Controlling chemical reactivity with antibodies
Controlling chemical reactivity with antibodies
复制标题
用抗体控制化学反应
DOI：
10.1126/science.10049109
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发表时间：
1993
期刊：
影响因子：
56.9
通讯作者：
Peter G. Schultz
中科院分区：
文献类型：
--
作者：
Linda C. Hsieh;S. Yonkovich;L. Kochersperger;Peter G. Schultz
抗体分子的显着特异性已被用于实现目前化学方法无法实现的高选择性官能团转化。针对氧化胺半抗原产生的抗体催化二酮还原为羟基酮，对于两个几乎相等的酮部分之一具有大于75：1的区域选择性。抗体催化的反应是高度立体选择性的，提供高对映体过量的羟基酮。同样，还原酮含有支链和芳基取代基，包括高度对称的1-硝基苯基-3-苯基-2-丙酮，是对映选择性。本文提出的简单策略可普遍适用于广泛范围的化合物的区域选择性和立体选择性还原。
The remarkable specificity of an antibody molecule has been used to accomplish highly selective functional group transformations not attainable by current chemical methods. An antibody raised against an amine-oxide hapten catalyzes the reduction of a diketone to a hydroxyketone with greater than 75:1 regioselectivity for one of two nearly equivalent ketone moieties. The antibody-catalyzed reaction is highly stereoselective, affording the hydroxyketone in high enantiomeric excess. Similarly, the reduction of ketones containing branched and aryl substituents, including the highly symmetrical 1-nitrophenyl-3-phenyl-2-propanone, was enantioselective. The simple strategy presented herein may find general applicability to the regio- and stereoselective reduction of a broad range of compounds.