Application | Comment | Organism |
---|---|---|
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 |
Cloned (Comment) | Organism |
---|---|
gene cotB2, recombinant expression of His-tagged wild-type and mutant enzymes in Escherichia coli strain BL21(DE3) | Streptomyces melanosporofaciens |
Protein Variants | Comment | Organism |
---|---|---|
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 |
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 |
Metals/Ions | Comment | Organism | Structure |
---|---|---|---|
Mg2+ | required | Streptomyces melanosporofaciens |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
geranylgeranyl diphosphate + H2O | Streptomyces melanosporofaciens | - |
cyclooctat-9-en-7-ol + diphosphate | - |
? | |
geranylgeranyl diphosphate + H2O | Streptomyces melanosporofaciens MI614-43F2 | - |
cyclooctat-9-en-7-ol + diphosphate | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Streptomyces melanosporofaciens | C9K1X5 | - |
- |
Streptomyces melanosporofaciens MI614-43F2 | C9K1X5 | - |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
geranylgeranyl diphosphate + H2O | - |
Streptomyces melanosporofaciens | cyclooctat-9-en-7-ol + diphosphate | - |
? | |
geranylgeranyl diphosphate + H2O | - |
Streptomyces melanosporofaciens MI614-43F2 | cyclooctat-9-en-7-ol + diphosphate | - |
? |
Synonyms | Comment | Organism |
---|---|---|
CotB2 | - |
Streptomyces melanosporofaciens |