Control of stereoselectivity in an enzymatic reaction by backdoor access.

Control of stereoselectivity in an enzymatic reaction by backdoor access.
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DOI:
10.1002/anie.200503280
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发表时间:
2006-04
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影响因子:
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通讯作者:
R. Wombacher;S. Keiper;Sandra Suhm;A. Serganov;D. Patel;A. Jäschke
R. Wombacher;S. Keiper;Sandra Suhm;A. Serganov;D. Patel;A. Jäschke
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文献类型:
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作者:
R. Wombacher;S. Keiper;Sandra Suhm;A. Serganov;D. Patel;A. Jäschke

文献摘要

相似文献

生物聚合物区分光学异构体的能力对于生命系统至关重要,并且从非手性底物选择性地形成仅一种产物立体异构体是酶的最复杂的任务之一。以Diels-Alder核酶为例,我们在这里证明,通过一种简单的策略,生物催化剂可以用于在一个催化口袋中选择性合成两种产物立体异构体,即通过控制从相反方向通过不同的“门”进入活性位点。虽然底物拴在催化剂被用来观察这种现象,我们建议,自然界可能使用构象门控来控制酶促反应的立体选择性。
The ability of biopolymers to discriminate between optical isomers is vital for living systems, and the selective formation of only one product stereoisomer from achiral substrates is one of the most sophisticated tasks for enzymes. Using a Diels–Alder ribozyme as an example, we demonstrate here that by a simple strategy a biocatalyst can be used to selectively synthesize both product stereoisomers in one catalytic pocket, namely, by controlling access to the active site from opposite directions through different “doors”. While substrates tethered to the catalyst were used to observe this phenomenon, we propose that nature may use conformational gating to control the stereoselectivity of enzymatic reactions.