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首页> 外文期刊>Chemistry: A European journal >Highly Efficient Antibody-Catalyzed Deuteration of Carbonyl Compounds
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Highly Efficient Antibody-Catalyzed Deuteration of Carbonyl Compounds

机译：高效的羰基化合物抗体催化氘代

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摘要

Antibody 38C2 efficiently catalyzes deuterium-exchange reactions at the #alpha# position of a variety of ketones and aldehydes, including substrates that have a variety of sensitive functional groups. In addition to the regio- and chemoselectivity of these reactions, the catalytic rates (k_(cat)) and rate-enhancement values (k_(cat)/k_(un)) are among the highest values ever observed with catalytic antibodies. Comparison of the substrate range of the catalytic antibody with highly evolved aldolase enzymes, such as rabbit-muscle aldolase, high-lights the much broader practical scope of the antibody, which accepts a wide range of substrates. The hydrogen-exchange reaction was used for calibration and mapping of the antibody active site. Isotope-exchange experiments with cycloheptanone reveal that the formation of the Schiff base species (as concluded form the ~(16)O/~(18)O exchange rate at the carbonyl oxygen) is much faster than the formation of the enamine intermediate (as concluded from the H/D exchange rate), and both steps are faster than the antibody-catalyzed aldol addition reaction the antibody-catalyzed aldol addition reaction.`
机译：抗体38C2可有效催化各种酮和醛（包括具有多种敏感官能团的底物）的＃alpha＃位置处的氘交换反应。除了这些反应的区域选择性和化学选择性之外，催化速率（k_（cat））和​​速率增强值（k_（cat）/ k_（un））也是有史以来用催化抗体观察到的最高值。将催化抗体的底物范围与高度进化的醛缩酶，例如兔肌肉醛缩酶进行比较，突显了抗体的更广泛的实际应用范围，该抗体可以接受多种底物。氢交换反应用于抗体活性位点的校准和作图。用环庚酮进行同位素交换实验表明，席夫碱物种的形成（在羰基氧上〜（16）O /〜（18）O交换速率得出的结论）比烯胺中间体的形成快得多（因为（由H / D交换速率推论得出），并且这两个步骤都比抗体催化的羟醛加成反应和抗体催化的羟醛加成反应快。

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