Article: C=C-Ene-Reductases Reduce the C=N Bond of Oximes.
ACS catalysis
2020 Volume 10, Issue 22, Page(s) 13377–13382
Abstract: ... enzyme is known. For instance, not a single defined enzyme has been described for the reduction of the C ...
Abstract | Although enzymes have been found for many reactions, there are still transformations for which no enzyme is known. For instance, not a single defined enzyme has been described for the reduction of the C=N bond of an oxime, only whole organisms. Such an enzymatic reduction of an oxime may give access to (chiral) amines. By serendipity, we found that the oxime moiety adjacent to a ketone as well as an ester group can be reduced by ene-reductases (ERs) to an intermediate amino group. ERs are well-known enzymes for the reduction of activated alkenes, as of α,β-unsaturated ketones. For the specific substrate used here, the amine intermediate spontaneously reacts further to tetrasubstituted pyrazines. This reduction reaction represents an unexpected promiscuous activity of ERs expanding the toolkit of transformations using enzymes. |
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Language | English |
Publishing date | 2020-11-03 |
Publishing country | United States |
Document type | Journal Article |
ISSN | 2155-5435 |
ISSN | 2155-5435 |
DOI | 10.1021/acscatal.0c03755 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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