EC Number | Application | Comment | Organism |
---|---|---|---|
4.2.1.B20 | synthesis | the onoceroid synthase function of BmeTC enables the synthesis of (+)-ambrein, a major constituent of ambergris that is difficult to obtain naturally, via a mutated squalene-hopene cyclase-catalyzed reaction from easily available squalene | Priestia megaterium |
EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.1.B20 | 3-deoxyachilleol A | Priestia megaterium | from squalene | (+)-ambrein | - |
? | |
4.2.1.B20 | 8alpha-hydroxypolypoda-13,17,21-triene | Priestia megaterium | the enzyme constructs the 6/6/6/6-tetracyclic scaffold baciterpenol A from the head-to-tail monocyclic tetraprenyl-betacurcumene as sesquarterpene cyclase, EC 4.2.1.137, and it also forms the 6/6/7/6/6-pentacyclic onoceranoxide and the 6/6 + 6/6-tetracyclic (1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]ethyl]decahydron from the tail-to-tail acyclic triterpene squalene via the 6/6-bicyclic intermediate 8alpha-hydroxypolypoda-13,17,21-triene | onoceranoxide + ((1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-{2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]ethyl}decahydronaphthalen-2-ol | ratio 64:36 | ? | |
4.2.1.B20 | additional information | Priestia megaterium | tetraprenyl-beta-curcumene cyclase from Bacillus megaterium is a bifunctional triterpene/sesquarterpene cyclase that converts head-to-tail tetraprenyl-beta-curcumene and tail-to-tail squalene into pentacyclic and bicyclic products, respectively, in vivo. BmeTC has an unprecedented catalytic function in cyclizing squalene from both termini and is an onoceroid synthase. The function of BmeTC enables the synthesis of (+)-ambrein | ? | - |
? | |
4.2.1.B20 | squalene + H2O | Priestia megaterium | - |
8alpha-hydroxypolypoda-13,17,21-triene | intermediate product | ? |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
4.2.1.B20 | Priestia megaterium | - |
- |
- |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.1.B20 | 3-deoxyachilleol A | from squalene | Priestia megaterium | (+)-ambrein | - |
? | |
4.2.1.B20 | 8alpha-hydroxypolypoda-13,17,21-triene | the enzyme constructs the 6/6/6/6-tetracyclic scaffold baciterpenol A from the head-to-tail monocyclic tetraprenyl-betacurcumene as sesquarterpene cyclase, EC 4.2.1.137, and it also forms the 6/6/7/6/6-pentacyclic onoceranoxide and the 6/6 + 6/6-tetracyclic (1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]ethyl]decahydron from the tail-to-tail acyclic triterpene squalene via the 6/6-bicyclic intermediate 8alpha-hydroxypolypoda-13,17,21-triene | Priestia megaterium | onoceranoxide + ((1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-{2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]ethyl}decahydronaphthalen-2-ol | ratio 64:36 | ? | |
4.2.1.B20 | additional information | tetraprenyl-beta-curcumene cyclase from Bacillus megaterium is a bifunctional triterpene/sesquarterpene cyclase that converts head-to-tail tetraprenyl-beta-curcumene and tail-to-tail squalene into pentacyclic and bicyclic products, respectively, in vivo. BmeTC has an unprecedented catalytic function in cyclizing squalene from both termini and is an onoceroid synthase. The function of BmeTC enables the synthesis of (+)-ambrein | Priestia megaterium | ? | - |
? | |
4.2.1.B20 | additional information | symmetric and asymmetric onoceroids can be biosynthesized by a single enzyme via an intermediate cyclized at one terminus of squalene | Priestia megaterium | ? | - |
? | |
4.2.1.B20 | squalene + H2O | - |
Priestia megaterium | 8alpha-hydroxypolypoda-13,17,21-triene | intermediate product | ? |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
4.2.1.B20 | BmeTC | - |
Priestia megaterium |
4.2.1.B20 | onoceroid synthase | - |
Priestia megaterium |
EC Number | General Information | Comment | Organism |
---|---|---|---|
4.2.1.B20 | metabolism | onoceroids are triterpenoids biosynthesized from squalene or (3S)-2,3-oxidosqualene by cyclization from both termini | Priestia megaterium |