Furan based cyclic Oligopeptides selectively target G-quadruplex

被引:50
作者
Chakraborty, Tushar Kanti [1 ]
Arora, Amit
Roy, Saumya
Kumar, Niti
Maiti, Souvik
机构
[1] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India
[2] Inst Genom & Integrat Biol, Proteom & Struct Biol Unit, Delhi 110007, India
关键词
D O I
10.1021/jm070619c
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
We report the binding properties of 18- and 24-membered cyclic oligopeptides developed from a novel furan amino acid, 5-(aminomethyl)-2-furancarboxylic acid, to G-quadruplex. Comparative analysis of the binding data of these ligands with G-quadruplex and double-strand DNA shows that 24-membered cyclic peptides are highly selective for telomeric G-quadruplex structures and thus can be used as a scaffold to target quadruplex structures at the genomic level.
引用
收藏
页码:5539 / 5542
页数:4
相关论文
共 28 条
[1]   Cyclo[n]pyrroles:: Size and site-specific binding to G-quadruplexes [J].
Baker, ES ;
Lee, JT ;
Sessler, JL ;
Bowers, MT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (08) :2641-2648
[2]  
Bertram A, 1999, SYNLETT, P1723
[3]  
Bodanszky M., 1984, PRACTICES PEPTIDE SY
[4]  
Bodanszky M., 1993, PEPTIDE CHEM PRACTIC
[5]   Extension of life-span by introduction of telomerase into normal human cells [J].
Bodnar, AG ;
Ouellette, M ;
Frolkis, M ;
Holt, SE ;
Chiu, CP ;
Morin, GB ;
Harley, CB ;
Shay, JW ;
Lichtsteiner, S ;
Wright, WE .
SCIENCE, 1998, 279 (5349) :349-352
[6]   Cyclic trimers of chiral furan amino acids [J].
Chakraborty, TK ;
Tapadar, S ;
Raju, TV ;
Annapurna, R ;
Singh, H .
SYNLETT, 2004, (14) :2484-2488
[7]   Cyclic trimer of 5-(aminomethyl)-2-furancarboxylic acid as a novel synthetic receptor for carboxylate recognition [J].
Chakraborty, TK ;
Tapadar, S ;
Kumar, SK .
TETRAHEDRON LETTERS, 2002, 43 (07) :1317-1320
[8]   Structure of the intramolecular human telomeric G-quadruplex in potassium solution: a novel adenine triple formation [J].
Dai, Jixun ;
Punchihewa, Chandanamali ;
Ambrus, Attila ;
Chen, Ding ;
Jones, Roger A. ;
Yang, Danzhou .
NUCLEIC ACIDS RESEARCH, 2007, 35 (07) :2440-2450
[9]   Cationic corrole derivatives: a new family of G-quadruplex inducing and stabilizing ligands [J].
Fu, Boqiao ;
Huang, Jing ;
Ren, Lige ;
Weng, Xiaocheng ;
Zhou, Yangyang ;
Du, Yuhao ;
Wu, Xiaojun ;
Zhou, Xiang ;
Yang, Guangfu .
CHEMICAL COMMUNICATIONS, 2007, (31) :3264-3266
[10]  
Gomez D, 2002, CANCER RES, V62, P3365