KEGG   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
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
2
  Authors
Pfitzner, A. and 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
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
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

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