Department of Biological Sciences, Marquette University, Milwaukee, WI 53201, USA.
Biochemistry. 2013 Jan 29;52(4):690-700. doi: 10.1021/bi301242m. Epub 2013 Jan 18.
Allophanate hydrolase (AH) catalyzes the hydrolysis of allophanate, an intermediate in atrazine degradation and urea catabolism pathways, to NH(3) and CO(2). AH belongs to the amidase signature family, which is characterized by a conserved block of 130 amino acids rich in Gly and Ser and a Ser-cis-Ser-Lys catalytic triad. In this study, the first structures of AH from Granulibacter bethesdensis were determined, with and without the substrate analogue malonate, to 2.2 and 2.8 Å, respectively. The structures confirm the identity of the catalytic triad residues and reveal an altered dimerization interface that is not conserved in the amidase signature family. The structures also provide insights into previously unrecognized substrate specificity determinants in AH. Two residues, Tyr(299) and Arg(307), are within hydrogen bonding distance of a carboxylate moiety of malonate. Both Tyr(299) and Arg(307) were mutated, and the resulting modified enzymes revealed >3 order of magnitude reductions in both catalytic efficiency and substrate stringency. It is proposed that Tyr(299) and Arg(307) serve to anchor and orient the substrate for attack by the catalytic nucleophile, Ser(172). The structure further suggests the presence of a unique C-terminal domain in AH. While this domain is conserved, it does not contribute to catalysis or to the structural integrity of the core domain, suggesting that it may play a role in mediating transient and specific interactions with the urea carboxylase component of urea amidolyase. Analysis of the AH active site architecture offers new insights into common determinants of catalysis and specificity among divergent members of the amidase signature family.
氨甲酰水解酶(AH)催化异丁烯脲水解,异丁烯脲是莠去津降解和尿素分解途径的中间产物,生成氨(NH3)和二氧化碳(CO2)。AH 属于酰胺酶特征家族,其特征是富含甘氨酸和丝氨酸的保守 130 个氨基酸块和 Ser-cis-Ser-Lys 催化三联体。在这项研究中,首次测定了 Granulibacter bethesdensis 的 AH 结构,分别有无底物类似物丙二酸盐,分辨率为 2.2 和 2.8 Å。结构证实了催化三联体残基的同一性,并揭示了一个改变的二聚化界面,该界面在酰胺酶特征家族中没有保守。结构还提供了关于 AH 中以前未被识别的底物特异性决定因素的见解。两个残基 Tyr(299)和 Arg(307)与丙二酸盐的羧酸盐部分处于氢键距离内。Tyr(299)和 Arg(307)均发生突变,所得修饰酶的催化效率和底物严格性均降低了 3 个数量级以上。推测 Tyr(299)和 Arg(307)用于固定和定向底物,以被催化亲核试剂 Ser(172)攻击。该结构进一步表明 AH 中存在独特的 C 末端结构域。虽然该结构域保守,但它不参与催化或核心结构域的结构完整性,表明它可能在介导与尿素酰胺酶的尿素羧化酶成分的瞬态和特定相互作用中发挥作用。对 AH 活性位点结构的分析提供了对酰胺酶特征家族中不同成员的催化和特异性的常见决定因素的新见解。