DNA Binding and Recognition of a CC Mismatch in a DNA Duplex by Water-Soluble Peptidocalix[4]arenes: Synthesis and Applications

被引:9
作者
Alavijeh, Nahid S. [1 ]
Zadmard, Reza [1 ]
Balalaie, Saeed [2 ]
Alavijeh, Mohammad S. [3 ]
Soltani, Nima [4 ]
机构
[1] Chem & Chem Engn Res Ctr Iran, POB 14335-186, Tehran 1496813151, Iran
[2] KN Toosi Univ Technol, Peptide Chem Res Ctr, POB 15875-4416, Tehran 1969764499, Iran
[3] Pharmidex Pharmaceut Serv Ltd, London W1S 1YH, England
[4] Sharif Univ Technol, Dept Chem, POB 11155-3516, Tehran 1458889694, Iran
关键词
PROTEIN; CALIXARENES; SPECIFICITY; DELIVERY; COMPLEX;
D O I
10.1021/acs.orglett.6b01995
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Water-soluble peptidocalix[4]arenes were synthesized by the introduction of arginine-rich narrow groove binding residues at lower rims through solid-phase synthesis. The study of binding of these water-soluble bidentate ligands to well-matched and mismatched DNA duplexes by fluorescent titrations, ethidium bromide (EB) displacement assays, DNA-melting experiments, and circular dichroism (CD) analysis revealed a sequence-dependent groove-binding mechanism.
引用
收藏
页码:4766 / 4769
页数:4
相关论文
共 26 条
[11]   A unified model for the origin of DNA sequence-directed curvature [J].
Hud, NV ;
Plavec, J .
BIOPOLYMERS, 2003, 69 (01) :144-159
[12]   Role of Minor Groove Width and Hydration Pattern on Amsacrine Interaction with DNA [J].
Jangir, Deepak K. ;
Kundu, Suman ;
Mehrotra, Ranjana .
PLOS ONE, 2013, 8 (07)
[13]   Functional specificity of a Hox protein mediated by the recognition of minor groove structure [J].
Joshi, Rohit ;
Passner, Jonathan M. ;
Rohs, Remo ;
Jain, Rinku ;
Sosinsky, Alona ;
Crickmore, Michael A. ;
Jacob, Vinitha ;
Aggarwal, Aneel K. ;
Honig, Barry ;
Mann, Richard S. .
CELL, 2007, 131 (03) :530-543
[14]   Crystal structure of the MATa1/MATα2 homeodomain heterodimer in complex with DNA containing an A-tract [J].
Li, T ;
Jin, YS ;
Vershon, AK ;
Wolberger, C .
NUCLEIC ACIDS RESEARCH, 1998, 26 (24) :5707-5718
[15]  
Meinke G, 1999, NAT STRUCT BIOL, V6, P471
[16]   DNA Recognition by Synthetic Constructs [J].
Pazos, Elena ;
Mosquera, Jesus ;
Vazquez, M. Eugenio ;
Mascarenas, Jose L. .
CHEMBIOCHEM, 2011, 12 (13) :1958-1973
[17]  
Peters MS, 2012, NAT PROD COMMUN, V7, P409
[18]   Differential dimer activities of the transcription factor Oct-1 by DNA-Induced interface swapping [J].
Reményi, A ;
Tomilin, A ;
Pohl, E ;
Lins, K ;
Philippsen, A ;
Reinbold, R ;
Schöler, HR ;
Wilmanns, M .
MOLECULAR CELL, 2001, 8 (03) :569-580
[19]   Virus-Sized DNA Nanoparticles for Gene Delivery Based on Micelles of Cationic Calixarenes [J].
Rodik, Roman V. ;
Klymchenko, Andrey S. ;
Jain, Namrata ;
Miroshnichenko, Stanislav I. ;
Richert, Ludovic ;
Kalchenko, Vitaly I. ;
Mely, Yves .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (20) :5526-5538
[20]   Origins of Specificity in Protein-DNA Recognition [J].
Rohs, Remo ;
Jin, Xiangshu ;
West, Sean M. ;
Joshi, Rohit ;
Honig, Barry ;
Mann, Richard S. .
ANNUAL REVIEW OF BIOCHEMISTRY, VOL 79, 2010, 79 :233-269