Artificial metalloenzymes for enantioselective catalysis based on biotin-avidin

Artificial metalloenzymes for enantioselective catalysis based on biotin-avidin
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DOI:
10.1021/ja035545i
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发表时间:
2003-07-30
影响因子:
15
通讯作者:
Ward, TR
Ward, TR
中科院分区:
化学1区
文献类型:
--
作者:
Collot, J;Gradinaru, J;Ward, TR

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均相催化和酶催化为生成对映异构纯化合物提供了互补的手段。将非手性生物素化铑-二膦配合物纳入(链状)亲和素中,产生用于n保护脱氢氨基酸加氢的人工金属酶。一个化学发生优化程序允许一个生产(R)-乙酰氨基丙氨酸96%对映选择性。这些杂化催化剂显示出酶和均相体系的特点。
Homogeneous and enzymatic catalysis offer complementary means to generate enantiomerically pure compounds. Incorporation of achiral biotinylated rhodium−diphosphine complexes into (strept)avidin yields artificial metalloenzymes for the hydrogenation of N-protected dehydroamino acids. A chemogenetic optimization procedure allows one to produce (R)-acetamidoalanine with 96% enantioselectivity. These hybrid catalysts display features reminiscent both of enzymatic and of homogeneous systems.