EPSP Synthase: The Design and Synthesis of Bisubstrate Inhibitors Incorporating Novel 3-Phosphate Mimics
EPSP Synthase: The Design and Synthesis of Bisubstrate Inhibitors Incorporating Novel 3-Phosphate Mimics
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DOI：
10.1080/10426509308032372
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发表时间：
1993-03
影响因子：
1.3
通讯作者：
J. Sikorski;Michael J. Miller;Diane Susan Braccolino;D. Cleary;S. Corey;J. Font;K. Gruys;C. Han
中科院分区：
文献类型：
--
作者：
J. Sikorski;Michael J. Miller;Diane Susan Braccolino;D. Cleary;S. Corey;J. Font;K. Gruys;C. Han
摘要设计并合成了EPSP（5-烯醇式乙酰莽草酸-3-磷酸）合酶（EC 2.5.1.19）的新型芳香族双底物抑制剂，作为该酶所利用的单一催化中间体1的结构类似物。这些芳香族抑制剂包含新的α-羟基膦酸酯、丙二酸酯醚和α-羟基丙二酸酯作为水解不稳定的3-磷酸基团的替代物。这些3-磷酸酯模拟物比相应的亚甲基和乙烯基膦酸酯、丙二酸酯和膦酰基甲基醚更优选。
Abstract Novel aromatic bisubstrate inhibitors of the enzyme EPSP (5-enolpyruvoylshikimate-3-phosphate) synthase (EC 2.5.1.19) have been designed and synthesized as structural analogs of the single, catalytic intermediate 1 utilized by the enzyme. These aromatic inhibitors incorporate novel α-hydroxyphosphonates, malonate ethers and α-hydroxymalonates as replacements for the hydrolytically labile 3-phosphate group. These 3-phosphate mimics were much preferred to the corresponding methylene and vinylic phosphonates, malonates and phosphonomethyl ethers.