EC Number | Application | Comment | Organism |
---|---|---|---|
4.2.3.146 | synthesis | in vivo CotB2 W288G reconstitution in an Escherichia coli based terpene production system allows efficient production of (1R,3E,7E,11S,12S)-3,7,18-dolabellatriene, which displays antibacterial activity against multi-drug resistant Staphylococcus aureus (MRSA) | Streptomyces melanosporofaciens |
EC Number | Cloned (Comment) | Organism |
---|---|---|
4.2.3.146 | gene cotB2, recombinant expression of His-tagged wild-type and mutant enzymes in Escherichia coli strain BL21(DE3) | Streptomyces melanosporofaciens |
EC Number | Protein Variants | Comment | Organism |
---|---|---|---|
4.2.3.146 | additional information | epoxidation of product (1R,3E,7E,11S,12S)-3,7,18-dolabellatriene from mutant CotB2 W288G by acetic peracid, which is formed in situ by a lipase catalyzed reaction of acetic acid with H2O2, provides efficient access to two monooxidized dolabellanes and to a di-epoxidated dolabellane species. These compounds might act as synthons en-route to other dolabellanes with diversified bioactivities. Almost quantitative 3,7,18-dolabellatriene conversion into the non-natural compound (1R,3E,7E,11S,12S,18R)-dolabella-3,7-diene-20-ol by hydroboration-oxidation with an enantiomeric excess of 94%. Molecular docking of (1R,3E,7E,11S,12S)-3,7,18-dolabellatriene in the P450BM3_F87A and P450BM3_F87A/A328L active site of hydroxylase P450BM3 derived from Bacillus megaterium | Streptomyces melanosporofaciens |
4.2.3.146 | W288G | site-directed mutagenesis, the mutant produces (1R,3E,7E,11S,12S)-3,7,18-dolabellatriene instead of the native product cyclooctat-9-en-7-ol. In vivo CotB2 W288G reconstitution in an Escherichia coli based terpene production system, allows efficient production of this olefinic macrocycle | Streptomyces melanosporofaciens |
EC Number | Metals/Ions | Comment | Organism | Structure |
---|---|---|---|---|
4.2.3.146 | Mg2+ | required | Streptomyces melanosporofaciens |
EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.3.146 | geranylgeranyl diphosphate + H2O | Streptomyces melanosporofaciens | - |
cyclooctat-9-en-7-ol + diphosphate | - |
? | |
4.2.3.146 | geranylgeranyl diphosphate + H2O | Streptomyces melanosporofaciens MI614-43F2 | - |
cyclooctat-9-en-7-ol + diphosphate | - |
? |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
4.2.3.146 | Streptomyces melanosporofaciens | C9K1X5 | - |
- |
4.2.3.146 | Streptomyces melanosporofaciens MI614-43F2 | C9K1X5 | - |
- |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.3.146 | geranylgeranyl diphosphate + H2O | - |
Streptomyces melanosporofaciens | cyclooctat-9-en-7-ol + diphosphate | - |
? | |
4.2.3.146 | geranylgeranyl diphosphate + H2O | - |
Streptomyces melanosporofaciens MI614-43F2 | cyclooctat-9-en-7-ol + diphosphate | - |
? |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
4.2.3.146 | CotB2 | - |
Streptomyces melanosporofaciens |