The enzyme, characterized from the cyanobacterium Fischerella ambigua UTEX 1903, forms the core structure of the 12-epi-hapalindole family of alkaloids.
The enzyme, characterized from the cyanobacterium Fischerella ambigua UTEX 1903, forms the core structure of the 12-epi-hapalindole family of alkaloids.
aromatic prenyltransferase FamD2 and FamC1 act in concert to form the tetracyclic core ring system of the hapalindoles from cis-indole isonitrile and geranyl diphosphate through a presumed biosynthetic Cope rearrangement and subsequent 6-exo-trig cyclization/electrophilic aromatic substitution reaction
aromatic prenyltransferase FamD2 and FamC1 act in concert to form the tetracyclic core ring system of the hapalindoles from cis-indole isonitrile and geranyl diphosphate through a presumed biosynthetic Cope rearrangement and subsequent 6-exo-trig cyclization/electrophilic aromatic substitution reaction
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CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
wild-type and mutants W73M/K132M, Y101F, Y101S, F138S, and Y101F/F138S. enzyme is a dimer with two calcium ions per monomer and with the active sites located at the distal ends of the protein dimer
substitution to the corresponding serine residue from FimC5, mutant produces a mixture of wild-type major product, hapalindole, and the FimC5 major product, fischerindole
substitution to the corresponding residues from FimC5, mutant produces a mixture of wild-type major product, hapalindole, and the FimC5 major product, fischerindole
Discovery of a calcium-dependent enzymatic cascade for the selective assembly of hapalindole-type alkaloids on the biosynthetic origin of hapalindole U
Angew. Chem. Int. Ed. Engl.
56
9062-9066
2017
Fischerella ambigua (V5TDH6 and A0A076N4W8), Fischerella ambigua UTEX 1903 (V5TDH6 and A0A076N4W8)
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History
Enzyme Nomenclature
5.5.1.32 12-epi-hapalindole U synthase
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