Comparative Study of Interfacial and Biological Properties in d-Glycerate-Derived Surfactants

Comparative Study of Interfacial and Biological Properties in d-Glycerate-Derived Surfactants
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d-甘油酸酯衍生表面活性剂的界面和生物特性的比较研究

DOI:
10.1007/s11746-017-3032-9
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发表时间:
2017
期刊:
Journal of the American Oil Chemists' Society
影响因子:
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通讯作者:
Habe Hiroshi
Habe Hiroshi
中科院分区:
--
文献类型:
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作者:
Sato Shun;Nagata Shota;Kitamoto Dai;Takahashi Yutaka;Kondo Yukishige;Habe Hiroshi

文献摘要

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通过界面张力分析、动态光散射(DLS)和抗胰蛋白酶活性测定,研究了疏水链长度对甘油二酸(d-GA)钠盐界面性质和生物学性质的影响。在四种合成的GA衍生的表面活性剂[二己酰基-GA钠盐(diC 6 GA-Na)、二辛酰基-GA钠盐(diC 8 GA-Na)、二癸酰基-GA钠盐(diC 10 GA-Na)和二月桂酰基-GA钠盐(diC 12 GA-Na)]中,仅研究具有C6、C8和C10酰基链的那些,因为diC 12 GA-Na在室温下不溶。结合我们之前的结果,临界胶束浓度(CMC)下的表面张力对于diC 6 GA-Na为33.9 mN/m,对于diC 8 GA-Na为25.5 mN/m,对于diC 10 GA-Na为27.9 mN/m。通过DLS和光学显微镜对组装体尺寸的评估显示,diC 8 GA-Na和diC 10 GA-Na在比其CMC大4-5倍的浓度下形成平均尺寸范围为50至200 μm的大缔合物,而diC 6 GA-Na不形成这样的缔合物。在以N α-苯甲酰基-dl-精氨酸-4-硝基苯胺为底物的胰蛋白酶水解研究中,diC 8 GA-Na对胰蛋白酶的抑制作用(胰蛋白酶比活性:0.26 ± 0.045 U/mg-蛋白质)大于diC 10 GA-Na(0.39 ± 0.10 U/mg-蛋白质),而diC 6 GA-Na没有显示抗胰蛋白酶活性。这些结果表明,diC 8 GA-Na是评价的二酰基甘油酸酯表面活性剂中最具生物活性的。
The effects of hydrophobic chain length on the interfacial and biological properties of diacyld-glyceric acid (d-GA) sodium salts were evaluated based on interfacial tension analyses, dynamic light scattering (DLS), and antitrypsin activity. Of the four synthesizedd-GA-derived surfactants [dihexanoyld-GA sodium salt (diC6GA-Na), dioctanoyld-GA sodium salt (diC8GA-Na), didecanoyld-GA sodium salt (diC10GA-Na), and dilauroyld-GA sodium salt (diC12GA-Na)], only those with C6, C8, and C10 acyl chains were investigated because diC12GA-Na were insoluble at room temperature. Together with our previous results, surface tensions at the critical micelle concentration (CMC) were 33.9 mN/m for diC6GA-Na, 25.5 mN/m for diC8GA-Na, and 27.9 mN/m for diC10GA-Na. Evaluation of assembly size via DLS and optical microscopy revealed that diC8GA-Na and diC10GA-Na formed large associates with average sizes ranging from 50 to 200 μm at concentrations 4–5 times greater than their CMC, whereas diC6GA-Na did not form such associates. In tryptic hydrolysis studies usingNα-benzoyl-dl-arginine-4-nitroanilide as a substrate, diC8GA-Na exhibited an inhibitory effect on trypsin (trypsin specific activity: 0.26 ± 0.045 U/mg-protein) greater than that of diC10GA-Na (0.39 ± 0.10 U/mg-protein), whereas diC6GA-Na did not show antitrypsin activity. These results show that diC8GA-Na was the most bioactive of the evaluated diacyld-glycerate surfactants.