KEGG   ENZYME: 3.1.1.78Help
Entry
EC 3.1.1.78                 Enzyme                                 

Name
polyneuridine-aldehyde esterase;
polyneuridine aldehyde esterase;
PNAE
Class
Hydrolases;
Acting on ester bonds;
Carboxylic-ester hydrolases
BRITE hierarchy
Sysname
polyneuridine aldehyde hydrolase (decarboxylating)
Reaction(IUBMB)
polyneuridine aldehyde + H2O = 16-epivellosimine + CO2 + methanol [RN:R05825]
Reaction(KEGG)
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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