十八叔胺修饰硅胶色谱固定相制备及分离性能研究

doi:10.3969/j.issn.1000-1565.2023.01.007

河北大学学报(自然科学版) ›› 2023, Vol. 43 ›› Issue (1): 40-47.DOI: 10.3969/j.issn.1000-1565.2023.01.007

十八叔胺修饰硅胶色谱固定相制备及分离性能研究

车轩¹,刘德禄²,乔晓强²

收稿日期:2022-02-20 出版日期:2023-01-25 发布日期:2023-02-22
通讯作者: 刘德禄(1997—)
作者简介:车轩(1971—),男,山西柳林人,河北省生态环境监测中心高级工程师,主要从事环境质量监测研究.
E-mail: cx3025018@163.com
基金资助:
河北省百名优秀创新人才支持计划(SLRC2019016)

Preparation and chromatographic properties of silica gel chromatographic stationary phase modified with N,N-dimethyloctadecan-1-amine

CHE Xuan¹, LIU Delu², QIAO Xiaoqiang²

1. Hebei Ecological Environmental Monitoring Center, Shijiazhuang 050000, China; 2. College of Pharmacy, Hebei University, Baoding 071002, China

Received:2022-02-20 Online:2023-01-25 Published:2023-02-22

摘要/Abstract

摘要： 以十八叔胺(DMOA)为功能单体,通过叔胺基团与环氧功能化的二氧化硅进行开环反应,制备十八叔胺极性嵌合的SiO₂-DMOA色谱固定相.傅里叶变换红外光谱和热重分析证明SiO₂-DMOA色谱固定相已成功制备.保留机制研究显示:填充SiO₂-DMOA色谱柱具有反相/亲水混合模式保留机制,其柱效可达81 100 N/m,并可实现苯胺类、烷基苯类、酰胺类、苯衍生物、苯酚类和多环芳烃类物质的有效分离.进一步将其用于磷脂标准品的分离,可实现磷脂类别和磷脂种类的有效分离分析.将其应用于大豆卵磷脂和肺腺癌细胞中磷脂的分离分析,显示了良好的分离潜力.

关键词: 十八叔胺, 色谱固定相, 混合模式, 磷脂

Abstract: With N,N-dimethyloctadecan-1-amine(DMOA)as functional monomer, the polar embedded SiO₂-DMOA chromatographic stationary phase was prepared through ring-opening reaction. The successful fabrication of the SiO₂-DMOA stationary phase was characterized by thermogravimetric analysis and Fourier infrared spectroscopy. The retention mechanism research shows that the packed SiO₂-DMOA column indicates reversed-phase/hydrophilic mixed-mode retention mechanisms and the column efficiency can reach 81,100 N/m. The SiO₂-DMOA column can achieve high-efficiency separation of anilines, alkylbenzenes, amides, benzene derivatives, phenols and polycyclic aromatic hydrocarbons. The SiO₂-DMOA column was further applied to the separation of phospholipid standards. It can realize the effective separation and analysis of both phospholipid classes and phospholipid species. The SiO₂-DMOA column was further applied to the separation and analysis of soybean lecithin and phospholipids in lung adenocarcinoma cells, which also show a good separation potential.- DOI:10.3969/j.issn.1000-1565.2023.01.007十八叔胺修饰硅胶色谱固定相制备及分离性能研究车轩¹,刘德禄²,乔晓强²(1. 河北省生态环境监测中心,河北石家庄 050000;2. 河北大学药学院,河北保定 071002)摘要:以十八叔胺(DMOA)为功能单体,通过叔胺基团与环氧功能化的二氧化硅进行开环反应,制备十八叔胺极性嵌合的SiO₂-DMOA色谱固定相.傅里叶变换红外光谱和热重分析证明SiO₂-DMOA色谱固定相已成功制备.保留机制研究显示:填充SiO₂-DMOA色谱柱具有反相/亲水混合模式保留机制,其柱效可达81 100 N/m,并可实现苯胺类、烷基苯类、酰胺类、苯衍生物、苯酚类和多环芳烃类物质的有效分离.进一步将其用于磷脂标准品的分离,可实现磷脂类别和磷脂种类的有效分离分析.将其应用于大豆卵磷脂和肺腺癌细胞中磷脂的分离分析,显示了良好的分离潜力.关键词:十八叔胺;色谱固定相;混合模式;磷脂中图分类号:O657.7 文献标志码:A 文章编号:1000-1565(2023)01-0040-08Preparation and chromatographic properties of silica gel chromatographic stationary phase modified with N,N-dimethyloctadecan-1-amineCHE Xuan¹, LIU Delu², QIAO Xiaoqiang²(1. Hebei Ecological Environmental Monitoring Center, Shijiazhuang 050000, China; 2. College of Pharmacy, Hebei University, Baoding 071002, China)Abstract: With N,N-dimethyloctadecan-1-amine(DMOA)as functional monomer, the polar embedded SiO₂-DMOA chromatographic stationary phase was prepared through ring-opening reaction. The successful fabrication of the SiO₂-DMOA stationary phase was characterized by thermogravimetric analysis and Fourier infrared spectroscopy. The retention mechanism research shows that the packed SiO₂-DMOA column indicates reversed-phase/hydrophilic mixed-mode retention mechanisms and the column efficiency can reach 81,100 N/m. The SiO₂-DMOA column can achieve high-efficiency separation of anilines, alkylbenzenes, amides, benzene derivatives, phenols and polycyclic aromatic hydrocarbons. The SiO₂-DMOA column was further applied to the separation of phospholipid standards. It can realize the effective separation and analysis of both phospholipid classes and phospholipid species. The SiO₂-DMOA column was further applied to the separation and analysis of soybean lecithin and phospholipids in lung adenocarcinoma cells, which also show a good separation potential.- 收稿日期:2022-02-20 基金项目:河北省百名优秀创新人才支持计划(SLRC2019016) 第一作者:车轩(1971—),男,山西柳林人,河北省生态环境监测中心高级工程师,主要从事环境质量监测研究. E-mail: cx3025018@163.com 通信作者:刘德禄(1997—),男,吉林梅河口人,河北大学硕士研究生,主要从事色谱分析研究.E-mail: 945068682@qq.com乔晓强(1982—),男,河北宁晋人,河北大学教授,博士,主要从事色谱分离分析新材料研究. E-mail: hbuqiao@163.com第1期车轩等:十八叔胺修饰硅胶色谱固定相制备及分离性能研究

Key words: N,N-dimethyloctadecan-1-amine, chromatographic stationary phase, mixed-mode, phospholipids

中图分类号:

O657.7

车轩,刘德禄,乔晓强. 十八叔胺修饰硅胶色谱固定相制备及分离性能研究[J]. 河北大学学报(自然科学版), 2023, 43(1): 40-47.

CHE Xuan, LIU Delu, QIAO Xiaoqiang. Preparation and chromatographic properties of silica gel chromatographic stationary phase modified with N,N-dimethyloctadecan-1-amine[J]. Journal of Hebei University(Natural Science Edition), 2023, 43(1): 40-47.

参考文献

[1] RITCHIE K, SPECTOR J. Single molecule studies of molecular diffusion in cellular membranes: Determining membrane structure[J]. Biopolymers, 2007, 87(2-3): 95-101. DOI:10.1002/bip.20801.
[2] HERCHI W, SAKOUHI F, KHALED S, et al. Characterisation of the glycerophospholipid fraction in flaxseed oil using liquid chromatography-mass spectrometry[J]. Food Chem, 2011, 129(2): 437-442. DOI: 10.1016/j.foodchem.2011.04.096.
[3] 梁梦颖.苯乙烯-马来酸聚合物衍生物修饰硅胶色谱材料制备及应用[D].保定: 河北大学, 2021.
[4] RESTUCCIA D, SPIZZIRRI U G, PUOCI F, et al. Determination of phospholipids in food samples[J]. Food Rev Int,2012, 28(1): 1-46. DOI:10.1080/87559129.2011.563398.
[5] LI M, TONG X L, LV P, et al. A not-stop-flow online normal-/reversed-phase two-dimensional liquid chromatography-quadrupole time-of-flight mass spectrometry method for comprehensive lipid profiling of human plasma from atherosclerosis patients[J]. J Chromatogr A, 2014, 1372: 110-119. DOI:10.1016/j.chroma.2014.10.094.
[6] 王亮,王波,辛毅,等.反相高效液相色谱法分离肝源性磷脂酰胆碱分子种[J].天然产物研究与开发, 2011, 23(6): 1144-1147. DOI:10.16333/j.1001-6880.2011.06.032.
[7] CAJKA T, FIEHN O. Toward merging untargeted and targeted methods in mass spectrometry-based metabolomics and lipidomics[J]. Anal Chem, 2016, 88(1): 524-545. DOI: 10.1021/acs.analchem.5b04491.
[8] TENENBOIM H, BURGOS A, WILLMITZER L, et al. Using lipidomics for expanding the knowledge on lipid metabolism in plants[J]. Biochimie, 2016, 130: 91-96. DOI: 10.1016/j.biochi.2016.06.004.
[9] HONDA A, SUZUKI Y, SUZUKI K. Review of molecular modification techniques for improved detection of biomolecules by mass spectrometry[J]. Anal Chim Acta, 2008, 623(1): 1-10. DOI: 10.1016/j.aca.2008.05.064.
[10] 乔晓强,聂扬扬,段立广,等.氟化表面活性剂修饰硅胶色谱固定相制备及分离性能[J].河北大学学报(自然科学版), 2021, 41(5): 528-534. DOI: 10.3969/j.issn.1000-1565.2021.05.009.
[11] 王胜玉,梁鹏,段立广,等.咪唑嵌合半胱氨酸修饰固定相制备及色谱应用[J].河北大学学报(自然科学版), 2020, 40(1): 18-26. DOI: 10.3969/j.issn.1000-1565.2020.01.004.
[12] 李国辉,钟其顶,王道兵,等.HPLC法测定大豆磷脂及其保健品中PC、PI、PE[J]. 食品研究与开发, 2015, 36(6): 67-70. DOI: 10.3969/j.issn.1005-6521.2015.06.018.
[13] IVERSON S J, LANG S L, COOPER M H. Comparison of the bligh and dyer and folch methods for total lipid determination in a broad range of marine tissue[J]. Lipids, 2001, 36(11):1283-1287. DOI: 10.1007/s11745-001-0843-0.
[14] RAMDATH D D, PADHI E M T, SARFARAZ S, et al. Beyond the cholesterol-lowering effect of soy protein: A review of the effects of dietary soy and its constituents on risk factors for cardiovascular disease[J]. Nutrients, 2017, 9(4): 324. DOI: 10.3390/nu9040324.
[15] KAFLE A, AKAMATSU M, BHADANI A, et al. Phase behavior of the bilayers containing hydrogenated soy lecithin and beta-sitosteryl sulfate[J]. Langmuir, 2020, 36(21): 6025-6032. DOI: 10.1021/acs.langmuir.0c00472.
[16] 陈勇,束余声.CCDC6-RET融合基因与肺腺癌关系的研究进展[J].江苏医药, 2021, 47(9): 963-967. DOI: 10.19460/j.cnki.0253-3685.2021.09.025.
[17] 苏永梅.早期肺癌患者血清标志物的研究进展[J].中国城乡企业卫生, 2021, 36(12): 63-65. DOI: 10.16286/j.1003-5052.2021.12.021. (

十八叔胺修饰硅胶色谱固定相制备及分离性能研究

Preparation and chromatographic properties of silica gel chromatographic stationary phase modified with N,N-dimethyloctadecan-1-amine

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 4

编辑推荐

Metrics

本文评价

[1]	乔晓强,聂扬扬,段立广,梁梦颖. 氟化表面活性剂修饰硅胶色谱固定相制备及分离性能[J]. 河北大学学报(自然科学版), 2021, 41(5): 528-534.
[2]	王胜玉,梁鹏,段立广,乔晓强. 咪唑嵌合半胱氨酸修饰固定相制备及色谱应用[J]. 河北大学学报(自然科学版), 2020, 40(1): 18-26.
[3]	武金霞，武建，隋思强，吴红月，张贺迎. 蚯蚓冻干粉对高血脂小鼠胆固醇逆转运相关基因的调节作用[J]. 河北大学学报(自然科学版), 2015, 35(2): 159-164.
[4]	刘海燕,杨更亮,李海鹰,孙素芳,陈义. 固定化酶类高效液相色谱手性固定相[J]. 河北大学学报(自然科学版), 2003, 23(1): 96-99,105.