IUBMB Enzyme Nomenclature


Accepted name: 12-epi-hapalindole U synthase

Reaction: 3-geranyl-3-[(Z)-2-isocyanoethenyl]-1H-indole = 12-epi-hapalindole U

For diagram of reaction click here.

Glossary: 12-epi-hapalindole H = (6aR,9S,10R,10aR)-9-ethenyl-1-isocyano-6,6,9-trimethyl-2,6,6a,7,8,9,10,10a-decahydronaphtho[1,2,3-cd]indole

Other name(s): famC1 (gene name); HpiC1 (gene name)

Systematic name: 3-geranyl-3-[(Z)-2-isocyanoethenyl]-1H-indole cyclase (12-epi-hapalindole U-forming)

Comments: The enzyme, characterized from the cyanobacterium Fischerella ambigua UTEX 1903, forms the core structure of the 12-epi-hapalindole family of alkaloids.

Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:


1. Li, S., Lowell, A.N., Yu, F., Raveh, A., Newmister, S.A., Bair, N., Schaub, J.M., Williams, R.M. and Sherman, D.H. Hapalindole/ambiguine biogenesis Is mediated by a Cope rearrangement, C-C bond-forming cascade. J. Am. Chem. Soc. 137 (2015) 15366-15369. [PMID: 26629885]

[EC created 2018]

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