New simplified inhibitors of EPSP synthase: The importance of ring size for recognition at the shikimate 3-phosphate site

被引：10

作者：

Peterson, ML

Corey, SD

Font, JL

Walker, MC

Sikorski, JA

机构：

[1] MONSANTO CO,CEREGEN UNIT,ST LOUIS,MO 63198

[2] MONSANTO CO,MONSANTO CORP RES UNIT,ST LOUIS,MO 63198

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1996年 / 6卷 / 23期

关键词：

D O I：

10.1016/S0960-894X(96)00527-6

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The simple 4-[(alpha-hydroxy)phosphonomethyl]-1H-pyrrole-2-carboxylate 4 is a surprisingly good S3P-analog inhibitor of EPSP synthase (competitive with S3P, K-i(app) = 14.5 +/- 0.7 mu M). The affinity of 4 for free enzyme is nearly comparable to that of S3P (K-d = 7 +/- 1.2 mu M). Compound 4 thus represents the first successful attempt to replace the highly substituted shikimate ring in S3P with a readily accessible heterocyclic scaffold. Copyright (C) 1996 Elsevier Science Ltd

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页码：2853 / 2858

页数：6

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