上海交通大学学报（医学版）

上海交通大学学报（医学版）

• 论著（基础研究） • 上一篇    下一篇

N-硬脂酰酪氨酸盐的合成及其临界胶束浓度测定

唐双奇，殷 莎，陆 阳   

  1. 上海交通大学 基础医学院化学生物学实验室， 上海 200025
  • 出版日期:2014-06-28 发布日期:2014-06-30
  • 通讯作者: 陆 阳, 电子信箱: luyangssmu@163.com。
  • 作者简介:唐双奇（1990—）， 男， 硕士生; 电子信箱: redfielddon@126.com。
  • 基金资助:

    国家自然科学基金项目（30873057, 81171245）；上海市科委基础重点课题（11JC1406600）；上海市科委科技支撑项目（12431900604）

Synthesis of N-stearyl tyrosine salts and measurement of its critical micelle concentration

TANG Shuang-qi, YIN Sha, LU Yang   

  1. Laboratory of Chemical Biology, Basic Medicine Faculty of Shanghai Jiao Tong University, Shanghai 200025, China
  • Online:2014-06-28 Published:2014-06-30
  • Supported by:

    National Natural Science Foundation of China, 30873057, 81171245; Key Basic Research Project of Science and Technology Commission of Shanghai Municipality, 11JC1406600; Scientific and Technological Support Project of Science and Technology Commission of Shanghai Municipality, 12431900604

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摘要：

目的 合成N-硬脂酰酪氨酸二钠盐（NST-2Na）和二钾盐（NST-2K），测定它们的临界胶束浓度（CMC）。方法 以硬脂酸为原料经两步反应得到N-硬脂酰酪氨酸（NST），再经NaOH或KOH碱化得到目标化合物。以十二烷基硫酸钠（SDS）为标准品，N,N-二乙基苯胺（DEA）为探针，确定紫外分光光度法（UV法）测定CMC的可行性。运用UV法测定两种NST盐的CMC。结果 经高效液相色谱法（HPLC）法确定，NST-2Na纯度为98.35%，NST-2K纯度为92.65%。UV法测得SDS的CMC值与文献值一致，NST-2Na和NST-2K的CMC值分别为27.5 mg/100 mL和25.0 mg/100 mL。结论 UV法可作为测定NST盐CMC值简单、可靠的方法。

关键词: 十二烷基硫酸钠, N-硬脂酰酪氨酸盐, N,N-二乙基苯胺, 紫外分光光度法, 临界胶束浓度

Abstract:

Objective To synthesize N-stearyl tyrosine disodium (NST-2Na) and dipotassium (NST-2K) and to determine their critical micelle concentration (CMC). Methods N-stearyl tyrosine (NST) was synthesized from stearic acid via two step reactions and then basified by NaOH or KOH to obtain the target compounds. The feasibility of UV spectrophotometry for measuring the CMC was determined by the CMC trial of sodium dodecyl sulfate (SDS) and N,N-diethyl aniline (DEA) was used as the probe. The CMC of two NST salts was measured by the UV spectrophotometry. Results The results of high performance liquid chromatography (HPLC) showed that the purity of NST-2Na and NST-2K was 98.35% and 92.65%, respectively. The CMC values of SDS determined by the UV spectrophotometry were consistent with those of literatures. The CMC was 27.5 mg/100 mL for NST-2Na and 25.0 mg/100 mL for NST-2K. Conclusion The UV spectrophotometry is a simple and reliable method for measuring the CMC of NST salts.

Key words: sodium dodecyl sulfate, N-stearyl tyrosine salts, N,N-diethyl aniline, UV spectrophotometry, critical micelle concentration