Reaction: 3-geranyl-3-[(Z)-2-isocyanoethenyl]-1H-indole = hapalindole H
For diagram of reaction click here.
Glossary: hapalindole H = (6aR,9R,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): famC2 (gene name); famC3 (gene name)
Systematic name: 3-geranyl-3-[(Z)-2-isocyanoethenyl]-1H-indole cyclase (hapalindole H-forming)
Comments: The enzyme, characterized from the cyanobacterium Fischerella ambigua UTEX 1903, forms the core structure of the hapalindole family of alkaloids. The enzyme is a heterodimeric complex.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:
References:
1. Li, S., Lowell, A.N., Newmister, S.A., Yu, F., Williams, R.M. and Sherman, D.H. Decoding cyclase-dependent assembly of hapalindole and fischerindole alkaloids. Nat. Chem. Biol. 13 (2017) 467-469. [PMID: 28288107]