Stereoselective C-C bond formation catalysed by engineered carboxymethylproline synthases.
Stereoselective C-C bond formation catalysed by engineered carboxymethylproline synthases.
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工程化羧甲基脯氨酸合酶催化立体选择性 C-C 键形成。
DOI：
10.1038/nchem.1011
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发表时间：
2011
期刊：
影响因子：
21.8
通讯作者：
Hamed RB
中科院分区：
文献类型：
--
作者：
Hamed RB
The reaction of enol(ate)s with electrophiles is used extensively in organic synthesis for stereoselective C–C bond formation. Protein-based catalysts have had comparatively limited application for the stereoselective formation of C–C bonds of choice via enolate chemistry. We describe protein engineering studies on 5-carboxymethylproline synthases, members of the crotonase superfamily, aimed at enabling stereoselective C–C bond formation leading toN-heterocycles via control of trisubstituted enolate intermediates. Active site substitutions, including at the oxyanion binding site, enable the production of substitutedN-heterocycles in high diastereomeric excesses via stereocontrolled enolate formation and reaction. The results reveal the potential of the ubiquitous crotonase superfamily as adaptable catalysts for the control of enolate chemistry.
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发表时间：
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