高等学校化学学报 ›› 2019, Vol. 40 ›› Issue (8): 1643-1648.doi: 10.7503/cjcu20190064

• 有机化学 • 上一篇    下一篇

肽钙螯合物VGLPNSR-Ca的结构表征及在Caco-2单细胞层的促钙吸收性能

刘冰彤, 庄永亮   

  1. 昆明理工大学云南省食品安全研究院, 昆明 650500
  • 收稿日期:2019-01-23 修回日期:2019-07-23 出版日期:2019-08-10 发布日期:2019-08-02
  • 通讯作者: 庄永亮,男,博士,教授,主要从事食品高值化利用研究.E-mail:kmylzhuang@163.com E-mail:kmylzhuang@163.com
  • 基金资助:
    国家自然科学基金(批准号:31360381)资助.

Structural Characterization of Peptide Calcium Chelate VGLPNSR-Ca and Its Calcium Absorption Ability in Caco-2 Cell Monolayer

LIU Bingtong, ZHUANG Yongliang   

  1. Yunnan Institute of Food Safety, Kunming University of Science and Technology, Kunming 650500, China
  • Received:2019-01-23 Revised:2019-07-23 Online:2019-08-10 Published:2019-08-02
  • Supported by:
    Supported by the National Natural Science Foundation of China(No. 31360381).

摘要: 以Val-Gly-Leu-Pro-Asn-Ser-Arg(VGLPNSR)和氯化钙为原料制备了肽钙螯合物VGLPNSR-Ca.采用紫外光谱(UV)、X射线衍射(XRD)、扫描电子显微镜(SEM)、傅里叶变换红外光谱(FTIR)、高分辨质谱等手段对VGLPNSR-Ca的结构特性进行了分析,并通过体外Caco-2单细胞层模型模拟研究了VGLPNSR-Ca在肠道中的促钙吸收能力.紫外光谱、X射线衍射、扫描电子显微镜分析结果显示,VGLPNSR-Ca形成了一个稳定的肽钙螯合物.红外光谱表明VGLPNSR-Ca的螯合位点主要为氨基的氮原子和羧基的氧原子,结合高分辨质谱分析,VGLPNSR与钙离子的螯合反应主要由氮端Val、碳端Arg及氨基酸Asn参与.根据上述分析结果预测了VGLPNSR-Ca的分子结构.此外,VGLPNSR-Ca在Caco-2单细胞层中的钙吸收率为31.97%,是氯化钙的钙吸收率的2倍多,证明了VGLPNSR-Ca能有效提高钙的生物利用率.

关键词: 肽钙螯合物, 钙结合能力, 结构特性, Caco-2细胞, 钙吸收特性

Abstract: The peptide calcium chelate VGLPNSR-Ca was prepared from Val-Gly-Leu-Pro-Asn-Ser-Arg(VGLPNSR) and calcium chloride. The structure of VGLPNSR-Ca was analyzed by means of UV spectroscopy, X-ray diffraction(XRD), scanning electron microscopy(SEM), Fourier tranform infrared spectroscopy(FTIR) and mass spectrometry. The calcium absorbing ability of VGLPNSR-Ca in the intestine was studied by Caco-2 cell monolayer model in vitro. According to the results of UV, XRD and SEM, VGLPNSR-Ca was formed as a stable compound. FTIR analysis indicated that the chelation sites of VGLPNSR-Ca were mainly the nitrogen atom of the amino group and the oxygen atom of the carboxyl group. Combined with LC-MS/MS, the chelation reaction of VGLPNSR with calcium ions was mainly involved in the nitrogen terminal of Val, the carbon terminal of Arg and the amino acid Asn. Based on the above results and analyses, the molecular structure of VGLPNSR-Ca was predicted. In addition, the calcium absorption rate of VGLPNSR-Ca in Caco-2 cell monolayer was 31.97%, twice as high as calcium absorption of calcium chloride, proving that VGLPNSR-Ca can effectively improve the bioavailability of calcium.

Key words: Peptide calcium chelate, Calcium binding capacity, Structural characteristics, Caco-2 cell, Calcium absorption characteristics

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