Application | Comment | Organism |
---|---|---|
synthesis | enantioselective oxidation of sec-allylic alcohols using variants of the berberine bridge enzyme analogue from Arabidopsis thaliana (AtBBE15) and the 5-(hydroxymethyl)furfural oxidase (HMFO) and its variants V465T, V465S, V465T/W466H and V367R/W466F. The enantioselectivity can be tuned by applying either pressure or by the addition of cosolvents | Methylovorus sp. MP688 |
Cloned (Comment) | Organism |
---|---|
expression in Escherichia coli | Methylovorus sp. MP688 |
Protein Variants | Comment | Organism |
---|---|---|
V367R/W466F | significant improvement of conversion rate | Methylovorus sp. MP688 |
V465S | significant improvement of conversion rate | Methylovorus sp. MP688 |
V465T | significant improvement of conversion rate and enantioselectivity with sec-allylic alcohols | Methylovorus sp. MP688 |
V465T/W466H | significant improvement of conversion rate | Methylovorus sp. MP688 |
Organic Solvent | Comment | Organism |
---|---|---|
additional information | the enantioselectivity of the reaction with sec-allylic alcohols can be tuned by applying either pressure or by the addition of cosolvents sucgh as DMSO, isooctane, glycerol, n-heptane, methynol, ethanol, acetone, DMF | Methylovorus sp. MP688 |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Methylovorus sp. MP688 | E4QP00 | - |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
(2R,3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-ol + O2 | 4% conversion, 2% enantiomeric excess | Methylovorus sp. MP688 | (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one + H2O2 | - |
? | |
(2R,3E)-4-(4-chlorophenyl)but-3-en-2-ol + O2 | 10% conversion, 10% enantiomeric excess | Methylovorus sp. MP688 | (3E)-4-(4-chlorophenyl)but-3-en-2-one + H2O2 | - |
? | |
(2R,3E)-4-(4-methylphenyl)but-3-en-2-ol + O2 | 13% conversion, 14% enantiomeric excess | Methylovorus sp. MP688 | (3E)-4-(4-methylphenyl)but-3-en-2-one + H2O2 | - |
? | |
(2R,3E)-4-phenylbut-3-en-2-ol + O2 | 29% conversion, 25% enantiomeric excess | Methylovorus sp. MP688 | (3E)-4-phenylbut-3-en-2-one + H2O2 | - |
? | |
(2R,3E)-oct-3-en-2-ol + O2 | 16% conversion, 19% enantiomeric excess | Methylovorus sp. MP688 | (3E)-oct-3-en-2-one + H2O2 | - |
? | |
additional information | for sec-allylic alcohol substrates, exclusively oxidation of the allylic alcohol to the alpha,beta-unsaturated ketone is observed. The reaction is enantioselective for the R-enantiomer | Methylovorus sp. MP688 | ? | - |
- |
Synonyms | Comment | Organism |
---|---|---|
HMFO | - |
Methylovorus sp. MP688 |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
FAD | - |
Methylovorus sp. MP688 |