Yan Wupeng, Stone Everett, Zhang Yan Jessie
Department of Molecular Biosciences and ‡Institute for Cellular and Molecular Biology, The University of Texas at Austin , Austin, Texas 78712, United States.
Biochemistry. 2017 Feb 14;56(6):876-885. doi: 10.1021/acs.biochem.6b01172. Epub 2017 Feb 3.
Enzyme therapeutics that can degrade l-methionine (l-Met) are of great interest as numerous malignancies are exquisitely sensitive to l-Met depletion. To exhaust the pool of methionine in human serum, we previously engineered an l-Met-degrading enzyme based on the human cystathionine-γ-lyase scaffold (hCGL-NLV) to circumvent immunogenicity and stability issues observed in the preclinical application of bacterially derived methionine-γ-lyases. To gain further insights into the structure-activity relationships governing the chemistry of the hCGL-NLV lead molecule, we undertook a biophysical characterization campaign that captured crystal structures (2.2 Å) of hCGL-NLV with distinct reaction intermediates, including internal aldimine, substrate-bound, gem-diamine, and external aldimine forms. Curiously, an alternate form of hCGL-NLV that crystallized under higher-salt conditions revealed a locally unfolded active site, correlating with inhibition of activity as a function of ionic strength. Subsequent mutational and kinetic experiments pinpointed that a salt bridge between the phosphate of the essential cofactor pyridoxal 5'-phosphate (PLP) and residue R62 plays an important role in catalyzing β- and γ-eliminations. Our study suggests that solvent ions such as NaCl disrupt electrostatic interactions between R62 and PLP, decreasing catalytic efficiency.
由于许多恶性肿瘤对L-甲硫氨酸(L-Met)耗竭极为敏感,能够降解L-甲硫氨酸的酶疗法备受关注。为了耗尽人血清中的甲硫氨酸池,我们之前基于人胱硫醚-γ-裂解酶支架(hCGL-NLV)设计了一种L-甲硫氨酸降解酶,以规避在细菌衍生的甲硫氨酸-γ-裂解酶临床前应用中观察到的免疫原性和稳定性问题。为了进一步深入了解控制hCGL-NLV先导分子化学反应的构效关系,我们开展了一项生物物理表征研究,获得了hCGL-NLV与不同反应中间体(包括内部醛亚胺、底物结合型、偕二胺和外部醛亚胺形式)的晶体结构(2.2 Å)。奇怪的是,在高盐条件下结晶的hCGL-NLV的另一种形式显示出局部展开的活性位点,这与作为离子强度函数的活性抑制相关。随后的突变和动力学实验指出,必需辅因子磷酸吡哆醛(PLP)的磷酸基团与残基R62之间的盐桥在催化β-消除和γ-消除中起重要作用。我们的研究表明,诸如NaCl等溶剂离子会破坏R62与PLP之间的静电相互作用,降低催化效率。