中文
Announcement
More
Progress in Chemistry 2016, Vol. 28 Issue (10): 1489-1500 DOI: 10.7536/PC160314 Previous Articles   Next Articles

Synthesis and Application of Water-Soluble Conjugated Glycopolymer

Sun Pengfei1,2, Hou Huanzhi1, Fan Quli1*, Huang Wei1,3*   

  1. 1. Key Laboratory for Organic Electronics & Information Displays and Institute of Advanced Materials, Jiangsu Synergetic Innovation Center for Advanced Materials, Nanjing University of Posts & Telecommunications, Nanjing 210023, China;
    2. State Key Laboratory of Molecular Engineering of Polymers, Shanghai 200433;
    3. Jiangsu Key Laboratory of Flexible Electronics and the Synergetic Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing 211816, China
  • Received: Revised: Online: Published:
  • Supported by:
    The work was supported by the National Natural Science Foundation of China (No. 61378081, 21574064), The Jiangsu Provincial Natural Science Foundation for Youth(No. BK20150843), NUPTSF(No.NY215017), and The State Key Laboratory of Molecular Engineering of Polymers Program(No.K2016-17).
PDF ( 948 ) Cited
Export

EndNote

Ris

BibTeX

Water-soluble conjugated polymers (WSCPs) have been applied to a wide range of fields such as chemical sensing, bio-sensing and bio-imaging. The advantages of WSCPs for these applications include their high brightness, good photo-stability, structure variety and sufficient solubility in aqueous solution. WSCPs are usually decorated with water-soluble ionic groups or polymers on their sides or end groups. Sugars are a kind of biomolecules existing naturally and most of them have the features of water-solubility, therefore in recent years researchers have introduced sugar compounds into conjugated polymers leading to water-soluble conjugated glycopolymers with the biological properties of carbonhydrates. In this review, we summarize the recent development in the synthesis of water-soluble conjugated glycopolymers and their applications in terms of lectin-sensing, bacteria-sensing and live-cell imaging. Finally, we point out the peculiarity, developing trend and the challenges of water-soluble conjugated glycopolymers.

Contents
1 Introduction
2 Water-soluble conjugated polymers with sugar side-chains
2.1 PDA-based water-soluble conjugated glycopolymers
2.2 PPE-based water-soluble conjugated glycopolymers
2.3 PT-based water-soluble conjugated glycopolymers
2.4 Others water-soluble conjugated glycopolymers
3 Amphiphilic conjugated glycopolymers
4 Conclusion

CLC Number: 

[1] Tuncel D, Demir H V. Nanoscale, 2010, 2(4):484.
[2] Zhu C L, Liu L B, Ma L, Yang Q, Lv F T, Wang S. Chemical Reviews, 2012, 112(8):4687.
[3] Sun P F(孙鹏飞), Fan Q L(范曲立), Liu L L(柳露林), Deng W X(邓卫星), Lu X M(卢晓梅), Huang W (黄维). Acta Polymerica Sinica(高分子学报), 2014, (12):1629.
[4] Jin Y H, Ye F M, Zeigler M, Wu C F, Zeigler M, Jin Y H, Burnhan D R, Mcneill J D, Olson J M, Chiu D T. Angewandte Chemie, 2011, 123:3492.
[5] Shi H F, Ma X, Zhao Q, Liu B, Qu Q Y, An Z F, Zhao Y L, Huang W. Advanced Functional Materials, 2014, 24(30):4823.
[6] Pu K Y, Cai L P, Liu B. Macromolecules, 2009, 42(16):5933.
[7] Sun P F, Lu X M, Fan Q L, Zhang Z Y, Song W L, Li B, Huang L, Peng J W, Huang W. Macromolecules, 2011, 44(22):8763.
[8] Zhang Z Y, Fan Q L, Sun P F, Liu L L, Lu X M, Huang W. Macromolecular Rapid Communications, 2010, 31(24):2160.
[9] Lin C H, Tung Y C, Ruokolainen J, Mezzenga R, Chen W C. Macromolecules, 2008, 41(22):8759.
[10] Huang K K, Fang Y K, Hsu J C, Kuo C C, Chang W H, Chen W C. Journal of Polymer Science Part A:Polymer Chemistry, 2010, 49:147.
[11] Wang M F, Zou S, Guerin G, Shen L, Deng K Q, Jones M, Walker G C, Scholes G D, Winnik M A. Macromolecules, 2008, 41(19):6993.
[12] Fleming C, Maldjian A, Costa D D, Rullay A K, Haddleton D M, John J S, Penny P, Noble R C, Cameron N R, Davis B G. Nature Chemical Biology, 2005, 1(5):270.
[13] Reichardt N C, Martín-Lomas M, Penadés S. Chemical Society Reviews, 2013, 42(10):4358.
[14] Pilobello K T, Mahal L K. Current Opinion in Chemical Biology, 2007, 11(3):300.
[15] Pan J J, Charych D. Langmuir, 1997, 13:1365.
[16] Okada S, Peng S, Spevak W, Charych D. Accounts of Chemical Research, 1998, 31(5):229.
[17] Charych D, Cheng Q, Reichert A, Kuziemko G, Stroh M, Nagy J O, Spevak W, Stevens R C. Chemistry & Biology, 1996, 3(2):113.
[18] Lio A, Reichert A, Ahn D J, Nagy J O, Salmeron M, Charych D H. Langmuir, 1997, 13(24):6524.
[19] Nagy J O, Zhang Y L, Yi W, Liu X W, Motari E, Song J C, Lejeune J T, Wang P G. Bioorganic & Medicinal Chemistry Letters, 2008, 18(2):700.
[20] Erdogan B, Wilson J N, Bunz U H F. Macromolecules, 2002, 35:7863.
[21] Wilson J N, Bangcuyo C G, Erdogan B, Myrick M L, Bunz U H F. Macromolecules, 2003, 36(5):1426.
[22] Babudri F, Colangiuli D, Di Lorenzo P A, Farinola G M, Omar O H, Naso F. Chemical Communications, 2003, (1):130.
[23] Disney M D, Zheng J, Swager T M, Seeberger P H. Journal of the American Chemical Society, 2004, 126(41):13343.
[24] Kim I B, Wilson J N, Bunz U H F. Chemical Communications, 2005, (10):1273.
[25] Phillips R L, Kim I B, Tolbert L M, Bunz U H F. Journal of the American Chemical Society, 2008, 130(22):6952.
[26] Phillips R L, Kim I B, Carson B E, Tidbeck B, Bai Y, Lowary T L, Tolbert L M, Bunz U H F. Macromolecules, 2008, 41(20):7316.
[27] Kim I B, Dunkhorst A, Bunz U H F. Langmuir, 2005, 21(17):7985.
[28] Kim I B, Erdogan B, Wilson J N, Bunz U H F. Chemistry:A European Journal, 2004, 10(24):6247.
[29] Xue C H, Donuru V R R, Liu H Y. Macromolecules, 2006, 39(17):5747.
[30] Xue C H, Velayudham S, Johnson S, Saha R, Smith A, Brewer W, Murthy P, Bagley S T, Liu H Y. Chemistry:A European Journal, 2009, 15(10):2289.
[31] Shi J B, Cai L P, Pu K Y, Liu B. Chemistry-An Asian Journal, 2010, 5(2):301.
[32] Pu K Y, Shi J B, Wang L H, Cai L P, Wang G, Liu B. Macromolecules, 2010, 43(23):9690.
[33] Wang L H, Pu K Y, Li J, Qi X Y, Li H, Zhang H, Fan C H, Liu B. Advanced Materials, 2011, 23(38):4386.
[34] Wang G, Pu K Y, Zhang X H, Li K, Wang L, Cai L P, Ding D, Lai Y H, Liu B. Chemistry of Materials, 2011, 23(20):4428.
[35] Senthilkumar T, Asha S K. Macromolecules, 2015, 48(11):3449.
[36] Wang L Y, Fang G P, Li L Q, Cao D R. Sensors and Actuators B, 2016, 229:47.
[37] Bark M G, Stevens R C, Charych D H. Bioconjugate Chemistry, 2000, 11(6):777.
[38] Xue C H, Luo F T, Liu H Y. Macromolecules, 2007, 40(19):6863.
[39] Schmid S, Mishra A, Wunderlin M, Bäuerle P. Organic & Biomolecular Chemistry, 2013, 11(34):5656.
[40] Chen Q, Cui Y, Cao J, Han B H. Polymer, 2011, 52(2):383.
[41] Chen Q, Han B H. Journal of Polymer Science Part A:Polymer Chemistry, 2009, 47(11):2948.
[42] Chen Q, Xu Y H, Du Y G, Han B H. Polymer, 2009, 50(13):2830.
[43] Chen Q, Cheng Q Y, Zhao Y C, Han B H. Macromolecular Rapid Communications, 2009, 30(19):1651.
[44] Chen Q, Cui Y, Zhang T L, Cao J, Han B H. Biomacromolecules, 2010, 11(1):13.
[45] Xue C H, Jog S P, Murthy P, Liu H Y. Biomacromolecules, 2006, 7(9):2470.
[46] Navy M, Racz D, Daroczi L, Lukacs B, Jona I, Zsuga M, Kéki S. Macromolecular Chemistry and Physics, 2011, 212(17):1891.
[47] 王芸芸(Wang Y Y), 范曲立(Fan Q L), 王培(Wang P), 马谆(Ma Z), 汪联辉(Wang L H), 黄维(Huang W). 高等学校化学学报(Chemical Journal of Chinese Universities), 2007, 28(7):1377.
[48] Aissou K, Pfaff A, Giacomelli C, Travelet C, Muller A H E, Borsali R. Macromolecular Rapid Communications, 2011, 32(12):912.
[49] Xu L Q, Huang C, Wang R, Neoh K G, Kang E T, Fu G D. Polymer, 2011, 52(25):5764.
[50] Sun P F, He Y, Lin M C, Zhao Y, Ding Y, Chen G S, Jiang M. ACS Macro Letters, 2014, 3(1):96.
[51] Sun P F, Lin M C, Zhao Y, Chen G S, Jiang M. Colloids and Surfaces B:Biointerfaces, 2015, 133:12.
[52] Chen L, Sun P F, Chen G S. Carbohydrate Research, 2015, 405:66.
[53] Lu J W, Zhang W D, Yuan L, Ma W J, Li X, Lu W, Zhao Y, Chen G J. Macromol. Biosci., 2014, 14:340.
[54] Lu Z T, Mei L, Zhang X G, Wang Y N, Zhao Y, Li C X. Polym. Chem., 2013, 4:5743.
[55] Lv F, He X J, Wu L, Liu T J. Bioorg. Med. Chem. Lett., 2013, 23:1878.
[1] Xiaofu Wu, Hui Tong, Lixiang Wang. Fluorescent Polymer Materials for Detection of Explosives [J]. Progress in Chemistry, 2019, 31(11): 1509-1527.
[2] Yan Ya Li Jinru Yang Yun. Synthesis of Spherical Monodisperse Gold Nanoparticles [J]. Progress in Chemistry, 2009, 21(05): 971-981.
[3] Huang Yanqin|Fan Quli|Huang Wei**. Water-Soluble Conjugated Polyelectrolytes [J]. Progress in Chemistry, 2008, 20(04): 574-585.
[4] . Carbohydrate Microarrays [J]. Progress in Chemistry, 2008, 20(01): 148-154.
[5] Liu Zhongjie,Min Jimei,Zhang Lihe. Cell Adhesion Selectins and Drug Research on the Related Diseases [J]. Progress in Chemistry, 1998, 10(03): 273-.