华南理工大学学报(自然科学版) ›› 2017, Vol. 45 ›› Issue (9): 74-80.doi: 10.3969/j.issn.1000-565X.2017.09.011

• 食品科学与技术 • 上一篇    下一篇

D - 异抗坏血酸油酸酯的制备及其结构表征

刘国琴1 王灵利1 刘新旗2,3   

  1. 1. 华南理工大学 食品科学与工程学院,广东 广州 510640; 2. 北京工商大学 北京食品营养与人类健康高精尖创新中心//食品学院,北京 100048
  • 收稿日期:2016-08-17 修回日期:2016-12-21 出版日期:2017-09-25 发布日期:2017-08-30
  • 通信作者: 刘国琴( 1962-) ,女,博士,教授,主要从事油脂营养与安全研究. E-mail:liuguoqin2009@126.com
  • 作者简介:刘国琴( 1962-) ,女,博士,教授,主要从事油脂营养与安全研究.
  • 基金资助:
    国家重点研发计划项目( 2016YFD0400401) ; 国家高技术研究发展计划项目( 2013AA102103) ; 广东省科技计划项目( 2010B050600003)

Preparation of D-Isoascorbyl Oleate and It Structural Characterization

LIU Guo-qin1 WANG Ling-li1 LIU Xin-qi2,3   

  1. 1.School of Food Science and Engineering,South China University of Technology,Guangzhou 510640,Guangdong,China; 2.Beijing Advance Innovation Center for Food Nutrition and Human Health,Beijing Technology and Business University,Beijing 100048,China; 3.School of Food and Chemical Engineering,Beijing Technology and Business University,Beijing 100048,China
  • Received:2016-08-17 Revised:2016-12-21 Online:2017-09-25 Published:2017-08-30
  • Contact: 刘国琴( 1962-) ,女,博士,教授,主要从事油脂营养与安全研究. E-mail:liuguoqin2009@126.com
  • About author:刘国琴( 1962-) ,女,博士,教授,主要从事油脂营养与安全研究.
  • Supported by:
    Supported by the National Key R&D Program of China ( 2016YFD0400401) , the National High-Tech R&D Program of China ( 863 Program ) ( 2013AA102103 ) and Science and Technology Planning Project of Guangdong Province ( 2010B050600003)

摘要: 选取油酸为酰基供体,采用非水相酶法制取新型的D-异抗坏血酸修饰物——D- 异抗坏血酸油酸酯( IAO) . 通过液相色谱法对产物得率进行定量分析,单因素试验筛选 IAO 合成的影响因素,利用JMP 软件建立IAO 得率与反应时间、反应温度、分子筛添加量 等因素之间的Box-Behnken 数学模型,对IAO 的制备条件进行响应面优化,并采用红外光 谱和核磁共振等手段对制备的IAO 进行结构表征. 结果表明: 在最优条件下,即当油酸与 D-异抗坏血酸摩尔比为3∶ 1,酶添加量为3%,油酸浓度为0. 6mol /L,反应温度为53. 3℃, 分子筛添加量为150 g /L,反应时间为21. 3 h 时,预测IAO 得率为78. 40% ,验证实验 IAO 得率为( 74. 65 ± 1. 50) % . 这说明油酸被引入到D-异抗坏血酸的sn-6 位羟基上,制 备得到的IAO 主要为D-异抗坏血酸-6-油酸酯.

关键词: D-异抗坏血酸油酸酯, 制备, 响应面分析法, 结构表征

Abstract: D-isoascorbyl oleate ( IAO) was synthesized by using non-aqueous lipizyme 435 as the biocatalyst and oleic acid as the acyl donor,and the yield of the product was quantified by means of HPLC.Then,the factors influencing the synthesis of IAO were screened by single factor tests,and a Box-Behnken model between the IAO yield and the screened factors ( namely,reaction time,temperature,and molecular sieve dosage) was constructed by means of JMP software.Consequently,this model was used to optimize the synthesis conditions of IAO through the response surface methodology.Finally,the structure of the synthesized IAO was characterized by means of FTIR and NMR.The results showed that,under the optimal conditions,that was,when a oleic acid-to-D-isoascorbyl acid molar ratio of 3∶ 1,a lipase dosage of 3%,an oleic acid concentration of 0. 6mol /L,a reaction temperature of 53. 3℃,a molecular sieve dosage of 150 g /L and a reaction time of 21. 3 h,the predicted IAO yield and the tested one was 78. 40% and ( 74. 65 ± 1. 50) %,respectively,which indicated oleic acid was introduced into the sn-6-hydroxy group of D-isoascorbic acid,and therefore the synthesized IAO was mainly D-isoascorbic acid-6- oleate.

Key words: D-isoascorbyl oleate, preparation, response surface methodology, structural characterization