KEGG ENZYME: 3.1.1.78

ENZYME: 3.1.1.78

Entry

EC 3.1.1.78                 Enzyme

Name

polyneuridine-aldehyde esterase;
polyneuridine aldehyde esterase;
PNAE

Class

Hydrolases;
Acting on ester bonds;
Carboxylic-ester hydrolases

Sysname

polyneuridine aldehyde hydrolase (decarboxylating)

Reaction(IUBMB)

polyneuridine aldehyde + H2O = 16-epivellosimine + CO2 + methanol [RN:R05825]

Reaction(KEGG)

R05825

Substrate

polyneuridine aldehyde [CPD:C11632];
H2O [CPD:C00001]

Product

16-epivellosimine [CPD:C11633];
CO2 [CPD:C00011];
methanol [CPD:C00132]

Comment

Following hydrolysis of this indole alkaloid ester the carboxylic acid decarboxylates spontaneously giving the sarpagan skeleton. The enzyme also acts on akuammidine aldehyde (the 16-epimer of polyneuridine aldehyde).

History

EC 3.1.1.78 created 2002

Pathway

ec00901

Indole alkaloid biosynthesis

ec01100

Metabolic pathways

ec01110

Biosynthesis of secondary metabolites

Orthology

K08233

polyneuridine-aldehyde esterase

Reference

1 [PMID:17404987]

Authors

Pfitzner A, Stockigt J

Title

Characterization of polyneuridine aldehyde esterase, a key enzyme in the biosynthesis of sarpagine/ajmaline type alkaloids.

Journal

Planta Med 48:221-7 (1983)
DOI:10.1055/s-2007-969924

Reference

Authors

Pfitzner A, Stockigt J.

Title

Polyneuridine aldehyde esterase: an unusual specific enzyme involved in the biosynthesis of sarpagine type alkaloids.

Journal

J Chem Soc Chem Commun 459-460 (1983)

Reference

3 [PMID:10691977]

Authors

Dogru E, Warzecha H, Seibel F, Haebel S, Lottspeich F, Stockigt J

Title

The gene encoding polyneuridine aldehyde esterase of monoterpenoid indole alkaloid biosynthesis in plants is an ortholog of the alpha/betahydrolase super family.

Journal

Eur J Biochem 267:1397-406 (2000)
DOI:10.1046/j.1432-1327.2000.01136.x

Sequence

[ag:AAF22288]

Reference

4 [PMID:12071952]

Authors

Mattern-Dogru E, Ma X, Hartmann J, Decker H, Stockigt J

Title

Potential active-site residues in polyneuridine aldehyde esterase, a central enzyme of indole alkaloid biosynthesis, by modelling and site-directed mutagenesis.

Journal

Eur J Biochem 269:2889-96 (2002)
DOI:10.1046/j.1432-1033.2002.02956.x

Sequence

[ag:AAF22288]

Other DBs

ExplorEnz - The Enzyme Database:

3.1.1.78

IUBMB Enzyme Nomenclature:

3.1.1.78

ExPASy - ENZYME nomenclature database:

3.1.1.78

BRENDA, the Enzyme Database:

3.1.1.78

CAS:	87041-55-2

DBGET integrated database retrieval system