Any feedback?
Literature summary extracted from
- Mechanistic investigations of two bacterial diterpene cyclases: spiroviolene synthase and tsukubadiene synthase (2017), Angew. Chem. Int. Ed. Engl., 56, 2776-2779.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 4.2.3.158 | cloned into the expression vector pYEExpress | Streptomyces violens |
| 4.2.3.159 | expression in Escherichia coli | Streptomyces tsukubensis |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 4.2.3.158 | geranylgeranyl diphosphate | Streptomyces violens | - |
(-)-spiroviolene + diphosphate | - |
? |  |
| 4.2.3.158 | geranylgeranyl diphosphate | Streptomyces violens NRRL ISP-5597 | - |
(-)-spiroviolene + diphosphate | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 4.2.3.158 | Allokutzneria albata | A0A1G9TH01 | - |
- |
| 4.2.3.158 | Allokutzneria albata NRRL B-24461 | A0A1G9TH01 | - |
- |
| 4.2.3.158 | Streptomyces ambofaciens | - |
UniParc: UPI00069D7986 | - |
| 4.2.3.158 | Streptomyces ambofaciens ATCC 23877 | - |
UniParc: UPI00069D7986 | - |
| 4.2.3.158 | Streptomyces ochraceiscleroticus | - |
UniParc: UPI0004C5E0B8 | - |
| 4.2.3.158 | Streptomyces ochraceiscleroticus NRRL ISP-5594 | - |
UniParc: UPI0004C5E0B8 | - |
| 4.2.3.158 | Streptomyces sclerotialus | - |
UniParc: UPI0004C53AD1 | - |
| 4.2.3.158 | Streptomyces sclerotialus NRRL ISP-5269 | - |
UniParc: UPI0004C53AD1 | - |
| 4.2.3.158 | Streptomyces violens | - |
UniParc: UPI0004BE9F6E | - |
| 4.2.3.158 | Streptomyces violens NRRL ISP-5597 | - |
UniParc: UPI0004BE9F6E | - |
| 4.2.3.159 | Streptomyces tsukubensis | I2N045 | - |
- |
| 4.2.3.159 | Streptomyces tsukubensis NRRL 18488 | I2N045 | - |
- |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 4.2.3.158 | recombinant protein | Streptomyces violens |
| 4.2.3.159 | - |
Streptomyces tsukubensis |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 4.2.3.158 | geranylgeranyl diphosphate | - |
Streptomyces violens | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | (-)-spiroviolene i.e. (2R,3a'S,3b'R,5R,6a'R)-2,4',4',5,6a'-pentamethyl-2',3',3a',3b',4',5',6',6a'-octahydrospiro[cyclopentane-1,1'-cyclopenta[a]pentalene] | Allokutzneria albata | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | (-)-spiroviolene i.e. (2R,3a'S,3b'R,5R,6a'R)-2,4',4',5,6a'-pentamethyl-2',3',3a',3b',4',5',6',6a'-octahydrospiro[cyclopentane-1,1'-cyclopenta[a]pentalene] | Streptomyces ochraceiscleroticus | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | (-)-spiroviolene i.e. (2R,3a'S,3b'R,5R,6a'R)-2,4',4',5,6a'-pentamethyl-2',3',3a',3b',4',5',6',6a'-octahydrospiro[cyclopentane-1,1'-cyclopenta[a]pentalene] | Streptomyces sclerotialus | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | (-)-spiroviolene i.e. (2R,3a'S,3b'R,5R,6a'R)-2,4',4',5,6a'-pentamethyl-2',3',3a',3b',4',5',6',6a'-octahydrospiro[cyclopentane-1,1'-cyclopenta[a]pentalene]. For the geminal methyl groups C16 and C17 of geranylgeranyl diphosphate the enzyme shows a strictly controlled stereochemical course, as observed for most terpene cyclases. No activity with geranyl diphosphate and farnesyl diphosphate | Streptomyces violens | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | ()-spiroviolene i.e. (2R,3a'S,3b'R,5R,6a'R)-2,4',4',5,6a'-pentamethyl-2',3',3a',3b',4',5',6',6a'-octahydrospiro[cyclopentane-1,1'-cyclopenta[a]pentalene] | Streptomyces ambofaciens | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | (-)-spiroviolene i.e. (2R,3a'S,3b'R,5R,6a'R)-2,4',4',5,6a'-pentamethyl-2',3',3a',3b',4',5',6',6a'-octahydrospiro[cyclopentane-1,1'-cyclopenta[a]pentalene] | Streptomyces ochraceiscleroticus NRRL ISP-5594 | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | - |
Streptomyces violens NRRL ISP-5597 | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | (-)-spiroviolene i.e. (2R,3a'S,3b'R,5R,6a'R)-2,4',4',5,6a'-pentamethyl-2',3',3a',3b',4',5',6',6a'-octahydrospiro[cyclopentane-1,1'-cyclopenta[a]pentalene]. For the geminal methyl groups C16 and C17 of geranylgeranyl diphosphate the enzyme shows a strictly controlled stereochemical course, as observed for most terpene cyclases. No activity with geranyl diphosphate and farnesyl diphosphate | Streptomyces violens NRRL ISP-5597 | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | ()-spiroviolene i.e. (2R,3a'S,3b'R,5R,6a'R)-2,4',4',5,6a'-pentamethyl-2',3',3a',3b',4',5',6',6a'-octahydrospiro[cyclopentane-1,1'-cyclopenta[a]pentalene] | Streptomyces ambofaciens ATCC 23877 | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | (-)-spiroviolene i.e. (2R,3a'S,3b'R,5R,6a'R)-2,4',4',5,6a'-pentamethyl-2',3',3a',3b',4',5',6',6a'-octahydrospiro[cyclopentane-1,1'-cyclopenta[a]pentalene] | Allokutzneria albata NRRL B-24461 | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.158 | geranylgeranyl diphosphate | (-)-spiroviolene i.e. (2R,3a'S,3b'R,5R,6a'R)-2,4',4',5,6a'-pentamethyl-2',3',3a',3b',4',5',6',6a'-octahydrospiro[cyclopentane-1,1'-cyclopenta[a]pentalene] | Streptomyces sclerotialus NRRL ISP-5269 | (-)-spiroviolene + diphosphate | - |
? | |
| 4.2.3.159 | geranylgeranyl diphosphate | tsukubadiene i.e. (1S,3aS,5Z,7aS,10aR,11Z)-1,5,8,8,10a-pentamethyl-2,3,3a,4,7,7a,8,9,10,10a-decahydro-1H-dicyclopenta[a,d][9]annulene. No activity with geranyl diphosphate and farnesyl diphosphate. Cyclization mechanism: The first elementary reaction proceeds by 1,11-Si-cyclization of geranylgeranyl diphosphate. In this step, the same absolute configuration at C11 is installed and is not changed during the further process | Streptomyces tsukubensis | tsukubadiene + diphosphate | - |
? | |
| 4.2.3.159 | geranylgeranyl diphosphate | tsukubadiene i.e. (1S,3aS,5Z,7aS,10aR,11Z)-1,5,8,8,10a-pentamethyl-2,3,3a,4,7,7a,8,9,10,10a-decahydro-1H-dicyclopenta[a,d][9]annulene. No activity with geranyl diphosphate and farnesyl diphosphate. Cyclization mechanism: The first elementary reaction proceeds by 1,11-Si-cyclization of geranylgeranyl diphosphate. In this step, the same absolute configuration at C11 is installed and is not changed during the further process | Streptomyces tsukubensis NRRL 18488 | tsukubadiene + diphosphate | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 4.2.3.158 | SvS | - |
Streptomyces ambofaciens |
| 4.2.3.158 | SvS | - |
Allokutzneria albata |
| 4.2.3.158 | SvS | - |
Streptomyces violens |
| 4.2.3.158 | SvS | - |
Streptomyces ochraceiscleroticus |
| 4.2.3.158 | SvS | - |
Streptomyces sclerotialus |
| 4.2.3.159 | TdS | - |
Streptomyces tsukubensis |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 4.2.3.158 | 28 | - |
assay at | Streptomyces violens |
Use of this online version of BRENDA is free under the CC BY 4.0 license. See terms of use for full details.
Release 2023.1 (January 2023)
Legal
Curated at
Member of
