Facile Synthesis of Boronic Acid-Functionalized Magnetic Mesoporous Silica Nanocomposites for Highly Specific Enrichment of Glycopeptides

被引:23
作者
Zhang Huaiyuan
Yao Guoping
Deng Chunhui
Lu Haojie
Yang Pengyuan [1 ]
机构
[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
基金
中国国家自然科学基金;
关键词
3-aminophenylboronic acid monohydrate; magnetic mesoporous silica; selective enrichment; glycopeptides; mass spectrometry; LASER DESORPTION/IONIZATION-TIME; LECTIN AFFINITY; GLYCOSYLATION; BINDING; IDENTIFICATION; GLYCOPROTEINS; PROTEINS; ENZYME;
D O I
10.1002/cjoc.201190166
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the work, aminophenylboronic acid (APB)-functionalized magnetic mesoporous silica, which holds the attractive features of high magnetic responsivity and large surface area, was developed to enrich glycopeptides. At first, magnetic mesoporous silica nanocomposites were prepared. And then, the nanocomposites were functioned with glycidoxypropyltrimethoxysilane (GLYMO) for boronic acid immobilization. Due to that the boronic acid group on the surface of magnetic mesoporous silica nanocomposites can form tight yet reversible covalent bond with glycopeptides containing cis-1,2-diols groups, the magnetic mesoporous silica nanocomposites were successfully applied to selective enrichment of glycopeptides. APB functionalized magnetic mesoporous silica was also demonstrated to have high selectivity for the glycopeptides in the presence of a 10-fold excess bovine serum albumin (BSA) over horseradish peroxidase (HRP) in the tryptic digest. We also find that magnetic mesoporous silica has better sensitivity in HRP digest compared with that of commercial aminophenylboronic acid-functionalized magnetic nanoparticles beads. The limit of detection for glycopeptides from glycoprotein HRP is about 0.01 ng/mu L.
引用
收藏
页码:835 / 839
页数:5
相关论文
共 28 条
[21]   Protein glycosylation: nature, distribution, enzymatic formation, and disease implications of glycopeptide bonds [J].
Spiro, RG .
GLYCOBIOLOGY, 2002, 12 (04) :43R-56R
[22]  
SRISUDA SU, 2008, ENVIRON ENG SCI, V25, P1477
[23]   Solid-phase extraction of N-linked glycopeptides [J].
Tian, Yuan ;
Zhou, Yong ;
Elliott, Sarah ;
Aebersold, Ruedi ;
Zhang, Hui .
NATURE PROTOCOLS, 2007, 2 (02) :334-339
[24]   Evaluation of biomarker modulation by fenretinide in prostate cancer patients [J].
Urban, D ;
Myers, R ;
Manne, U ;
Weiss, H ;
Mohler, J ;
Perkins, D ;
Markiewicz, M ;
Lieberman, R ;
Kelloff, G ;
Marshall, M ;
Grizzle, W .
EUROPEAN UROLOGY, 1999, 35 (5-6) :429-438
[25]   Enzymatic reaction of the immobilized enzyme on porous silicon studied by matrix-assisted laser desorption/ionization-time of flight-mass spectrometry [J].
Xu, SY ;
Pan, CS ;
Hu, LG ;
Zhang, Y ;
Guo, Z ;
Li, X ;
Zou, HF .
ELECTROPHORESIS, 2004, 25 (21-22) :3669-3676
[26]   Highly Specific Enrichment of Glycopeptides Using Boronic Acid-Functionalized Mesoporous Silica [J].
Xu, Yawei ;
Wu, Zhangxiong ;
Zhang, Lijuan ;
Lu, Haojie ;
Yang, Pengyuan ;
Webley, Paul A. ;
Zhao, Dongyuan .
ANALYTICAL CHEMISTRY, 2009, 81 (01) :503-508
[27]   Approach to the comprehensive analysis of glycoproteins isolated from human serum using a multi-lectin affinity column [J].
Yang, ZP ;
Hancock, WS .
JOURNAL OF CHROMATOGRAPHY A, 2004, 1053 (1-2) :79-88
[28]   Facile synthesis of aminophenylboronic acid-functionalized magnetic nanoparticles for selective separation of glycopeptides and glycoproteins [J].
Zhou, Wei ;
Yao, Ning ;
Yao, Guoping ;
Deng, Chunhui ;
Zhang, Xiangmin ;
Yang, Pengyuan .
CHEMICAL COMMUNICATIONS, 2008, (43) :5577-5579