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Papain-Catalyzed Synthesis of Polyglutamate Containing a Nylon Monomer Unit

机译：木瓜蛋白酶催化的含尼龙单体单元的聚谷氨酸的合成

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Peptides have the potential to serve as an alternative for petroleum-based polymers to support a sustainable society. However, they lack thermoplasticity, owing to their strong intermolecular interactions. In contrast, nylon is famous for its thermoplasticity and chemical resistance. Here, we synthesized peptides containing a nylon unit to modify their thermal properties by using papain-catalyzed chemoenzymatic polymerization. We used l -glutamic acid alkyl ester as the amino acid monomer and nylon 1, 3, 4, and 6 alkyl esters as the nylon unit. Papain catalyzed the copolymerization of glutamic acid with nylon 3, 4, and 6 alkyl esters, whereas the nylon 1 unit could not be copolymerized. Other proteases used in this study, namely, bromelain, proteinase K, and Candida antarctica lipase (CALB), were not able to copolymerize with any nylon units. The broad substrate specificity of papain enabled the copolymerization of l -glutamic acid with a nylon unit. The peptides with nylon units demonstrated different thermal profiles from that of oligo( l -glutamic acid). Therefore, the resultant peptides with various nylon units are expected to form fewer intermolecular hydrogen bonds, thus altering their thermal properties. This finding is expected to broaden the applications of peptide materials and chemoenzymatic polymerization.
机译：肽有潜力作为石油基聚合物的替代品，以支持可持续发展的社会。然而，由于它们强烈的分子间相互作用，它们缺乏热塑性。相反，尼龙以其热塑性和耐化学性而闻名。在这里，我们合成了含有尼龙单元的肽，通过使用木瓜蛋白酶催化的化学酶聚合反应来改变其热性能。我们使用1-谷氨酸烷基酯作为氨基酸单体，并使用尼龙1、3、4和6烷基酯作为尼龙单元。木瓜蛋白酶催化谷氨酸与尼龙3、4和6烷基酯的共聚，而尼龙1单元不能共聚。本研究中使用的其他蛋白酶，菠萝蛋白酶，蛋白酶K和南极假丝酵母脂肪酶（CALB），无法与任何尼龙单元共聚。木瓜蛋白酶的广泛的底物特异性使得1-谷氨酸与尼龙单元的共聚成为可能。具有尼龙单元的肽表现出与寡聚（1-谷氨酸）不同的热曲线。因此，预期具有各种尼龙单元的所得肽会形成较少的分子间氢键，从而改变其热性质。预期该发现将拓宽肽材料和化学酶聚合的应用。

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