Abstract
| Original language | English |
|---|---|
| Pages (from-to) | 13206-13209 |
| Journal | Angewandte Chemie-International Edition |
| Volume | 53 |
| Issue number | 48 |
| DOIs | |
| Publication status | Published - 2014 |
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Keywords
- vanillyl-alcohol oxidase
- streptomyces-coelicolor
- catalytic mechanism
- alditol oxidase
- sulfhydryl oxidase
- discovery
- quinones
- flavins
- enzyme
Cite this
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The Oxidation of Thiols by Flavoprotein Oxidases: a Biocatalytic Route to Reactive Thiocarbonyls. / Ewing, T.A.; Dijkman, W.P.; Vervoort, J.J.M.; Fraaije, M.W.; van Berkel, W.J.H.
In: Angewandte Chemie-International Edition, Vol. 53, No. 48, 2014, p. 13206-13209.Research output: Contribution to journal › Article › Academic › peer-review
TY - JOUR
T1 - The Oxidation of Thiols by Flavoprotein Oxidases: a Biocatalytic Route to Reactive Thiocarbonyls.
AU - Ewing, T.A.
AU - Dijkman, W.P.
AU - Vervoort, J.J.M.
AU - Fraaije, M.W.
AU - van Berkel, W.J.H.
PY - 2014
Y1 - 2014
N2 - Flavoprotein oxidases are a diverse class of biocatalysts, most of which catalyze the oxidation of C[BOND]O, C[BOND]N, or C[BOND]C bonds. Flavoprotein oxidases that are known to catalyze the oxidation of C[BOND]S bonds are rare, being limited to enzymes that catalyze the oxidative cleavage of thioethers. Herein, we report that various flavoprotein oxidases, previously thought to solely act on alcohols, also catalyze the oxidation of thiols to thiocarbonyls. These results highlight the versatility of enzymatic catalysis and provide a potential biocatalytic route to reactive thiocarbonyl compounds, which have a variety of applications in synthetic organic chemistry.
AB - Flavoprotein oxidases are a diverse class of biocatalysts, most of which catalyze the oxidation of C[BOND]O, C[BOND]N, or C[BOND]C bonds. Flavoprotein oxidases that are known to catalyze the oxidation of C[BOND]S bonds are rare, being limited to enzymes that catalyze the oxidative cleavage of thioethers. Herein, we report that various flavoprotein oxidases, previously thought to solely act on alcohols, also catalyze the oxidation of thiols to thiocarbonyls. These results highlight the versatility of enzymatic catalysis and provide a potential biocatalytic route to reactive thiocarbonyl compounds, which have a variety of applications in synthetic organic chemistry.
KW - vanillyl-alcohol oxidase
KW - streptomyces-coelicolor
KW - catalytic mechanism
KW - alditol oxidase
KW - sulfhydryl oxidase
KW - discovery
KW - quinones
KW - flavins
KW - enzyme
U2 - 10.1002/anie.201407520
DO - 10.1002/anie.201407520
M3 - Article
VL - 53
SP - 13206
EP - 13209
JO - Angewandte Chemie-International Edition
JF - Angewandte Chemie-International Edition
SN - 1433-7851
IS - 48
ER -