Analysis of Sucrose Esters with Long Acyl Chain by Coupling of HPLC-ELSD with ESI-MS System

›› 2009, Vol. 17 ›› Issue (6): 1032-1037.

Analysis of Sucrose Esters with Long Acyl Chain by Coupling of HPLC-ELSD with ESI-MS System

朱金丽¹, 汤艳峰¹, 李建华¹, 张淑芬²

1. School of Chemistry and Chemical Engineering, Nantong University, Nantong 226007, China;
2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, China

收稿日期:2009-05-01 修回日期:2009-09-07 出版日期:2009-12-28 发布日期:2009-12-28
通讯作者: TANG Yanfeng,E-mail:tangyf@ntu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China (20906052);the Science Foundation of Nantong City Municipality (K2007011,K2008023);the Science Foundation of Nantong University (08R08);the University Science Research Project of Jiangsu Province (09KJB530008)

Analysis of Sucrose Esters with Long Acyl Chain by Coupling of HPLC-ELSD with ESI-MS System

ZHU Jinli¹, TANG Yanfeng¹, LI Jianhua¹, ZHANG Shufen²

1. School of Chemistry and Chemical Engineering, Nantong University, Nantong 226007, China;
2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, China

Received:2009-05-01 Revised:2009-09-07 Online:2009-12-28 Published:2009-12-28
Supported by:
Supported by the National Natural Science Foundation of China (20906052);the Science Foundation of Nantong City Municipality (K2007011,K2008023);the Science Foundation of Nantong University (08R08);the University Science Research Project of Jiangsu Province (09KJB530008)

摘要/Abstract

摘要： The analysis of sucrose esters with long acyl chain by improved high performance liquid chromatographic method with evaporative light scattering detection(HPLC-ELSD) and electrospray ionization mass spectrum(ESI-MS) is investigated.The improved HPLC-ELSD method for the separation and quantitation of commercial and synthesized sucrose esters is described.Samples are analyzed by means of a reversed-phase(RP) HPLC using a Hypersil C8 column(250 mm×4.6 mm,5 μm particle size) with methanol-tetrahydrofuran(volume ratio of 90:10) and water under gradient condition as the mobile phase,in which the flow rate is 1.0 ml·min^-1 and the column temperature is set at 40℃.This procedure provides a complete separation and determination of monoester,diester,triester and higher esters with different acyl chain lengths in each fraction by a single run,in combination with the ESI-MS technology.With this method,it is possible to determine the approximate compositions of mono-to polyesters in one analysis and quantitate pure positional isomers precisely using an external standard method.It is found that the method of ESI-MS coupling with HPLC system for the analysis of sucrose esters is straight forward,rapid and inexpensive,and can be readily applied in synthesis,purification and structure studies.

关键词: sucrose esters, long acyl chain, analysis, high performance liquid chromatographic method with evaporative light scattering detection, electrospray ionization mass spectrum

Abstract: The analysis of sucrose esters with long acyl chain by improved high performance liquid chromatographic method with evaporative light scattering detection(HPLC-ELSD) and electrospray ionization mass spectrum(ESI-MS) is investigated.The improved HPLC-ELSD method for the separation and quantitation of commercial and synthesized sucrose esters is described.Samples are analyzed by means of a reversed-phase(RP) HPLC using a Hypersil C8 column(250 mm×4.6 mm,5 μm particle size) with methanol-tetrahydrofuran(volume ratio of 90:10) and water under gradient condition as the mobile phase,in which the flow rate is 1.0 ml·min^-1 and the column temperature is set at 40℃.This procedure provides a complete separation and determination of monoester,diester,triester and higher esters with different acyl chain lengths in each fraction by a single run,in combination with the ESI-MS technology.With this method,it is possible to determine the approximate compositions of mono-to polyesters in one analysis and quantitate pure positional isomers precisely using an external standard method.It is found that the method of ESI-MS coupling with HPLC system for the analysis of sucrose esters is straight forward,rapid and inexpensive,and can be readily applied in synthesis,purification and structure studies.

Key words: sucrose esters, long acyl chain, analysis, high performance liquid chromatographic method with evaporative light scattering detection, electrospray ionization mass spectrum

朱金丽, 汤艳峰, 李建华, 张淑芬. Analysis of Sucrose Esters with Long Acyl Chain by Coupling of HPLC-ELSD with ESI-MS System[J]. , 2009, 17(6): 1032-1037.

ZHU Jinli, TANG Yanfeng, LI Jianhua, ZHANG Shufen. Analysis of Sucrose Esters with Long Acyl Chain by Coupling of HPLC-ELSD with ESI-MS System[J]. , 2009, 17(6): 1032-1037.

参考文献

1 Sangnark, A., Noomhorm, A., “Effect of dietary fiber from sugarcane bagasse and sucrose ester on dough and bread properties”, Lebensmittel-Wissenschaft und-Technologie, 37(7), 697-704(2004).
2 Cázares-Delgadillo, J., Naik, A., Kalia, Y.N., “Skin permeation enhancement by sucrose esters:A pH-dependent phenomenon”, International Journal of Pharmaceutics, 297(1-2), 204-212(2005).
3 Yamauchi, N., Tokuhara, Y., Ohyama, Y., “Inhibitory effect of sucrose laurate ester on degreening in Citrus nagato-yuzukichi fruit during storage”, Postharvest Biology and Technology, 47(3), 333-337(2008).
4 Simonovska, B., Srbinoska, M., Vovk, I., “Analysis of sucrose esters-insecticides from the surface of tobacco plant leaves”, Journal of Chromatography A, 1127(1-2), 273-277(2006).
5 Asim, N., Radiman, S., Bin Yarmo, M.A., “Synthesis of WO 3 in nanoscale with the usage of sucrose ester microemulsion and CTAB micelle solution”, Materials Letters, 61(13), 2652-2657(2007).
6 Khiew, P.S., Radiman, S., Huang, N.M., “Studies on the growth and characterization of CdS and PbS nanoparticles using sugar-ester nonionic water-in-oil microemulsion”, Journal of Crystal Growth, 254(1-2), 235-243(2003).
7 Osipow, L., Snell, F.D., York, W.C., Finchler, A., “Methods of preparation-fatty acid esters of sucrose”, Industrial and Engineering Chemistry, 48, 1459-1462(1956).
8 Osipow, L., Rosenblatt, W., Snell, F.D., “Micro-emulsion preparation of sucrose esters ”, Journal of the American Oil Chemists' Society, 44(5), 307-309(1967).
9 Fumiaki, Y., Funio, E., Hideki, O., “Process for synthesizing sucrose esters of fatty acids”, U.S.Pat., 3792041(1974).
10 Feuge, R.O., Zeringue, H.J., Weiss, T. J., “Preparation of sucrose esters by interesterification”, Journal of the American Oil Chemists' Society, 47(2), 56-60(1970).
11 Hajime, E., suyoshi, U., “Enzymatic synthesis of carbohydrate of fatty acid(I) Esterification of sucrose, glucose, fructose and sorbitol”, Journal of the American Oil Chemists' Society, 61(11), 1761-1765(1984).
12 Torres, M.C., Dean, M.A., Wagner, F.W., “Chromatographic separations of sucrose, monostearate structure isomers”, Journal of Chromatography, 522, 245-253(1990).
13 Li, Y.K., Zhang, S.F., Yang, J.Z., “Analysis of sucrose esters by thin-layer chromatography”, Chinese Journal of Chromatography, 20(5), 476-478(2002).(in Chinese)
14 Gupta, R.K., James, K., Smith, F.J., “Analysis of sucrose donoand diesters prepared from triglycerides containing C₁₂-C₁₈ fatty acids”, Journal of the American Oil Chemists' Society, 60,1908-1913(1983).
15 Karrer, H., Herberg, H., “Analysis of sucrose fatty acid esters by high temperature gas chromatography”, Journal of High Resolution Chromatography, 15, 585-589(1992).
16 Kaufman, V.R., Garti, N., “Analysis of sucrose esters composition by HPLC”, Journal of Liquid Chromatography, 7, 1195-1205(1981).
17 Jaspers, M.E.A.P., van Leewen, F.F., Nieuwenhuls, H.J.W., Vianen, G.M., “High performance liquid chromatographic separation of sucrose fatty acid esters”, Journal of the American Oil Chemists' Society, 64, 1020-1025(1987).
18 Moh, M.H., Tang, T.S., Tan, G.H., “Improved separation of sucrose ester isomers using gradient high performance liquid chromatography with evaporative light scattering detection”, Food chemistry, 69, 105-110(2000).
19 Wang, Q.H., Zhang, S.F., Zhang, P., “Separation and quantitation of sucrose esters using HPLC with evaporative light scattering detection”, Journal of Liquid Chromatography & Related Technologies, 29, 2399-2412(2006).
20 Wang, Q.H., Zhang, S.F., Yang, J.Z., “HPLC analysis of sucrose ester analogs using evaporative light scattering detection”, Journal of Liquid Chromatography & Related Technologies, 30, 2395-2407(2007).
21 Breda, S., Marija S., Irena, V., “Analysis of sucrose esters-insecticides from the surface of tobacco plant leaves”, Journal of Chromatography A, 1127, 273-277(2006).
22 Zhu, J.L., Zhang, S.F., Yang, J.Z., “Study on production of high-monoester sucrose fatty acid esters by improved metallic salt method and alcoholic separation”, Tenside, Surfactants, Detergents, 43(2), 106-110(2006).
23 Zhu, J.L., Zhang, S.F., Yang, J.Z., “Analysis of the sucrose fatty acid esters by atmospheric-pressure ionization MS with electrospray ionization spectrometry”, Tenside, Surfactants, Detergents, 43(4), 178-183(2006).

[1]	Sinu Poolachira, Sivasubramanian Velmurugan. Graphene oxide/hydrotalcite modified polyethersulfone nanohybrid membrane for the treatment of lead ion from battery industrial effluent[J]. 中国化学工程学报, 2023, 60(8): 253-261.
[2]	Chaobo Zhang, Xiaoyong Yang, Jian Dai, Wenxia Liu, Hang Yang, Zhishan Bai. Efficient extraction of phenol from wastewater by ionic micro-emulsion method: Anionic and cationic[J]. 中国化学工程学报, 2023, 58(6): 137-145.
[3]	Chenyang Zhao, Yinhan Cheng, Guangfei Qu, Yongheng Yuan, Fenghui Wu, Ye Liu, Shan Liu, Junyan Li, Ping Ning. High-performance liquid-phase catalytic purification of phosphine in tail gas using Pd(II)/Cu(II) composite[J]. 中国化学工程学报, 2023, 57(5): 98-108.
[4]	Xiongzhuo Zhu, Dali Gao, Chong Yang, Chunjie Yang. A blast furnace fault monitoring algorithm with low false alarm rate: Ensemble of greedy dynamic principal component analysis-Gaussian mixture model[J]. 中国化学工程学报, 2023, 57(5): 151-161.
[5]	Fangyuan Ma, Cheng Ji, Jingde Wang, Wei Sun. Early identification of process deviation based on convolutional neural network[J]. 中国化学工程学报, 2023, 56(4): 104-118.
[6]	Yiming Bai, Shuaiyu Xiang, Feifan Cheng, Jinsong Zhao. A dynamic-inner LSTM prediction method for key alarm variables forecasting in chemical process[J]. 中国化学工程学报, 2023, 55(3): 266-276.
[7]	Dayang Wang, Ningde Jin, Lusheng Zhai, Yingyu Ren. Quantitative research of the liquid film characteristics in upward vertical gas, oil and water flows[J]. 中国化学工程学报, 2023, 54(2): 67-79.
[8]	P.M. Patil, Bharath Goudar. Entropy generation analysis from the time-dependent quadratic combined convective flow with multiple diffusions and nonlinear thermal radiation[J]. 中国化学工程学报, 2023, 53(1): 46-55.
[9]	Jie Jiang, Wei Cheng, Qiuyu Tang, Xun Pan, Jinjin Li, Ling Zhao, Zhenhao Xi, Weikang Yuan. Multiblock poly(ether-b-amide) copolymers comprised of PA1212 and PPO-PEO-PPO with specific moisture-responsive and antistatic properties[J]. 中国化学工程学报, 2023, 53(1): 421-430.
[10]	Jiaxin Zhang, Wenjia Luo, Yiyang Dai, Yuman Yao. Cycle temporal algorithm-based multivariate statistical methods for fault diagnosis in chemical processes[J]. 中国化学工程学报, 2022, 47(7): 54-70.
[11]	Wenjuan Bai, Dianming Chu, Kuanxin Tang, Lei Geng, Yan Li, Yan He. The motion mechanism and characteristic of bubble in a pseudo-2D tapered fluidized bed[J]. 中国化学工程学报, 2022, 46(6): 255-270.
[12]	Yingjie Zhou, Wenhui Zhang, Shengwei Yu, Haibo Jiang, Chunzhong Li. Patterned catalyst layer boosts the performance of proton exchange membrane fuel cells by optimizing water management[J]. 中国化学工程学报, 2022, 44(4): 246-252.
[13]	Yuanjie Li, Qiuxiang Yin, Meijing Zhang, Ying Bao, Baohong Hou, Jingkang Wang, Jiting Huang, Ling Zhou. Characterization and structure analysis of the heterosolvate of erythromycin thiocyanate[J]. 中国化学工程学报, 2022, 44(4): 268-274.
[14]	Jason Williams, Hussameldin Ibrahim, Nima Karimi, Kelvin Tsun Wai Ng. Heterogeneous numerical modelling for the auto thermal reforming of crude glycerol in a fixed bed reactor[J]. 中国化学工程学报, 2022, 42(2): 261-268.
[15]	Wenhui Yang, Haoyu Yin, Zhihong Yuan, Bingzhen Chen. Flexibility analysis for continuous ibuprofen manufacturing processes[J]. 中国化学工程学报, 2022, 51(11): 115-125.

Analysis of Sucrose Esters with Long Acyl Chain by Coupling of HPLC-ELSD with ESI-MS System

Analysis of Sucrose Esters with Long Acyl Chain by Coupling of HPLC-ELSD with ESI-MS System

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价