Fabrication of glycosylated surface on polymer membrane by UV-induced graft polymerization for lectin recognition

被引:61
作者
Yang, Qian
Hu, Meng-Xin
Dai, Zheng-Wei
Tian, Jing
Xu, Zhi-Kang [1 ]
机构
[1] Zhejiang Univ, Inst Polymer Sci, Hangzhou 310027, Peoples R China
[2] Zhejiang Univ, Key Lab Macromol Synth & Functionalizat, Minist Educ, Hangzhou 310027, Peoples R China
关键词
D O I
10.1021/la0610598
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Increasingly, carbohydrate- protein interactions are viewed as important mechanisms for many biological processes such as blood coagulation, immune response, viral infection, inflammation, embryogenesis, and cellular signal transfer. However, the weak affinity of the interactions and the structural complexity of carbohydrates have hindered efforts to develop a comprehensive understanding of carbohydrate functions. Fortunately, synthetic polyvalent glycoligands give us a chance to reveal the nature of these biological processes. In this work a sugar- containing monomer (alpha- D- allyl glucoside (AG)) was grafted onto polypropylene microporous membrane (PPMM) by UV- induced graft polymerization to generate a glycosylated porous surface for the first time. Fourier transform infrared spectroscopy, X- ray photoelectron spectroscopy, and scanning electron microscopy were employed to confirm the glycosylation. Water contact angle measurement was used to evaluate the hydrophilicity change of the surfaces before and after the graft polymerization of AG. It was found that the grafting density increased reasonably with the increase of AG monomer concentration, and then this increase slowed when the AG concentration exceeded 80 g/L. At the same time a 20- 25 min UV irradiation was enough for the grafting polymerization. The photoinitiator concentration also influenced the grafting density obviously, and there was an optimal concentration of the photoinitiator for the grafting process. The water contact angle of the polyAG- tethered membrane surface decreased from 149 to 80 with the increase of grafting density from 0 to 187.76 Ag/cm(2), which indicated a hydrophilic variation of the membrane surface by the grafting of AG. Results also indicated that the surface- grafted polyAG chains showed weak interaction with Con A when the grafting density was low. However, when the sugar density exceeded 90 mu g/cm2, the binding affinity increased dramatically which was the due to the "glycoside cluster effect".
引用
收藏
页码:9345 / 9349
页数:5
相关论文
共 27 条
[1]   Synthesis and langmuir studies of bivalent and monovalent α-D-mannopyranosides with lectin Con A [J].
Bandaru, NM ;
Sampath, S ;
Jayaraman, N .
LANGMUIR, 2005, 21 (21) :9591-9596
[2]   Optimizing saccharide-directed molecular delivery to biological receptors:: Design, synthesis, and biological evaluation of glycodendrimer -: Cyclodextrin conjugates [J].
Benito, JM ;
Gömez-García, M ;
Mellet, CO ;
Baussanne, I ;
Defaye, J ;
Fernández, JMG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (33) :10355-10363
[3]  
BRADFORD MM, 1976, ANAL BIOCHEM, V72, P248, DOI 10.1016/0003-2697(76)90527-3
[4]   Glycobiology: Toward understanding the function of sugars [J].
Dwek, RA .
CHEMICAL REVIEWS, 1996, 96 (02) :683-720
[5]   Carbohydrate-based mimetics in drug design: Sugar amino acids and carbohydrate scaffolds [J].
Gruner, SAW ;
Locardi, E ;
Lohof, E ;
Kessler, H .
CHEMICAL REVIEWS, 2002, 102 (02) :491-514
[6]   Rigid helical poly(glycosyl phenyl isocyanide)s: Synthesis, conformational analysis, and recognition by lectins [J].
Hasegawa, T ;
Kondoh, S ;
Matsuura, K ;
Kobayashi, K .
MACROMOLECULES, 1999, 32 (20) :6595-6603
[7]  
Houseman BT, 2002, TOP CURR CHEM, V218, P1
[8]   Synthetic glycopolymers: an overview [J].
Ladmiral, V ;
Melia, E ;
Haddleton, DM .
EUROPEAN POLYMER JOURNAL, 2004, 40 (03) :431-449
[9]   CARBOHYDRATE-PROTEIN INTERACTIONS - BASIS OF GLYCOBIOLOGY [J].
LEE, YC ;
LEE, RT .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (08) :321-327
[10]  
Lindhorst TK, 2002, TOP CURR CHEM, V218, P201