A Catalyst Selection Protocol That Identifies Biomimetic Motifs from β-Hairpin Libraries

被引:23
|
作者
Matsumoto, Masaomi [1 ]
Lee, Stephen J. [2 ]
Waters, Marcey L. [1 ]
Gagne, Michel R. [1 ]
机构
[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA
[2] US Army, Res Off, Res Triangle Pk, NC 27709 USA
关键词
HISTIDINE-ASPARTATE COUPLE; GENERAL-ACID CATALYSIS; BARRIER HYDROGEN-BOND; ACYL-TRANSFER; AROMATIC INTERACTIONS; COMBINATORIAL APPROACH; ASYMMETRIC CATALYSIS; SERINE PROTEASES; ESTER HYDROLYSIS; WILD-TYPE;
D O I
10.1021/ja503012g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Assaying a solid-phase library of histidine-containing beta-hairpin peptides by a reactive tagging scheme in organic solvents selects for catalysts that reproduce the strategies used by His-based enzyme active sites to accelerate acyl- and phosphonyl-transfer reactions. Rate accelerations (k(rel)) in organic solvents of up to 2.4 x 10(8) are observed.
引用
收藏
页码:15817 / 15820
页数:4
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