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Literature summary for 5.5.1.32 extracted from

  • Li, S.; Lowell, A.N.; Yu, F.; Raveh, A.; Newmister, S.A.; Bair, N.; Schaub, J.M.; Williams, R.M.; Sherman, D.H.
    Hapalindole/ambiguine biogenesis is mediated by a cope rearrangement, C-C bond-forming cascade (2015), J. Am. Chem. Soc., 137, 15366-15369 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 5.5.1.32

Organism

Organism UniProt Comment Textmining
Fischerella ambigua A0A076N4W8
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Fischerella ambigua UTEX 19030 A0A076N4W8
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-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-geranyl-3-[(Z)-2-isocyanoethenyl]-1H-indole
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 Fischerella ambigua 12-epi-hapalindole U
-
 ?
3-geranyl-3-[(Z)-2-isocyanoethenyl]-1H-indole
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 Fischerella ambigua UTEX 19030 12-epi-hapalindole U
-
 ?

Synonyms

Synonyms Comment Organism
famC1
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 Fischerella ambigua

General Information

General Information Comment Organism
physiological function 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 Fischerella ambigua