基于氨基与表面乙烯砜基反应动力学调控配基表面密度

引用本文: 程昉, 李明洋, 何炜, 王汉奇. 基于氨基与表面乙烯砜基反应动力学调控配基表面密度[J]. 物理化学学报, 2018, 34(2): 177-184. doi: 10.3866/PKU.WHXB201707121 shu

Citation: CHENG Fang, LI Mingyang, HE Wei, WANG Hanqi. Control of the Ligand Surface Density through Reaction Kinetics of Amino and Surface Vinyl Sulfone Groups[J]. Acta Physico-Chimica Sinica, 2018, 34(2): 177-184. doi: 10.3866/PKU.WHXB201707121 shu

基于氨基与表面乙烯砜基反应动力学调控配基表面密度

1.
大连理工大学精细化工国家重点实验室, 辽宁大连 116023;
2.
大连理工大学制药科学与技术学院, 辽宁大连 116023;
3.
大连理工大学化工学院, 辽宁大连 116023
基金项目:
中央高校基本科研业务费（DUT16RC（3）019）和青年千人计划资助项目

摘要: 配基表面密度可控为定量研究生物分子相互作用提供了精准的分子基础。然而，经典混合自组装的方法控制配基密度对于不同自组装体系不具有普适性。本文报道了一种基于表面乙烯砜基反应动力学的配基表面密度调控方法。以Nα，Nα-二（羧甲基）-L-赖氨酸（ab-NTA）为生物配基模型，对该表面反应进行了催化剂筛选并利用X射线光电子能谱（XPS）和表面膜电位对该表面反应进行了表征。采用静态水接触角的方法对表面反应的动力学进行了定量表征，计算得到反应速率常数为0.0012 min^-1。采用表面等离子体共振（SPR）分析了该生物功能表面结合组氨酸标签蛋白（SA-6His）的能力，结果表明该表面比传统NHS-NTA表面具有更高的蛋白结合量和结合强度。通过控制反应时间和催化剂种类制备了四种配基密度不同的生物功能表面，并利用SPR对四种表面进行了蛋白质静态吸附实验。实验结果表明通过控制反应时间和催化剂类型均能够实现配基表面密度的调控，并且可以实现表面多价态的调控。

关键词:

English

Control of the Ligand Surface Density through Reaction Kinetics of Amino and Surface Vinyl Sulfone Groups

1.
State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, Liaoning Province, P. R. China;
2.
School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian 116023, Liaoning Province, P. R. China;
3.
School of Chemical Engineering, Dalian University of Technology, Dalian 116023, Liaoning Province, P. R. China
Received Date: 05 June 2017
Revised Date: 27 June 2017
Fund Project:
Fundamental Research Funds for the Central Universities,China (DUT16RC (3)019) and Recruitment Program of Global Youth Experts,China

Abstract: Control over the ligand surface density provides an accurate molecular basis for the quantitative study of biomolecular interactions. However, the classic hybrid self-assembly method lacks general applicability toward different self-assembly systems. In this paper, we report a new method based on the reaction kinetics of vinyl sulfone groups presented on surface to control the surface ligand density. Nα,Nα-bis(carboxymethyl)-L-lysine (ab-NTA) was selected as the model biological ligand and the catalyst for surface reaction was screened. The surface reaction was characterized by X-ray photoelectron spectroscopy (XPS) and the surface membrane potential. Static water contact angle was used to quantify the kinetics of the surface reaction, and calculations showed that the rate constant was 0.0012 min^-1. The ability of the biological functional surface to bind a histidine labeling protein (SA-6His) was investigated by surface plasmon resonance (SPR). The results show that such a surface has a higher protein binding quantity and binding strength than the traditional NHS-NTA surface. Four biological functional surfaces with different ligand densities were prepared by controlling the reaction time and catalyst, and the protein static adsorption of these surfaces was analyzed by SPR. The results show that ligand density and multivalence of the biological functional surface can be controlled by modulating the reaction time and catalyst.

Key words:

1. [1]
  (1) Yuan, P. X.; Deng, S. Y.; Yao, C. G.; Wan,
2. [2]
  (2) Y.; Cosnier, S.; Shan, D. Biosens. Bioelectron. 2017, 89, 319. doi: 10.1016/j.bios.2016.07.031
3. [3]
  (3) Cabanas-Danes, J.; Rodrigues, E. D. J. Am. Chem. Soc. 2014, 136, 12675. doi: 10.1021/ja505695w
4. [4]
  (4) Nakamura, I.; Horikawa, Y.; Makino, A.; Sugiyama, J.; Kimura, S. Biomacromolecules 2011, 12, 785. doi: 10.1021/bm101394j
5. [5]
  (5) Schartner, J.; Hoeck, N. Anal. Chem. 2015, 87, 7467. doi: 10.1021/acs.analchem.5b01823
6. [6]
  (6) Cheng, F.; Li, M. Y.; Wang, H. Q.; Lin, D. Q.; Qu, J. P. Langmuir 2015, 31, 3422. doi: 10.1021/la5044987
7. [7]
  (7) Rowley, J. A.; Mooney, D. J. J. Biomed. Mater. Res. 2002, 60, 217. doi: 10.1002/jbm.1287
8. [8]
  (8) Shoffstall, A. J.; Everhart, L. M. Biomacromolecules 2013, 14, 2790. doi: 10.1021/bm400619v
9. [9]
  (9) Chen, X. W.; Pei, D. H. J. Comb. Chem. 2009, 11, 604. doi: 10.1021/cc9000168
10. [10]
  (10) Shao, Q.; Jiang, S. Y. J. Phys. Chem. B 2014, 118, 7630. doi: 10.1021/jp5027114
11. [11]
  (11) Tomohiro, H.; Kenji, W. J. Phys. Chem. C 2009, 113, 18795. doi: 10.1021/jp906494u
12. [12]
  (12) Subramanian, A.; Irudayaraj, J.; Ryan, T. Sensor. Actuat. B: Chem. 2006, 114, 192. doi: 10.1016/j.snb.2005.04.030
13. [13]
  (13) Ma, H.; Wells, M.; Beebe, T. P. Jr.; Chilkoti, A. Adv. Funct. Mater. 2006, 16, 640. doi: 10.1002/adfm.200500426
14. [14]
  (14) Bain, C. D.; Whitesides, G. M. J. Am. Chem. Soc. 1988, 110, 6560.
15. [15]
  (15) Bohmler, J.; Ponche, A.; Anselme, K.; Ploux, L. ACS. Appl. Mater. Inter. 2013, 5, 10478. doi: 10.1021/am401976g
16. [16]
  (16) Tomohiro, F.; Yoshiko, M. Bioconjugate Chem. 2010, 21, 1079. doi: 10.1021/bc100053x
17. [17]
  (17) Liu, Y. T.; Yan, L.; Sun, L. M.; Li, H. Q.; Li, H. H. Chem. Eng. (China) 2014, 42, 69. [刘玉婷, 颜莉, 孙立民, 李慧琴, 李海华. 化学工程, 2014, 42, 69.] doi: 10.3969/j.issn.1005-9954.2014.03.014
18. [18]
  (18) Cheng, F.; Wang, H. Q.; Xu, K.; He, W. Acta Phys. -Chim. Sin. 2017, 33, 426. [程昉, 王汉奇, 许旷, 何炜. 物理化学学报, 2017, 33, 426.] doi: 0.3866/PKU.WHXB201609291
19. [19]
  (19) Eugene W. L.; Chan, M. N. Y. J. Am. Chem. Soc. 2006, 128, 15542. doi: 10.1021/ja065828l
20. [20]
  (20) Zhang, S.; Maidenberg, Y.; Luo, K.; Koberstein, J. T. Langmuir 2014, 30, 6071. doi: 10.1021/la501233w
21. [21]
  (21) Wang, H. Q.; Cheng, F.; Li, M. Y.; Peng, W.; Qu, J. P. Langmuir 2015, 31, 3413. doi: 10.1021/la504087a
22. [22]
  (22) Esteves, A. P.; Silva, M. E.; Rodrigues, L.M.; Oliveira-Campos, A. M. F.; Hrdina, R. Tetrahedron Lett. 2007, 48, 9040. doi: 10.1016/j.tetlet.2007.10.077
23. [23]
  (23) Wang, C.; Qi, C. Z. Tetrahedron 2013, 69, 5348. doi: 10.1016/j.tet.2013.04.123
24. [24]
  (24) Cassie, A. B. D.; Baxter, S. Trans. Faraday Soc. 1944, 40, 546.
25. [25]
  (25) Kim, E. J.; Chung, B. H.; Lee, H. J. Anal. Chem. 2012, 84, 10091. doi: 10.1021/ac302584d
26. [26]
  (26) Maalouli, N.; Gouget-Laemmel, A. C. Langmuir 2011, 27, 5498. doi: 10.1021/la2005437
27. [27]
  (27) Pei, J.; Tang, Y.; Xu, N.; Lu, W.; Xiao, S. J.; Liu, J. N. Sci. China. Chem. 2010, 54, 526. doi: 10.1007/s11426-010-4128-3
28. [28]
  (28) Shin-ichiro, I.; Takashi, K. J. Electroanal. Chem. 1997, 428, 33. doi: 10.1016/S0022-0728(97)00006-5
29. [29]
  (29) Suman L.; Jacob, P. J. Am. Chem. Soc. 2005, 127, 10205. doi: 10.1021/ja050690c

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1.
沈阳化工大学材料科学与工程学院沈阳 110142

基于氨基与表面乙烯砜基反应动力学调控配基表面密度

English

Control of the Ligand Surface Density through Reaction Kinetics of Amino and Surface Vinyl Sulfone Groups

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CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

基于氨基与表面乙烯砜基反应动力学调控配基表面密度

English

Control of the Ligand Surface Density through Reaction Kinetics of Amino and Surface Vinyl Sulfone Groups

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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