The Enzyme Database

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EC 3.5.99.13     
Accepted name: strictosidine synthase
Reaction: 3-α(S)-strictosidine + H2O = tryptamine + secologanin
For diagram of indole and ipecac alkaloid biosynthesis, click here
Other name(s): strictosidine synthetase; STR; 3-α(S)-strictosidine tryptamine-lyase; 3-α(S)-strictosidine tryptamine-lyase (secologanin-forming)
Systematic name: 3-α(S)-strictosidine tryptamine-hydrolase (secologanin-forming)
Comments: 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.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 69669-72-3
References:
1.  Treimer, J.K. and Zenk, M.H. Purification and properties of strictosidine synthase, the key enzyme in indole alkaloid formation. Eur. J. Biochem. 101 (1979) 225–233. [DOI] [PMID: 510306]
2.  Kutchan, T.M. Strictosidine: from alkaloid to enzyme to gene. Phytochemistry 32 (1993) 493–506. [DOI] [PMID: 7763429]
3.  de Waal, A., Meijer, A.H. and Verpoorte, R. Strictosidine synthase from Catharanthus roseus: purification and characterization of multiple forms. Biochem. J. 306 (1995) 571–580. [PMID: 7887913]
4.  Ruppert, M., Woll, J., Giritch, A., Genady, E., Ma, X. and Stöckigt, J. Functional expression of an ajmaline pathway-specific esterase from Rauvolfia in a novel plant-virus expression system. Planta 222 (2005) 888–898. [DOI] [PMID: 16133216]
5.  McCoy, E., Galan, M.C. and O'Connor, S.E. Substrate specificity of strictosidine synthase. Bioorg. Med. Chem. Lett. 16 (2006) 2475–2478. [DOI] [PMID: 16481164]
6.  Ma, X., Panjikar, S., Koepke, J., Loris, E. and Stöckigt, J. The structure of Rauvolfia serpentina strictosidine synthase is a novel six-bladed β-propeller fold in plant proteins. Plant Cell 18 (2006) 907–920. [DOI] [PMID: 16531499]
[EC 3.5.99.13 created 1990 as EC 4.3.3.2, transferred 2024 to EC 3.5.99.13]
 
 


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