ExplorEnz: EC 5.5.1.38

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5.5.1.38

Accepted name:

tabersonine synthase

Reaction:

dehydrosecodine = tabersonine

For diagram of mechanism, click here and for diagram of biosythesis of stemmadenine and related alkaloids, click here

Other name(s):

TS (gene name)

Systematic name:

dehydrosecodine cyclase (tabersonine-forming)

Comments:

The enzyme, characterized from the plant Catharanthus roseus (Madagascar periwinkle), is a carboxylesterase-like cyclase that catalyses a regio- and enantiodivergent [4+2] cycloaddition reaction to generate the aspidosperma scaffold of tabersonine. cf. EC 5.5.1.37, catharanthine synthase.

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc

References:

1.	Caputi, L., Franke, J., Farrow, S.C., Chung, K., Payne, R.ME., Nguyen, T.D., Dang, T.T., Soares Teto Carqueijeiro, I., Koudounas, K., Duge de Bernonville, T., Ameyaw, B., Jones, D.M., Vieira, I.JC., Courdavault, V. and O'Connor, S.E. Missing enzymes in the biosynthesis of the anticancer drug vinblastine in Madagascar periwinkle. Science 360 (2018) 1235–1239. [DOI] [PMID: 29724909]
2.	DeMars, M.D., 2nd and O'Connor, S.E. Evolution and diversification of carboxylesterase-like [4+2] cyclases in aspidosperma and iboga alkaloid biosynthesis. Proc. Natl. Acad. Sci. USA 121:e2318586121 (2024). [DOI] [PMID: 38319969]

[EC 5.5.1.38 created 2024]