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Literature summary for 1.1.3.47 extracted from

  • Pickl, M.; Swoboda, A.; Romero, E.; Winkler, C.; Binda, C.; Mattevi, A.; Faber, K.; Fraaije, M.
    Kinetic resolution of sec-thiols by enantioselective oxidation with rationally engineered 5-(hydroxymethyl)furfural oxidase (2018), Angew. Chem. Int. Ed. Engl., 57, 2864-2868 .
    View publication on PubMed

Application

Application Comment Organism
synthesis oxidative kinetic resolution of racemic sec-thiols by enzyme variants, yielding the corresponding thioketones and nonreacted R-configured thiols with excellent enantioselectivities (E+200) Methylovorus sp. MP688

Protein Variants

Protein Variants Comment Organism
V465S the active site is additionally enlarged by a Thr residue. This residue establishes a hydrogen-bonding interaction with the substrates and allows for enantioselective oxidation of a range of sec-thiols Methylovorus sp. MP688
V465T the active site is additionally enlarged by a Thr residue. This residue establishes a hydrogen-bonding interaction with the substrates and allows for enantioselective oxidation of a range of sec-thiols Methylovorus sp. MP688

Organism

Organism UniProt Comment Textmining
Methylovorus sp. MP688 E4QP00
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-(4-chlorophenyl)ethanethiol + O2
-
Methylovorus sp. MP688 1-(4-chlorophenyl)ethane-1-thione + (R)-1-(4-chlorophenyl)ethanethiol
-
?
1-(4-fluorophenyl)ethanethiol + O2
-
Methylovorus sp. MP688 1-(4-fluorophenyl)ethane-1-thione + (R)-1-(4-fluorophenyl)ethanethiol
-
?
1-(4-methylphenyl)ethanethiol + O2
-
Methylovorus sp. MP688 1-(4-methylphenyl)ethane-1-thione + (R)-1-(4-methylphenyl)ethanethiol
-
?
1-phenylethanethiol + O2
-
Methylovorus sp. MP688 1-phenylethane-1-thione + (R)-1-phenylethanethiol
-
?