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首页> 外文期刊>RSC Advances >Chemoenzymatic synthesis of polypeptides in neat 1,1,1,2-tetrafluoroethane solvent
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Chemoenzymatic synthesis of polypeptides in neat 1,1,1,2-tetrafluoroethane solvent

机译：在纯1,1,1,2-四氟乙烷溶剂中化学合成多肽

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Chemoenzymatic polypeptide synthesis offers several advantages over chemical or other biological routes, however, the use of aqueous-based media suffers from reverse hydrolysis reactions that challenge peptide chain propagation. Herein, the protease from subtilisin Carlsberg biocatalyzed the synthesis of poly- L -PheOEt, poly- L -LeuOEt, and the copolymers poly- L -PheOEt- co - L -LeuOEt from their amino acid ethyl ester substrates in a neat liquid 1,1,1,2-tetrafluoroethane solvent. The products, achieved in acceptable yields ( ca. 50%), were fully characterized showing relatively high molar mass ( ca. 20?000 Da for poly- L -PheOEt). This non-toxic low-boiling hydrofluorocarbon enhances enzymatic peptide propagation by limiting hydrolysis owing to its hydrophobic and relatively polar characteristics that sustain the protease activity and solubilize substrates and products. Computational molecular dynamic calculations were used to assess the L -PheOEt/ L -LeuOEt-solvent and polypeptide-solvent interactions in this system. Additionally, the homopolypeptides displayed higher crystallinity than the copolypeptides with random incorporation of amino acid ethyl esters, notwithstanding the significantly highest specificity for Phe in this system. Interestingly, secondary structure characterization of the products by FTIR and circular dichroism suggests a non-common peptide folding.
机译：化学酶促多肽合成提供了优于化学或其他生物学途径的多个优势，但是，基于水的介质的使用遭受了挑战肽链繁殖的逆水解反应。在此，枯草杆菌蛋白酶Carlsberg的蛋白酶在纯净的液体1中从其氨基酸乙酯底物生物催化了聚L-PheOEt，聚L -LeuOEt以及共聚物聚L-PheOEt- co-L -LeuOEt的合成， 1,1,2-四氟乙烷溶剂。完全表征了以可接受的收率（约50％）获得的产物，显示出相对较高的摩尔质量（对于聚-L-PheOEt，约20-000Da）。这种无毒的低沸点氢氟烃由于具有疏水性和相对极性的特征（可维持蛋白酶活性并溶解底物和产物），因此通过限制水解作用来增强酶促肽的繁殖。使用计算分子动力学计算来评估该系统中的L -PheOEt / L -LeuOEt-溶剂和多肽-溶剂相互作用。另外，尽管在此系统中对Phe的特异性最高，但同肽的随机结合氨基酸多肽显示出更高的结晶度。有趣的是，通过FTIR和圆二色性表征产物的二级结构表明了非常见的肽折叠。

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