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ENZYME

ENZYME entry: EC 5.5.1.36

PURL: https://purl.expasy.org/enzyme/EC/5.5.1.36
Accepted Name
hapalindole U synthase
Reaction catalysed
3-geranyl-3-[(Z)-2-isocyanoethenyl]-1H-indole = hapalindole U
Comment(s)
  • Requires Ca(2+).
  • The enzyme, which belongs to the Stig cyclases, has been characterized from multiple species of the cyanobacterial genera Fischerella and Westiellopsis.
  • Stig cyclases catalyze a three step process including a Cope rearrangement, 6-exo-trig cyclization and electrophilic aromatic substitution.
  • The enzyme is a heterodimer of two different proteins (AmbU1 and AmbU4). On their own, AmbU1 catalyzes a different reaction, producing 12-epi-hapalindole U (cf. EC 5.5.1.32) while AmbU4 appears to be inactive.
  • Formation of hapalindole U leads to the biosynthesis of additional terpenoid indole alkaloids such as hapalindole G, ambiguine H, and ambiguine A.
Cross-references
BRENDA5.5.1.36
EC2PDB5.5.1.36
ExplorEnz5.5.1.36
KEGG Ligand Database for Enzyme Nomenclature5.5.1.36
IUBMB Enzyme Nomenclature5.5.1.36
MEDLINEFind literature relating to 5.5.1.36
MetaCyc5.5.1.36
Rhea expert-curated reactions5.5.1.36

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All ENZYME / UniProtKB/Swiss-Prot entries corresponding to 5.5.1.-
All ENZYME / UniProtKB/Swiss-Prot entries corresponding to 5.5.-.-
All ENZYME / UniProtKB/Swiss-Prot entries corresponding to 5.-.-.-