KEGG   ENZYME: 3.5.99.13
Entry
EC 3.5.99.13                Enzyme                                 
Name
strictosidine synthase;
strictosidine synthetase;
STR;
3-alpha(S)-strictosidine tryptamine-lyase;
3-alpha(S)-strictosidine tryptamine-lyase (secologanin-forming)
Class
Hydrolases;
Acting on carbon-nitrogen bonds, other than peptide bonds;
In other compounds
Sysname
3-alpha(S)-strictosidine tryptamine-hydrolase (secologanin-forming)
Reaction(IUBMB)
3-alpha(S)-strictosidine + H2O = tryptamine + secologanin [RN:R03738]
Reaction(KEGG)
R03738
Substrate
3-alpha(S)-strictosidine [CPD:C03470];
H2O [CPD:C00001]
Product
tryptamine [CPD:C00398];
secologanin [CPD:C01852]
Comment
Catalyses a Pictet-Spengler reaction between the aldehyde group of secologanin and the amino group of tryptamine [4,5]. Involved in the biosynthesis of the monoterpenoid indole alkaloids.
History
EC 3.5.99.13 created 1990 as EC 4.3.3.2, transferred 2024 to EC 3.5.99.13
Pathway
ec00901  Indole alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K01757  strictosidine synthase
Genes
ATH: AT1G74000(SS3) AT1G74010 AT1G74020(SS2)
ALY: 9323583 9325020 9325021
CRB: 111828550 17895532 17896456
CSAT: 104702105 104702108 104713027 104713028 104713029 104713030 104751270 104751271 104751272
EUS: EUTSA_v10018851mg EUTSA_v10018854mg EUTSA_v10019730mg
BRP: 103830721 103831875 103831876 103852873 103852875 103852877
BNA: 106357248 106357249 106379410 106379413 106379465 106379467 106381362 106403770 106403773 106405344 106411924 106414096 106414626 111212904 125581726 125601147 125601148
BOE: 106299100 106299368 106299590 106299599 106322831 106325777 106326024
RSZ: 108816729 108816754 108816770 108817529 108824205 108840604 108840993 108858470
THJ: 104808295
Reference
1  [PMID:510306]
  Authors
Treimer JF, Zenk MH.
  Title
Purification and properties of strictosidine synthase, the key enzyme in indole alkaloid formation.
  Journal
Eur J Biochem 101:225-33 (1979)
DOI:10.1111/j.1432-1033.1979.tb04235.x
Reference
2  [PMID:7763429]
  Authors
Kutchan TM.
  Title
Strictosidine: from alkaloid to enzyme to gene.
  Journal
Phytochemistry 32:493-506 (1993)
DOI:10.1016/S0031-9422(00)95128-8
Reference
3  [PMID:7887913]
  Authors
de Waal A, Meijer AH, Verpoorte R.
  Title
Strictosidine synthase from Catharanthus roseus: purification and characterization of multiple forms.
  Journal
Biochem J 306 ( Pt 2):571-80 (1995)
DOI:10.1042/bj3060571
Reference
4  [PMID:16133216]
  Authors
Ruppert M, Woll J, Giritch A, Genady E, Ma X, Stockigt J
  Title
Functional expression of an ajmaline pathway-specific esterase from Rauvolfia in a novel plant-virus expression system.
  Journal
Planta 222:888-98 (2005)
DOI:10.1007/s00425-005-0031-0
Reference
5  [PMID:16481164]
  Authors
McCoy E, Galan MC, O'Connor SE.
  Title
Substrate specificity of strictosidine synthase.
  Journal
Bioorg Med Chem Lett 16:2475-8 (2006)
DOI:10.1016/j.bmcl.2006.01.098
Reference
6  [PMID:16531499]
  Authors
Ma X, Panjikar S, Koepke J, Loris E, Stockigt J.
  Title
The structure of Rauvolfia serpentina strictosidine synthase is a novel six-bladed beta-propeller fold in plant proteins.
  Journal
Plant Cell 18:907-20 (2006)
DOI:10.1105/tpc.105.038018
  Sequence
[ag:CAA44208 CAA37671]
Other DBs
ExplorEnz - The Enzyme Database: 3.5.99.13
IUBMB Enzyme Nomenclature: 3.5.99.13
ExPASy - ENZYME nomenclature database: 3.5.99.13
BRENDA, the Enzyme Database: 3.5.99.13
CAS: 69669-72-3
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