中文
Earlier issues
Announcement
More
Progress in Chemistry 2009, Vol. 21 Issue (10): 2123-2131 Previous Articles   Next Articles

• Review •

Interaction of Synthetic Receptor with Oligopeptide

Zhao Jianxin;   Qiao Yitao;   Yuan Zhi**   

  1. (Key Laboratory of Functional Polymer Materials, Ministry of Education, Institute of Polymer Chemistry, Nankai University, Tianjin 300071, China)
  • Received: Revised: Online: Published:
  • Contact: Yuan Zhi E-mail:zhiy@nankai.edu.cn
  • Supported by:

    National Natural Science Foundation of China

PDF ( 1837 ) Cited
Export

EndNote

Ris

BibTeX

Due to their potential important applications for the separation of protein, the use in biosensors, the development of biomedical diagnostics, the treatment of human diseases and the basic biomedical research, the interaction studies of oligopeptide (3-20 amino acid residues) with synthetic receptors are of great current interest. The recent progress in the interaction studies of synthetic receptor with oligopeptide has been reviewed. This review introduces the interaction of small molecule with individual amino acid residue, the sequence selective recognition for oligopeptide of small molecule, the inducement and recognition for oli-gopeptide of small molecule and the interaction studies of polymer with oligopeptide. In addition, the challenges, as well as the suggestions to further development of the design of oligopeptide receptors are outlined.

Contents
1 Introduction
2 Interaction of little molecule with oligopeptide
2.1 Interaction of little molecule with individual amino acid residue
2.2 Sequence selective recognition for oligopeptide of little molecule
2.3 Inducement and recognition for oligopeptide of little molecule
3 Interaction of polymer with oligopeptide
3.1 Interaction of linear polymer with oligopeptide
3.2 Adsorption and separation materials for oligopeptide
4 Conclusions and perspectives

Key words: peptides, interaction, synthetic receptors, molecular design, molecular recognition

CLC Number: 

[ 1 ] 　Janin J . Proteins , 1997 , 28 : 153 —161
[ 2 ] 　Jones S , Thornton J M. Proc. Natl . Acad. Sci . , 1996 , 93 : 13 —20
[ 3 ] 　Lawrence MC , Colman PM. J . Mol . Biol . , 1993 , 234 : 946 —950
[ 4 ] 　Janin J , Miller S , Chothia C. J . Mol . Biol . , 1988 , 204 : 155 —164
[ 5 ] 　Chothia C , Janin J . Nature , 1975 , 256 : 705 —708
[ 6 ] 　Janin J . Biochimie. , 1995 , 77 : 497 —505
[ 7 ] 　Janin J , Chothia C. J . Biol . Chem. , 1990 , 265 : 16027 —16030
[ 8 ] 　Stites W E. Chem. Rev. , 1997 , 97 : 1233 —1250
[ 9 ] 　Vallone B , Miele A E , Vecchini P , et al . Proc. Natl . Acad. Sci . ,1998 , 95 : 6103 —6107
[10 ] 　McCoy A J , Epa V C , Colman P M. J . Mol . Biol . , 1997 , 268 :570 —584
[11 ] 　Clackson T, Ultsch M H , Wells J A , et al . J . Mol . Biol . , 1998 ,277 : 1111 —1128
[12 ] 　Wells J A. Proc. Natl . Acad. Sci . , 1996 , 93 : 1 —6
[13 ] 　Bogan A A , Thorn K S. J . Mol . Biol . , 1998 , 280 : 1 —9
[14 ] 　Parrillia R , Mixson A J , Mcpherson J A , et al . J . Clin. Invest . ,1991 , 88 : 2123 —2130
[15 ] 　Clackson T, Wells J A. Science , 1995 , 267 : 383 —386
[16 ] 　Geysen H M, Rodda SJ , Mason TJ , et al . Mol . Immunol . , 1986 ,23 : 709 —715
[17 ] 　Peczuh M W, Hamilton A D. Chem. Rev. , 2000 , 100 : 2479 —2494
[18 ] 　Liu Y, Zhao YL , Chen Y, et al . Bioconjugate Chem. , 2004 , 15 :1236 —1245
[19 ] 　宋乐新(Song L X) , 柯晓康(Ke X K) , 郭子建(Guo ZJ ) . 化学学报(Acta Chimica Sinica) , 2002 , 60 (8) : 1419 —1427
[20 ] 　Breslow R , Yang Z, Ching R , et al . J . Am. Chem. Soc. , 1998 ,120 : 3536 —3537
[21 ] 　Maletic M, Wennemers H , McDonald D Q , et al . Angew. Chem.Int . Ed. Engl . , 1996 , 35 : 1490 —1492
[22 ] 　Schmuck C , Geiger L. J . Am. Chem. Soc. , 2004 , 126 : 8898 —8899
[23 ] 　Schmuck C , Wich P. Angew. Chem. Int . Ed. , 2006 , 45 : 4277 —4281
[24 ] 　Schmuck C , Heil M. Org. Biomol . Chem. , 2003 , 1 : 633 —636
[25 ] 　Schmuck C , Heil M. Chem. Eur. J . , 2006 , 12 : 1339 —1348
[26 ] 　Bernd K, Schmuck C , Wich P. Phys. Chem. Chem. Phys. , 2007 ,9 : 4598 —4603
[27 ] 　Mito2oka Y, Tsukiji S , Hiraoka T, et al . Tetrahedron Lett . , 2001 ,42 : 7059 —7062
[28 ] 　Ojida A , Mito-oka Y, Inoue M, et al . J . Am. Chem. Soc. , 2002 ,124 : 6256 —6258
[29 ] 　Ojida A , Inoue M, Mito2oka Y, et al . J . Am. Chem. Soc. , 2003 ,125 : 10184 —10185
[30 ] 　Lata S , Reichel A , Piehler J , et al . J . Am. Chem. Soc. , 2005 ,127 : 10205 —10215
[31 ] 　Sirish M, Chertkov V , Schneider H J . Chem. Eur. J . , 2002 , 8 :1181 —1188
[32 ] 　Imai H , Munakata H , Uemori Y, et al . Inorg. Chem. , 2004 , 43 :1211 —1213
[33 ] 　Nakamura C , Takeda S , Kageshima M, et al . Biopolymers (Peptide Science) , 2004 , 76 : 48 —54
[34 ] 　彭小彬(Peng X B) , 梁世强(Liang S Q) . 化学进展(Progress in Chemistry) , 2001 , 13 (5) : 360 —367
[35 ] 　张春(Zhang C) , 郑炎松(Zheng Y S) , 梅付名(Mei F M) 等. 化学进展(Progress in Chemistry) , 2004 , 16 (6) : 934 —939
[36 ] 　Bush M E , Bouley N D , Urbach A R. J . Am. Chem. Soc. , 2005 ,127 : 14511 —14517
[37 ] 　Stites W E. Chem. Rev. , 1997 , 97 : 1233 —1250
[38 ] 　Fitz G R J . Int . Dairy J . , 1998 , 8 : 451 —457
[39 ] 　Ojida A , Mito-oka Y, Sada K, et al . J . Am. Chem. Soc. , 2004 ,126 : 2454 —2463
[40 ] 　Ojida A , Miyahara Y, Kohira T, et al . Biopolymers ( Peptide Science) , 2004 , 76 : 177 —184
[41 ] 　Yamaguchi S , Yoshimura I , Kohira T, et al . J . Am. Chem. Soc. ,2005 , 127 : 11835 —11841
[42 ] 　Yoshimura I , Miyahara Y, Kasagi N , et al . J . Am. Chem. Soc. ,2004 , 126 : 12204 —12205
[43 ] 　Torneiro M, Still W C. J . Am. Chem. Soc. , 1995 , 117 : 5887 —5888
[44 ] 　Torneiro M, Still W C. Tetrahedron , 1997 , 53 : 8739 —8750
[45 ] 　Chen CT, Wagner H , Still W C. Science , 1997 , 279 : 851 —853
[46 ] 　Still W C. Acc. Chem. Res. , 1996 , 29 : 155 —163
[47 ] 　Hossain M A , Schneider H J . J . Am. Chem. Soc. , 1998 , 120 :11208 —11209
[48 ] 　Sirish M, Schneider HJ . Chem. Commun. , 1999 , 10 : 907 —908
[49 ] 　Wehner M, Schrader T. Angew. Chem. Int . Ed. , 2002 , 41 :1751 —1754
[50 ] 　Wehner M, Janssen D , Gerhard S. Eur. J . Org. Chem. , 2006 , 1 :138 —153
[51 ] 　Tashiro S , Tominaga M, Kawano M, et al . J . Am. Chem. Soc. ,2005 , 127 : 4546 —4547
[52 ] 　Zhao R , Fang C L , Yu X, et al . J . Chromatogr. A , 2005 , 1064 :59 —66
[53 ] 　赵睿( Zhao R) , 刘国诠(Liu G Q) . 色谱( Chinese Journal of Chromatography) , 2007 , 25 (2) : 135 —141
[54 ] 　Miwa K, Emi N , Tatsuro T, et al . Tetrahedron Lett . , 2006 , 47 :1927 —1931
[55 ] 　Ruo X, Guy G, Linda E M, et al . J . Am. Chem. Soc. , 1999 ,121 : 4898 —4899
[56 ] 　Natarajan S , Kilburn J D. Curr. Opin. Chem. Biol . , 2004 , 8 :305 —310
[57 ] 　Aaron T W, Anslyn E V , McDevitt J T. J . Am. Chem. Soc. ,2005 , 127 : 17405 —17411
[58 ] 　Cheng Y, Suenaga T, Still WC. J . Am. Chem. Soc. , 1996 , 118 :1813 —1814
[59 ] 　Wennemers H , Conza M, Nold M, et al . Chem. Eur. J . , 2001 , 7 :3342 —3347.
[60 ] 　Wright A T, Anslyn E V. Org. Lett . , 2004 , 6 : 1341 —1344 　
[61 ] 　Schneider J P , Kelly J W. Chem. Rev. , 1995 , 95 : 2169 —2187
[62 ] 　Haack T, Peczuh M W, Hamiltom A D , et al . J . Am. Chem.Soc. , 1999 , 121 : 11813 —11820
[63 ] 　Kovaric B C , Kokona B , Fairman R , et al . J . Am. Chem. Soc. ,2006 , 128 : 4166 —4167
[64 ] 　Verma A , Nakade H , Rotello V M, et al . J . Am. Chem. Soc. ,2004 , 126 : 10806 —10807
[65 ] 　Junquera E , Nowick J S. J . Org. Chem. , 1999 , 64 : 2527 —2531
[66 ] 　Nowick J S. Acc. Chem. Res. , 1999 , 32 : 287 —296
[67 ] 　Chitnumsub P , Fiori W R , Kelly J W, et al . Bioorg. Med. Chem. ,1999 , 7 : 39 —59
[68 ] 　LaBrenz S R , Kelly J W. J . Am. Chem. Soc. , 1995 , 117 : 1655 —1656
[69 ] 　Slager J , Cohen Y, Khalfin R , et al . Macromolecules , 2003 , 36 :2999 —3000
[70 ] 　Nilsson K P R , Olsson J D M, Stabo-Eeg F , et al . Macromolecules ,2005 , 38 : 6813 —6821
[71 ] 　Li G H , Li J H , Wang W, et al . Biomacromolecules , 2006 , 7 :1811 —1818
[72 ] 　赵建新(Zhao J X) , 乔义涛(Qiao Y T) , 冯菁(Feng J ) 等. 高等学校化学学报(Chemical Journal of Chinese Universities) , 2008 ,29 (3) : 658 —660
[73 ] 　Zhao J X, Qiao Y T, Feng J , et al . Chin. J . Chem. , 2008 , 26 :815 —817
[74 ] 　李纪红(Li J H) , 张原玮(Zhang YW) , 杨眉(Yang M) 等. 高等学校化学学报(Chemical Journal of Chinese Universities) , 2008 ,29 (6) : 1159 —1162
[75 ] 　Li J H , Dang Q Q , Sun H W, et al . Chin. Sci . Bull . , 2008 , 53 :473 —476
[76 ] 　Zhou HJ , Ye M L , Zou H F , et al . J . Proteome Res. , 2008 , 7 :3957 —3967
[77 ] 　Li X, Gerber S A , Rudner A D , et al . J . Proteome Res. , 2007 , 6 :1190 —1197
[78 ] 　Tan F , Zhang Y, Mi W, et al . J . Proteome Res. , 2008 , 7 :1078 —1087
[79 ] 　Posewitz M C , Tempst P. Anal . Chem. , 1999 , 71 : 2883 —2892
[80 ] 　Lee J , Xu Y, Chen Y, et al . Mol . Cell . Proteomics , 2007 , 6 :669 —676
[81 ] 　Li YC , Lin YS , Tsai PJ , et al . Anal . Chem. , 2007 , 79 : 7519 —7525
[82 ] 　Feng S , Ye M, Zhou H , et al . Mol . Cell . Proteomics , 2007 , 6 :1656 —1665
[83 ] 　卢彦兵(Lu Y B) , 翁健(Weng J ) , 徐伟箭(Xu W J ) . 高分子通报(Chinese Polymer Bulletin) , 1999 , 12 (2) : 61 —65
[84 ] 　刘俊秋(Liu J Q) , 罗贵民(Luo GM) , 沈家骢(Shen J C) . 功能高分子学报(Journal of Functional Polymers) , 1998 , 11 ( 4) :561 —565
[85 ] 　Song S , Shirasaka K, Katayama M, et al . Macromolecules , 2007 ,40 : 3530 —3532
[86 ] 　Hart B R , Shea K J . J . Am. Chem. Soc. , 2001 , 123 : 2072 —2073
[87 ] 　Hart B R , Shea KJ . Macromolecules , 2002 , 35 : 6192 —6201
[88 ] 　盖青青(Gai Q Q) , 刘秋叶(Liu Q Y) , 何锡文(He X W) 等. 化学进展(Progress in Chemistry) , 2008 , 20 (6) : 957 —968
[89 ] 　郑超(Zheng C) , 高如瑜(Gao R Y) , 张玉奎(Zhang Y Q) . 色谱(Chinese Journal of Chromatography) , 2006 , 24 (3) : 309 —314
[90 ] 　Nishino H , Huang C S , Shea KJ . Angew. Chem. Int . Ed. , 2006 ,45 : 2392 —2396
[91 ] 　王学军(Wang X J ) , 许振良(Xu Z L) , 杨座国(Yang Z G) . 化学进展(Progress in Chemistry) , 2007 , 19 (5) : 805 —812
[92 ] 　王晓钟(Wang X Z) , 陈英奇(Chen Y Q) , 陈新志(Chen X Z) .化学进展(Progress in Chemistry) , 2005 , 17 (3) : 451 —458
[1] Xinyue Wang, Kang Jin. Chemical Synthesis of Peptides and Proteins [J]. Progress in Chemistry, 2023, 35(4): 526-542.
[2] Anchen Fu, Yanjia Mao, Hongbo Wang, Zhijuan Cao. Development and Application of Dioxetane-based Chemiluminescent Probes [J]. Progress in Chemistry, 2023, 35(2): 189-205.
[3] Lan Yu, Peiran Xue, Huanhuan Li, Ye Tao, Runfeng Chen, Wei Huang. Circularly Polarized Thermally Activated Delayed Fluorescence Materials and Their Applications in Organic Light-Emitting Devices [J]. Progress in Chemistry, 2022, 34(9): 1996-2011.
[4] Yizhou Yang, Bingquan Peng, Xiaoling Lei, Haiping Fang. Aromatic Rings in Ion Soultions: Two-Dimensional Crystals of Unconventional Stoichiometries and Ferromagnetism [J]. Progress in Chemistry, 2022, 34(7): 1524-1536.
[5] Li Geng, Li Jie, Jiang Hongyu, Liang Xiaozhong, Guo Kunpeng. Mechano-Responsive Luminescent Polymers [J]. Progress in Chemistry, 2022, 34(10): 2222-2238.
[6] Yang Linyan, Guo Yupeng, Li Zhengjia, Cen Jie, Yao Nan, Li Xiaonian. Modulation of Surface and Interface Properties of Cobalt-Based Fischer-Tropsch Synthesis Catalyst [J]. Progress in Chemistry, 2022, 34(10): 2254-2266.
[7] Zhao Jing, Wang Ziya, Mo Lixin, Meng Xiangyou, Li Luhai, Peng Zhengchun. Performance Enhancing Mechanism,Implementation and Practical Advantages of Microstructured Flexible Pressure Sensors [J]. Progress in Chemistry, 2022, 34(10): 2202-2221.
[8] Jianyun Lin, Shihe Luo, Chongling Yang, Ying Xiao, Liting Yang, Zhaoyang Wang. Bio-Based Polymeric Hemostatic Material and Wound Dressing [J]. Progress in Chemistry, 2021, 33(4): 581-595.
[9] Yena Feng, Shuhe Liu, Shubo Zhang, Tong Xue, Honglin Zhuang, Anchao Feng. Preparation of SiO2/Polymer Nanocomposites Based on Polymerization-Induced Self-Assembly [J]. Progress in Chemistry, 2021, 33(11): 1953-1963.
[10] Zhijun Pan, Wei Zhuang, Hongfei Wang. Dynamic Vibrational Spectroscopy in Condensed Matter Chemistry: Theory and Techniques [J]. Progress in Chemistry, 2020, 32(8): 1203-1218.
[11] Yue Ding, Bo Lu, Junhui Ji. Compatibilization Strategies of PLA-Based Biodegradable Materials [J]. Progress in Chemistry, 2020, 32(6): 738-751.
[12] Peng Ning, Yunhui Cheng, Zhou Xu, Li Ding, Maolong Chen. Application of Metal-Organic Framework Materials in Enrichment of Active Peptides [J]. Progress in Chemistry, 2020, 32(4): 497-504.
[13] Dan-Wei Zhang, Hui Wang, Zhan-Ting Li. Macromolecular and Supramolecular Helical Tubes: Synthesis and Functions [J]. Progress in Chemistry, 2020, 32(11): 1665-1679.
[14] Hui-Juan Wang, Yu Liu. Molecular Binding and Assembly of Sulfonated Crown Ethers [J]. Progress in Chemistry, 2020, 32(11): 1651-1664.
[15] Yunbo Jiang, Huanhuan Li, Ye Tao, Runfeng Chen, Wei Huang. Thermally Activated Delayed Fluorescence Polymers and Applications in Organic Light Emitting Devices [J]. Progress in Chemistry, 2019, 31(8): 1116-1128.