Citation: Jie Zhao, Ru Mo, Li-Mei Tian, Ling-Jie Song, Shi-Fang Luan, Jing-Hua Yin, Lu-Quan Ren. Oriented Antibody Immobilization and Immunoassay Based on Boronic Acid-containing Polymer Brush[J]. Chinese Journal of Polymer Science, ;2018, 36(4): 472-478. doi: 10.1007/s10118-018-2031-0 shu

Oriented Antibody Immobilization and Immunoassay Based on Boronic Acid-containing Polymer Brush

a.
Key Laboratory of Bionic Engineering, Ministry of Education, Jilin University, Changchun 130022, China
b.
State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
c.
Jilin Province People's Hospital, Changchun 130021, China

Corresponding author: Jie Zhao, jiezhao@jlu.edu.cn
Received Date: 23 August 2017
Accepted Date: 30 August 2017
Available Online: 1 December 2017

High sensitive immunoassay platforms have gained intense attention due to their vital roles in early-stage disease diagnosis and therapeutic information feedback. Although random covalent-binding of antibody has been widely adopted in immunoassays due to its simplicity and effectiveness, it readily loses its activity and fails to exhibit high antigen-binding capacity. In this work, copolymer of zwitterionic sulfobetaine methacrylate (SBMA) and glycidyl methacrylate (GMA) brushes were immobilized onto inert polypropylene (PP) via surface-initiated atom transfer radical polymerization (ATRP) based on biomimetic dopamine pretreatment. Subsequently, boronic acid (BA) groups were covalently bonded via active GMA units, followed by the introduction of oriented immobilization of antibody. Owing to the oriented immobilization of antibody facilitated by BA groups in polymer brush, the bioactivity of antibody is well preserved, which endows the surface with significantly enhanced antigen-binding capacity. Moreover, the existence of SBMA segments in polymer brushes renders the surface high resistance to nonspecific protein adsorption, significantly alleviating the signal interference of antigen recognition. This strategy could find potential applications in developing high sensitive immunoassay platforms based on the different substrates.
- Biomimetic dopamine,
- Atom transfer radical polymerization (ATRP),
- Boronic acid (BA),
- Immunoassay,
- Biomimetic
1. [1]
  Wu Y. M., Cen Y., Huang L.J., Yu R. Q., Chu X.. Upconversion fluorescence resonance energy transfer biosensor for sensitive detection of human immunodeficiency virus antibodies in human serum[J]. Chem. Commun., 2014,50:4759-4762. doi: 10.1039/C4CC00569D
2. [2]
  Bi X., Liu Z.. Facile preparation of glycoprotein-imprinted 96-well microplates for enzyme-linked immunosorbent assay by boronate affinity-based oriented surface imprinting[J]. Anal. Chem., 2014,86(1):959-966. doi: 10.1021/ac403736y
3. [3]
  Gan S. D., Patel K. R.. Enzyme immunoassay and enzyme-linked immunosorbent assay[J]. J. Invest. Dermatol., 2013,133(9):1-3.
4. [4]
  Bae Y. M., Oh B. K., Lee W., Lee W. H., Choi J. W.. Study on orientation of immunoglobulin G on protein G layer[J]. Biosens. Bioelectron., 2005,21(1):103-110. doi: 10.1016/j.bios.2004.09.003
5. [5]
  Bhadra P., Shajahan M. S., Bhattacharya E., Chadha A.. Studies on varying n-alkanethiol chain lengths on a gold coated surface and their effect on antibody-antigen binding efficiency[J]. RSC Adv., 2015,5(98):80480-80487. doi: 10.1039/C5RA11725A
6. [6]
  Jung Y., Jeong J.Y., Chung B.H.. Recent advances in immobilization methods of antibodies on solid supports[J]. Analyst, 2008,133(6):697-701. doi: 10.1039/b800014j
7. [7]
  Soellner M. B., Dickson K. A., Nilsson B. L., Raines R.T.. Site-specific protein immobilization by staudinger ligation[J]. J. Am. Chem. Soc., 2003,125(39):11790-11791. doi: 10.1021/ja036712h
8. [8]
  Trilling A. K., Beekwilder J., Zuilhof H.. Antibody orientation on biosensor surfaces:a minireview[J]. Analyst, 2013,138(6):1619-1627. doi: 10.1039/c2an36787d
9. [9]
  Wang Z., Jin G. J.. Feasibility of protein A for the oriented immobilization of immunoglobulin on silicon surface for a biosensor with imaging ellipsometry[J]. Biochem. Biophys. Methods, 2003,57(3):203-211. doi: 10.1016/S0165-022X(03)00109-X
10. [10]
  Kim J., Cho J., Seidler P. M., Kurland N. E., Yadavalli V. K.. Investigations of chemical modifications of amino-terminated organic films on silicon substrates and controlled protein immobilization[J]. Langmuir,, 2010,26(4):2599-2608. doi: 10.1021/la904027p
11. [11]
  de Juan-Franco E., Caruz A., Pedrajas J. R., Lechuga L. M.. Site-directed antibody immobilization using a protein A-gold binding domain fusion protein for enhanced SPR immunosensing[J]. Analyst, 2013,138(7):2023-2031. doi: 10.1039/c3an36498d
12. [12]
  Wang S., Ye J., Li X., Liu Z.. Boronate affinity fluorescent nanoparticles for förster resonance energy transfer inhibition assay of cis-diol biomolecules[J]. Anal. Chem., 2016,88(10):5088-5096. doi: 10.1021/acs.analchem.5b04507
13. [13]
  Peters J. A.. Interactions between boric acid derivatives and saccharides in aqueous media:structures and stabilities of resulting esters[J]. Coord. Chem. Rev., 2014,268(2):1-22.
14. [14]
  Brooks W. L., Sumerlin B. S.. Synthesis and applications of boronic acid-containing polymers:from materials to medicine[J]. Chem. Rev., 2016,116(3):1375-1397. doi: 10.1021/acs.chemrev.5b00300
15. [15]
  Chen M. L., Adak A. K., Yeh N. C.. Fabrication of an oriented Fc-fused lectin microarray through boronate formation[J]. Angew. Chem., 2008,47(45):8627-8630. doi: 10.1002/anie.v47:45
16. [16]
  Tan L., Xing J., Cao F., Chen L., Zhang C., Shi R., Wang Y.. Synthesis of double-hydrophilic double-grafted copolymers PMA-g-PEG/PDMA and their protein-resistant properties[J]. Chinese J. Polym. Sci., 2013,31(4):691-701. doi: 10.1007/s10118-013-1254-3
17. [17]
  Luan S., Zhao J., Yang H., Shi H., Jin J., Li X., Liu J., Wang J., Yin J., Stagnaro P.. Surface modification of poly(styrene-b-(ethylene-co-butylene)-b-styrene) elastomer via UV-induced graft polymerization of N-vinyl pyrrolidone[J]. J. Colloid Interf. Sci., 2012,93(1):127-134.
18. [18]
  Huang C. J., Li Y., Krause J. B., Brault N. D., Jiang S.. Internal architecture of zwitterionic polymer brushes regulates nonfouling properties[J]. Macromol. Rapid Commun., 2012,33:1003-1007. doi: 10.1002/marc.201100858
19. [19]
  Chien H., Tsai C., Tsai W., Wang M. J., Kuo W. H., Wei T. C., Huang S. T.. Surface conjugation of zwitterionic polymers to inhibit cell adhesion and protein adsorption[J]. J. Colloid Interf. Sci., 2013,107(7):152-159.
20. [20]
  Yu Q., Zhang Y., Wang H., Brash J., Chen H.. Anti-fouling bioactive surfaces[J]. Acta Biomater., 2011,7(4):1550-1557. doi: 10.1016/j.actbio.2010.12.021
21. [21]
  Zong M., Gong Y.. Fabrication and biocompatibility of cell outer membrane mimetic surfaces[J]. Chinese J. Polym. Sci., 2011,29(1):53-64. doi: 10.1007/s10118-010-1019-1
22. [22]
  Zhao J., Shi Q., Luan S., Song L.. Polypropylene non-woven fabric membrane via surface modification with biomimetic phosphorylcholine in Ce(Ⅳ)/HNO₃ redox system[J]. Mater. Sci. Eng. C, 2012,32(7):1785-1789. doi: 10.1016/j.msec.2012.04.057
23. [23]
  Li Y., Zhou M., Geng C., Chen F., Fu Q.. Simultaneous improvements of thermal stability and mechanical properties of poly(propylene carbonate) via incorporation of environmental-friendly polydopamine[J]. Chinese J. Polym. Sci., 2014,32(12):1724-1736. doi: 10.1007/s10118-014-1518-6
24. [24]
  Lynge M. E., van der Westen R., Postma A., Stadler B.. Polydopamine-a nature-inspired polymer coating for biomedical science[J]. Nanoscale, 2011,3(12):4916-4928. doi: 10.1039/c1nr10969c
25. [25]
  Jiang J. H., Zhu L. P., Li X. L., Xu Y. Y., Zhu B. K.. Surface modification of PE porous membranes based on the strong adhesion of polydopamine and covalent immobilization of heparin[J]. J. Membr. Sci., 2010,364(1-2):194-202. doi: 10.1016/j.memsci.2010.08.017
26. [26]
  Zhong X., Bai H. J., Xu J. J., Chen H. Y., Zhu Y. H.. A reusable interface constructed by 3-aminophenylboronic acid-functionalized multiwalled carbon nanotubes for cell capture, release, and cytosensing[J]. Adv. Funct. Mater., 2010,20(6):992-999. doi: 10.1002/adfm.200901915
27. [27]
  Jung Y., Lee J. M., Jung H., Chung B. H.. Self-directed and self-oriented immobilization of antibody by protein G-DNA conjugate[J]. Anal. Chem., 2007,79(17):6534-6541. doi: 10.1021/ac070484i
28. [28]
  Li D., Chen Y., Liu Z.. Boronate affinity materials for separation and molecular recognition:structure, properties and applications[J]. Chem. Soc. Rev., 2015,44(22):8097-8123. doi: 10.1039/C5CS00013K
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