| EC |
5.5.1.31 |
| Accepted name: |
hapalindole H synthase |
| Reaction: |
3-geranyl-3-[(Z)-2-isocyanoethenyl]-1H-indole = hapalindole H |
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For diagram of Hapalindole/Fischerindole biosynthesis, 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
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| 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 |
| 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. [DOI] [PMID: 28288107] |
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| [EC 5.5.1.31 created 2018] |
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| EC |
5.5.1.32 |
| Accepted name: |
12-epi-hapalindole U synthase |
| Reaction: |
3-geranyl-3-[(Z)-2-isocyanoethenyl]-1H-indole = 12-epi-hapalindole U |
|
For diagram of Hapalindole/Fischerindole biosynthesis, 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 |
| References: |
| 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. [DOI] [PMID: 26629885] |
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| [EC 5.5.1.32 created 2018] |
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