Preparation of low molecular weight chondroitin sulfate from different sources by H2O2/ascorbic acid degradation and its degradation mechanism

文献类型： 外文期刊

第一作者： Wang, Kangyu

作者： Wang, Kangyu;Wang, Wenfang;Zhang, Ruishu;Liu, Yue;Hou, Chengli;Guo, Yujie;Zhang, Chunhui;Wang, Wenfang

作者机构：

关键词： Chondroitin sulfate; Molecular dynamics simulation; Standard density functional theory

期刊名称：FOOD CHEMISTRY （ 影响因子：8.8； 五年影响因子：8.6 ）

ISSN： 0308-8146

年卷期： 2024 年 434 卷

页码：

收录情况： SCI

摘要： Low molecular weight chondroitin sulfate (LMCS) has attention for enhanced bioavailability and bioactivity compared to native CS. We optimized H2O2/ ascorbic acid (Vc) degradation conditions to prepare LMCS from chicken, bovine, and shark cartilages. Degradation kinetics models and chemical composition data of LMCS showed the GlcA residues of chondroitin-4-sulfate (CSA) may be preferentially attacked. Nuclear magnetic resonance (NMR) spectroscopy and high-performance liquid chromatography-electrospray mass spectrometry (HPLC-MS) indicated that the C-H of GlcA in CS was broken through a hydrogen abstraction reaction to break the beta-(1 -> 3) bond and form the hexendioic acid product. Standard density functional theory (DFT) calculations indicated that the energy required for the hydrogen abstraction from the C1-H bond in GlcA was lower than that of GalNAc. Molecular dynamics (MD) showed that CSA was more likely to interact with hydroxyl radicals (& sdot;OH) than non-sulfated chondroitin (CSO) and chondroitin-6-sulfate (CSC). These results provide guidance for producing LMCS.

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