Biosynthesis of Alanyl-Histidine Dipeptide Catalyzed by Papain Immobilized on Magnetic Nanocrystalline Cellulose in Deep
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Biosynthesis of Alanyl-Histidine Dipeptide Catalyzed by Papain Immobilized on Magnetic Nanocrystalline Cellulose in Deep Eutectic Solvents Jun Xiong 1 & Shi-Lin Cao 2 & Min-Hua Zong 1 & Wen-Yong Lou 1,3 & Xiao-ling Wu 1 Received: 24 March 2020 / Accepted: 22 May 2020/ # Springer Science+Business Media, LLC, part of Springer Nature 2020
Abstract
Papain (PA) immobilized onto magnetic nanocrystalline cellulose (PA@MNCC) was successfully fabricated and adopted as an efficient biocatalyst for the synthesis of N-(benzyloxycarbonyl)-alanyl-histidine (Z-Ala-His) dipeptide. Introducing deep eutectic solvents (DESs) as reaction media promoted the synthesis of the Z-Ala-His dipeptide. The effects of reaction conditions on the yield of papain catalytic Z-Ala-His were systematically investigated with the highest yield of 68.4%, which was higher than free papain (63.3%). Besides, this novel PA@MNCC composite can be easily recycled from the reaction system by magnetic forces. In a word, the PA@MNCC composite exhibited great potential for efficient biosynthesis of dipeptide in DESs. Keywords Papain . Nanocrystalline cellulose . Alanyl-histidine . Dipeptide synthesis . Deep eutectic solvents Abbreviations PA MNCC PA@MNCC Z-Ala-His
Papain Magnetic nanocrystalline cellulose Papain immobilized onto magnetic nanocrystalline cellulose N-(Benzyloxycarbonyl)-alanyl-histidine
* Wen-Yong Lou [email protected] * Xiao-ling Wu [email protected] Jun Xiong [email protected] Shi-Lin Cao [email protected] Min-Hua Zong [email protected] Extended author information available on the last page of the article
Applied Biochemistry and Biotechnology
DESs Z-Ala-OMe TEA
Deep eutectic solvents N-(Benzyloxycarbonyl)-alanyl methyl ester Triethylamine
Introduction Biological active oligopeptides, especially dipeptides and tripeptides, have been demonstrated to be of high nutrition and bioactivity [1], thus played an important role in food and pharmaceuticals industry [2]. Researchers have found that oligopeptides with low molecular weight can be much more easier digested assimilated by human cells when compared with proteins and free amino acids [3]. Among the abundant oligopeptides, alanyl-histidine (AlaHis), a dipeptide made up of alanine and histidine amino acids, has attracted the special attention of researchers. In the early years, researchers claimed Ala-His to be a catalyst mediating peptide bond formation in the presence of aminoacylated tRNA and cognate mRNA template [4]. In recent years, this dipeptide has been proved as an excellent divalent metal ion chelating agent [5], due to its positive and negative end as zwitterions. Moreover, Ala-His can also be adopted as the dipeptidyl peptidase IV inhibitor and thus attenuating the development of type II diabetes [6]. Thus, there is an increasing demand for the production of Ala-His dipeptide in recent years. Though the synthesis of dipeptides by traditional chemical catalysts has been developed before, the lack of specificity of the catalyst and the corresponding environmen
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