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
1. [1]
  Yuanzheng Wang , Chen Zhang , Shuyan Han , Xiaoli Kong , Changyun Quan , Jun Wu , Wei Zhang . Cancer cell membrane camouflaged biomimetic gelatin-based nanogel for tumor inhibition. Chinese Chemical Letters, 2024, 35(11): 109578-. doi: 10.1016/j.cclet.2024.109578
2. [2]
  Shaobin He , Xiaoyun Guo , Qionghua Zheng , Huanran Shen , Yuan Xu , Fenglin Lin , Jincheng Chen , Haohua Deng , Yiming Zeng , Wei Chen . Engineering nickel-supported osmium bimetallic nanozymes with specifically improved peroxidase-like activity for immunoassay. Chinese Chemical Letters, 2025, 36(4): 110096-. doi: 10.1016/j.cclet.2024.110096
3. [3]
  Ying Gao , Rong Zhou , Qiwen Wang , Shaolong Qi , Yuanyuan Lv , Shuang Liu , Jie Shen , Guocan Yu . Natural killer cell membrane doped supramolecular nanoplatform with immuno-modulatory functions for immuno-enhanced tumor phototherapy. Chinese Chemical Letters, 2024, 35(10): 109521-. doi: 10.1016/j.cclet.2024.109521
4. [4]
  Cheng-Da Zhao , Huan Yao , Shi-Yao Li , Fangfang Du , Li-Li Wang , Liu-Pan Yang . Amide naphthotubes: Biomimetic macrocycles for selective molecular recognition. Chinese Chemical Letters, 2024, 35(4): 108879-. doi: 10.1016/j.cclet.2023.108879
5. [5]
  Fengjie Liu , Fansu Meng , Zhenjiang Yang , Huan Wang , Yuehong Ren , Yu Cai , Xingwang Zhang . Exosome-biomimetic nanocarriers for oral drug delivery. Chinese Chemical Letters, 2024, 35(9): 109335-. doi: 10.1016/j.cclet.2023.109335
6. [6]
  Ting Wang , Xin Yu , Yaqiang Xie . Unlocking stability: Preserving activity of biomimetic catalysts with covalent organic framework cladding. Chinese Chemical Letters, 2024, 35(6): 109320-. doi: 10.1016/j.cclet.2023.109320
7. [7]
  Wenbin Zhou , Yafei Gao , Xinyu Feng , Yanqing Zhang , Cong Yang , Lanxi He , Fenghe Zhang , Xiaoguang Li , Qing Li . Biomimetic nanoplatform integrates FRET-enhanced photodynamic therapy and chemotherapy for cascaded revitalization of the tumor immune microenvironment in OSCC. Chinese Chemical Letters, 2025, 36(1): 109763-. doi: 10.1016/j.cclet.2024.109763
8. [8]
  Yingtao Zhong , Ziwen Qiu , Yanmei Li , Jiaqi Huang , Zhenming Lu , Renjiang Kong , Ni Yan , Hong Cheng . Nutrients deprivation of biomimetic nanozymes for cascade catalysis triggered and oxidative damage induced tumor eradication. Chinese Chemical Letters, 2025, 36(3): 109846-. doi: 10.1016/j.cclet.2024.109846
9. [9]
  Xixian Sun , Shengke Li , Ruibing Wang , Leyong Wang . Functional macrocyclic arenes with active binding sites inside cavity for biomimetic molecular recognition. Chinese Chemical Letters, 2025, 36(4): 110806-. doi: 10.1016/j.cclet.2024.110806
10. [10]
  Yunyan Li , Zimin Cai , Zhicheng Wang , Sifeng Zhu , Wendian Liu , Cheng Wang . Construction of biomimetic hybrid nanovesicles based on M1 macrophage-derived exosomes for therapy of cancer. Chinese Chemical Letters, 2025, 36(4): 109942-. doi: 10.1016/j.cclet.2024.109942
11. [11]
  Xue Zhao , Mengshan Chen , Dan Wang , Haoran Zhang , Guangzhi Hu , Yingtang Zhou . Ultrafine nano-copper derived from dopamine polymerization & synchronous adsorption achieve electrochemical purification of nitrate to ammonia in complex water environments. Chinese Chemical Letters, 2024, 35(8): 109327-. doi: 10.1016/j.cclet.2023.109327
12. [12]
  Gaowa Xing , Yuting Shang , Xiaorui Wang , Zengnan Wu , Qiang Zhang , Jiebing Ai , Qiaosheng Pu , Ling Lin . A microfluidic biosensor for multiplex immunoassay of foodborne pathogens agitated by programmed audio signals. Chinese Chemical Letters, 2024, 35(10): 109491-. doi: 10.1016/j.cclet.2024.109491
13. [13]
  Yu-Yu Tan , Lin-Heng He , Wei-Min He . Copper-mediated assembly of SO₂F group via radical fluorine-atom transfer strategy. Chinese Chemical Letters, 2024, 35(9): 109986-. doi: 10.1016/j.cclet.2024.109986
14. [14]
  Ruixin Liu , Feng Shi , Yanping Xia , Haibing Zhu , Jiawen Cao , Kai Peng , Chuanli Ren , Juan Li , Zhanjun Yang . Universal MOF nanozyme-induced catalytic amplification strategy for label-free electrochemical immunoassay. Chinese Chemical Letters, 2024, 35(11): 109664-. doi: 10.1016/j.cclet.2024.109664
15. [15]
  Gengchen Guo , Tianyu Zhao , Ruichang Sun , Mingzhe Song , Hongyu Liu , Sen Wang , Jingwen Li , Jingbin Zeng . Au-Fe₃O₄ dumbbell-like nanoparticles based lateral flow immunoassay for colorimetric and photothermal dual-mode detection of SARS-CoV-2 spike protein. Chinese Chemical Letters, 2024, 35(6): 109198-. doi: 10.1016/j.cclet.2023.109198
16. [16]
  Donghui Wu , Qilin Zhao , Jian Sun , Xiurong Yang . Corrigendum to 'Fluorescence immunoassay based on alkaline phosphatase-induced in situ generation of fluorescent non-conjugated polymer dots' [Chin. Chem. Lett. 34 (2023) 107672]. Chinese Chemical Letters, 2024, 35(12): 109881-. doi: 10.1016/j.cclet.2024.109881
17. [17]
  Chenghao Liu , Xiaofeng Lin , Jing Liao , Min Yang , Min Jiang , Yue Huang , Zhizhi Du , Lina Chen , Sanjun Fan , Qitong Huang . Carbon dots-based dopamine sensors: Recent advances and challenges. Chinese Chemical Letters, 2024, 35(12): 109598-. doi: 10.1016/j.cclet.2024.109598
18. [18]
  Jingtai Bi , Yupeng Cheng , Mengmeng Sun , Xiaofu Guo , Shizhao Wang , Yingying Zhao . Efficient and selective photocatalytic nitrite reduction to N₂ through CO₂ anion radical by eco-friendly tartaric acid activation. Chinese Chemical Letters, 2024, 35(11): 109639-. doi: 10.1016/j.cclet.2024.109639
19. [19]
  Caixia Zhu , Qing Hong , Kaiyuan Wang , Yanfei Shen , Songqin Liu , Yuanjian Zhang . Single nanozyme-based colorimetric biosensor for dopamine with enhanced selectivity via reactivity of oxidation intermediates. Chinese Chemical Letters, 2024, 35(10): 109560-. doi: 10.1016/j.cclet.2024.109560
20. [20]
  Xilin Bai , Wei Deng , Jingjuan Wang , Ming Zhou . Enrichment-enhanced detection strategy in the optimized monitoring system of dopamine with carbon dots-based probe. Chinese Chemical Letters, 2025, 36(2): 109959-. doi: 10.1016/j.cclet.2024.109959

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(823)
HTML views(25)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142