Favata M F, Horiuchi K Y, Manos E J, Daulerio A J, Stradley D A, Feeser W S, Van Dyk D E, Pitts W J, Earl R A, Hobbs F, Copeland R A, Magolda R L, Scherle P A, Trzaskos J M
Inflammatory Diseases Research, The DuPont Merck Research Laboratories, Wilmington, Delaware 19880-0400, USA.
J Biol Chem. 1998 Jul 17;273(29):18623-32. doi: 10.1074/jbc.273.29.18623.
The compound U0126 (1,4-diamino-2,3-dicyano-1, 4-bis[2-aminophenylthio]butadiene) was identified as an inhibitor of AP-1 transactivation in a cell-based reporter assay. U0126 was also shown to inhibit endogenous promoters containing AP-1 response elements but did not affect genes lacking an AP-1 response element in their promoters. These effects of U0126 result from direct inhibition of the mitogen-activated protein kinase kinase family members, MEK-1 and MEK-2. Inhibition is selective for MEK-1 and -2, as U0126 shows little, if any, effect on the kinase activities of protein kinase C, Abl, Raf, MEKK, ERK, JNK, MKK-3, MKK-4/SEK, MKK-6, Cdk2, or Cdk4. Comparative kinetic analysis of U0126 and the MEK inhibitor PD098059 (Dudley, D. T., Pang, L., Decker, S. J., Bridges, A. J., and Saltiel, A. R. (1995) Proc. Natl. Acad. Sci U. S. A. 92, 7686-7689) demonstrates that U0126 and PD098059 are noncompetitive inhibitors with respect to both MEK substrates, ATP and ERK. We further demonstrate that the two compounds bind to deltaN3-S218E/S222D MEK in a mutually exclusive fashion, suggesting that they may share a common or overlapping binding site(s). Quantitative evaluation of the steady state kinetics of MEK inhibition by these compounds reveals that U0126 has approximately 100-fold higher affinity for deltaN3-S218E/S222D MEK than does PD098059. We further tested the effects of these compounds on the activity of wild type MEK isolated after activation from stimulated cells. Surprisingly, we observe a significant diminution in affinity of both compounds for wild type MEK as compared with the deltaN3-S218E/S222D mutant enzyme. These results suggest that the affinity of both compounds is mediated by subtle conformational differences between the two activated MEK forms. The MEK affinity of U0126, its selectivity for MEK over other kinases, and its cellular efficacy suggest that this compound will serve as a powerful tool for in vitro and cellular investigations of mitogen-activated protein kinase-mediated signal transduction.
化合物U0126(1,4 - 二氨基 - 2,3 - 二氰基 - 1,4 - 双[2 - 氨基苯硫基]丁二烯)在基于细胞的报告基因检测中被鉴定为AP - 1反式激活的抑制剂。U0126还被证明可抑制含有AP - 1反应元件的内源性启动子,但不影响其启动子中缺乏AP - 1反应元件的基因。U0126的这些作用源于对丝裂原活化蛋白激酶激酶家族成员MEK - 1和MEK - 2的直接抑制。这种抑制对MEK - 1和 - 2具有选择性,因为U0126对蛋白激酶C、Abl、Raf、MEKK、ERK、JNK、MKK - 3、MKK - 4/SEK、MKK - 6、Cdk2或Cdk4的激酶活性几乎没有影响(如果有影响也是极小的)。对U0126和MEK抑制剂PD098059(达德利,D.T.,庞,L.,德克尔,S.J.,布里奇斯,A.J.,和萨尔蒂尔,A.R.(1995年)《美国国家科学院院刊》92,7686 - 7689)的比较动力学分析表明,就MEK的两种底物ATP和ERK而言,U0126和PD098059都是非竞争性抑制剂。我们进一步证明这两种化合物以互斥的方式与deltaN3 - S218E/S222D MEK结合,这表明它们可能共享一个共同或重叠的结合位点。对这些化合物抑制MEK的稳态动力学的定量评估表明,U0126对deltaN3 - S218E/S222D MEK的亲和力比PD098059高约100倍。我们进一步测试了这些化合物对从受刺激细胞中激活后分离出的野生型MEK活性的影响。令人惊讶的是,与deltaN3 - S218E/S222D突变酶相比,我们观察到这两种化合物对野生型MEK的亲和力都显著降低。这些结果表明,这两种化合物的亲和力是由两种活化MEK形式之间细微的构象差异介导的。U0126对MEK的亲和力、其对MEK相对于其他激酶的选择性以及其细胞功效表明,该化合物将成为丝裂原活化蛋白激酶介导的信号转导的体外和细胞研究的有力工具。