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将5-O-琥珀酰基肉豆蔻酸赤藓醇酯酶法接枝到壳聚糖上以改善其乳化性能。

Enzymatic grafting of 5-O-succinyl erythorbyl myristate onto chitosan to improve its emulsifying properties.

作者信息

Kim Jihoon, Yu Hyunjong, Chang Pahn-Shick

机构信息

Department of Agricultural Biotechnology, Seoul National University, Seoul 08826, Republic of Korea.

Major of Food Science and Biotechnology, Division of Bio-Convergence, Kyonggi University, Suwon 16227, Republic of Korea.

出版信息

Carbohydr Polym. 2025 Mar 1;351:123093. doi: 10.1016/j.carbpol.2024.123093. Epub 2024 Dec 5.

DOI:10.1016/j.carbpol.2024.123093
PMID:39779010
Abstract

Chitosan (CS) is a versatile polysaccharide with numerous inherent biological activity, while the lack of amphiphilicity limits its application in emulsion-based systems. In this study, erythorbyl myristate (EM) with interfacial activity was chemically modified to 5-O-succinyl EM (EMS) and grafted onto CS to improve the emulsifying properties. The grafting reaction was conducted by the catalysis of protease, with the progress of the reaction monitored by HPLC analysis and UV absorbance measurement. Structural identification by FTIR and two-dimensional HC HSQC NMR spectroscopy confirmed the protease-catalyzed grafting of EMS onto CS. The grafting ratio of synthesized EMS-grafted CS (EMS-g-CS) was determined to be 13.30 ± 0.60 % according to the UV absorbance measurement and H NMR analysis. Evaluation of the emulsifying properties of EMS-g-CS revealed that the grafting reaction significantly enhanced both emulsifying activity and emulsion stability, compared to the CS, EM, and their mixture. The oil-in-water emulsion stabilized with 1 % (w/v) EMS-g-CS exhibited emulsifying activity index of 6.03 ± 0.13 m/g with homogeneous and stable droplet size distribution and exhibited a turbiscan stability index of 2.05 after 3 days. These findings suggested that EMS-g-CS synthesized via the chemoenzymatic process can be a promising polymeric emulsifier for utilization in emulsion-based systems.

摘要

壳聚糖(CS)是一种具有多种固有生物活性的多功能多糖,但其缺乏两亲性限制了它在乳液体系中的应用。在本研究中,具有界面活性的肉豆蔻酸赤藓醇酯(EM)被化学修饰为5-O-琥珀酰基肉豆蔻酸赤藓醇酯(EMS),并接枝到壳聚糖上以改善乳化性能。接枝反应在蛋白酶催化下进行,通过高效液相色谱分析和紫外吸光度测量监测反应进程。通过傅里叶变换红外光谱(FTIR)和二维1H-13C异核单量子相干核磁共振光谱(2D 1H-13C HSQC NMR)进行结构鉴定,证实了蛋白酶催化EMS接枝到壳聚糖上。根据紫外吸光度测量和1H NMR分析,合成的EMS接枝壳聚糖(EMS-g-CS)的接枝率测定为13.30±0.60%。对EMS-g-CS乳化性能的评估表明,与壳聚糖、EM及其混合物相比,接枝反应显著提高了乳化活性和乳液稳定性。用1%(w/v)EMS-g-CS稳定的水包油乳液的乳化活性指数为6.03±0.13 m/g,液滴尺寸分布均匀且稳定,3天后的浊度扫描稳定性指数为2.05。这些发现表明,通过化学酶法合成的EMS-g-CS有望成为一种用于乳液体系的聚合物乳化剂。

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