Preparation and characterization of hydrophilic hybrid monoliths via thiol-ene click polymerization and their applications in chromatographic analysis and glycopeptides enrichment

被引:28
作者
Bai, Jingyao [1 ,2 ]
Liu, Zhongshan [1 ]
Wang, Hongwei [1 ]
You, Xin [1 ]
Ou, Junjie [1 ]
Shen, Yehua [2 ]
Ye, Mingliang [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Key Lab Separat Sci Analyt Chem, Dalian 116023, Peoples R China
[2] Northwest Univ, Coll Chem & Mat Sci,Key Lab Yulin Desert Plants R, Shaanxi Alcohol Ether & Biomass Energy Engn Res C, Key Lab Synthet & Nat Funct Mol Chem,Minist Educ, Xian 710069, Peoples R China
关键词
Thiol-ene; Hybrid monolith; Hydrophilic; Capillary liquid chromatography; Glycopeptides enrichment; INTERACTION LIQUID-CHROMATOGRAPHY; SELECTIVE ENRICHMENT; CAPILLARY COLUMNS; SEPARATION; PERFORMANCE; EFFICIENT; EXTRACTION; PARTICLES; CHEMISTRY; PEPTIDES;
D O I
10.1016/j.chroma.2016.12.031
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A macroporous hydrophilic organic-silica hybrid monolithic column was synthesized via photoinitiated thiol-ene click polymerization reaction of 1-thioglycerol-modified polyhedral oligomeric vinylsilsesquioxane (vinyIPOSS) and dithiothreitol (OTT) in a binary porogenic system consisting of tetrahydrofuran (THF) and dodecanol. 1-Thioglycerol was used to modify vinyIPOSS in order to form a precursor with good solubility in the binary porogenic system. The influences of both the ratio of 1-thioglycerol/vinylPOSS and the porogenic solvents on the morphology and permeability of hybrid monoliths were studied in detail. The physical properties of hybrid monolith were characterized by scanning electron microscopy (SEM), Fourier transform infrared (FT-IR) spectroscopy and nitrogen adsorption/desorption measurement. The chromatographic performance was evaluated by separation of neutral polar compounds in capillary liquid chromatography (cLC). The resulting column possessed homogeneous macroporous structure and showed hydrophilic interaction liquid chromatography (HILIC) separation mechanism with high efficiency of 65,000 N m(-1) for formamide. Ultimately, the hybrid matrix was grafted with hydrazine groups and then exhibited the ability of glycopeptides enrichment. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:37 / 45
页数:9
相关论文
共 49 条
[1]   HYDROPHILIC-INTERACTION CHROMATOGRAPHY FOR THE SEPARATION OF PEPTIDES, NUCLEIC-ACIDS AND OTHER POLAR COMPOUNDS [J].
ALPERT, AJ .
JOURNAL OF CHROMATOGRAPHY, 1990, 499 :177-196
[2]   Radical-mediated step-growth: Preparation of hybrid polymer monolithic columns with fine control of nanostructural and chromatographic characteristics [J].
Alves, Filipa ;
Nischang, Ivo .
JOURNAL OF CHROMATOGRAPHY A, 2015, 1412 :112-125
[3]   Tailor-Made Hybrid Organic-Inorganic Porous Materials Based on Polyhedral Oligomeric Silsesquioxanes (POSS) by the Step-Growth Mechanism of Thiol-Ene "Click" Chemistry [J].
Alves, Filipa ;
Nischang, Ivo .
CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (51) :17310-17313
[4]   Conceptual Design of Large Surface Area Porous Polymeric Hybrid Media Based on Polyhedral Oligomeric Silsesquioxane Precursors: Preparation, Tailoring of Porous Properties, and Internal Surface Functionalization [J].
Alves, Filipa ;
Scholder, Pascal ;
Nischang, Ivo .
ACS APPLIED MATERIALS & INTERFACES, 2013, 5 (07) :2517-2526
[5]   Hydrophilic interaction liquid chromatography (HILIC) in proteomics [J].
Boersema, Paul J. ;
Mohammed, Shabaz ;
Heck, Albert J. R. .
ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2008, 391 (01) :151-159
[6]   Evaluation and optimization of ZIC-HILIC-RP as an alternative MudPIT strategy [J].
Boersema, Paul J. ;
Divecha, Nullin ;
Heck, Albert J. R. ;
Mohammed, Shabaz .
JOURNAL OF PROTEOME RESEARCH, 2007, 6 (03) :937-946
[7]   Hydrophilic interaction liquid chromatography (HILIC)-a powerful separation technique [J].
Buszewski, Boguslaw ;
Noga, Sylwia .
ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2012, 402 (01) :231-247
[8]   Applications of silica-based monolithic HPLC columns [J].
Cabrera, K .
JOURNAL OF SEPARATION SCIENCE, 2004, 27 (10-11) :843-852
[9]   Fast preparation of a highly efficient organic monolith via photo-initiated thiol-ene click polymerization for capillary liquid chromatography [J].
Chen, Lianfang ;
Ou, Junjie ;
Liu, Zhongshan ;
Lin, Hui ;
Wang, Hongwei ;
Dong, Jing ;
Zou, Hanfa .
JOURNAL OF CHROMATOGRAPHY A, 2015, 1394 :103-110
[10]   Vinyl functionalized silica hybrid monolith-based trypsin microreactor for on line digestion and separation via thiol-ene "click" strategy [J].
Chen, Yingzhuang ;
Wu, Minghuo ;
Wang, Keyi ;
Chen, Bo ;
Yao, Shouzhuo ;
Zou, Hanfa ;
Nie, Lihua .
JOURNAL OF CHROMATOGRAPHY A, 2011, 1218 (44) :7982-7988