Mechanistic studies of an antibody-catalyzed elimination reaction

K Shokat, T Uno, PG Schultz

文献索引：Shokat; Uno; Schultz Journal of the American Chemical Society, 1994 , vol. 116, # 6 p. 2261 - 2270

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被引用次数: 56

摘要

Abstract: Antibodies elicited against the ammonium ion containing hapten, N-methyl-N-(4- nitrobenzyl)-6-aminovaleric acid, 3, are capableof catalyzing HFelimination from (4R, 4S)- fluoro-4-(4'-nitrophenyl) butan-2-one, 1. The ammonium ion in 3 is responsible for generating a complementary negatively charged carboxylate ion in the antibody combining site which serves as a general base to abstract a proton from C-3 of 1. The base ...