synthase;
CYP81AN15;
CYP82M3

Class

Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor

Sysname

(S)-4(1-methylpyrrolidin-2-yl)-3-oxobutanoate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (ecgonone-forming)

Reaction(IUBMB)

(S)-4(1-methylpyrrolidin-2-yl)-3-oxobutanoate + [reduced NADPH---hemoprotein reductase] + O2 = ecgonone + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R13495]

Reaction(KEGG)

R13495;
(other) R13546

Substrate

(S)-4(1-methylpyrrolidin-2-yl)-3-oxobutanoate;
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]

Product

ecgonone [CPD:C23036];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]

Comment

A cytochrome P450 (heme thiolate) enzyme that has been isolated from the plants Atropa belladonna, Erythroxylum novogranatense and Anisodus acutangulus. It participates in biosynthesis of assorted tropane alkaloids.

History

EC 1.14.14.194 created 2025

Pathway

ec00960

Tropane, piperidine and pyridine alkaloid biosynthesis

Orthology

K25581

ecgonone synthase

K28354

ecgonone synthase

Genes

SLY:	101256720 101264988

SPEN:

107001763 107032483

SOT:

102595151

SSTN:

125864932 125865406

SDUL:

129876576 129877096

CANN:

107854582 107860624

LBB:	132605462 132609369 132636906 132640729

NTA:	107810711(CYP82M1v1) 107822970

NSY:

104246960

NTO:

104108880

NAU:

109235450

» show all

Reference

1 [PMID:30538251]

Authors

Bedewitz MA, Jones AD, D'Auria JC, Barry CS.

Title

Tropinone synthesis via an atypical polyketide synthase and P450-mediated cyclization.

Journal

Nat Commun 9:5281 (2018)
DOI:10.1038/s41467-018-07671-3

Sequence

[ag:AYU65303]

Reference

2 [PMID:36376019]

Authors

Wang YJ, Huang JP, Tian T, Yan Y, Chen Y, Yang J, Chen J, Gu YC, Huang SX.

Title

Discovery and Engineering of the Cocaine Biosynthetic Pathway.

Journal

J Am Chem Soc 144:22000-22007 (2022)
DOI:10.1021/jacs.2c09091

Sequence

[ag:WAA27646]

Reference

3 [PMID:37068250]

Authors

Wang YJ, Tain T, Yu JY, Li J, Xu B, Chen J, D'Auria JC, Huang JP, Huang SX.

Title

Genomic and structural basis for evolution of tropane alkaloid biosynthesis.

Journal

Proc Natl Acad Sci U S A 120:e2302448120 (2023)
DOI:10.1073/pnas.2302448120

Other DBs

ExplorEnz - The Enzyme Database:

1.14.14.194

IUBMB Enzyme Nomenclature:

1.14.14.194

ExPASy - ENZYME nomenclature database:

1.14.14.194

BRENDA, the Enzyme Database:

1.14.14.194

All links

No link information was found.

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