Programmable oligomers targeting 5′-GGGG-3′ in the minor groove of DNA and NF-κB binding inhibition

被引：19

作者：

Chenoweth, David M. ^{[1
]}

Poposki, Julie A. ^{[1
]}

Marques, Michael A. ^{[1
]}

Dervan, Peter B. ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2007年 / 15卷 / 02期

关键词：

D O I：

10.1016/j.bmc.2006.10.051

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of hairpin oligomers containing benzimidazole (Bi) and imidazopyridine (I) rings were synthesized and screened to target 5'-WGGGGW-3', a core sequence in the DNA-binding site of NF-kappa B, a prolific transcription factor important in biology and disease. Five Bi and Ip containing oligomers bound to the 5'-WGGGGW-3' site with high affinity. One of the oligomers (Im-Im-Im-Im-gamma-Py-Bi-Py-Bi-beta-Dp) was able to inhibit DNA binding by the transcription factor NF-kappa B, (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：759 / 770

页数：12

共 43 条

[21] A structural basis for recognition of A•T and T•A base pairs in the minor groove of B-DNA [J].

Kielkopf, CL ;

White, S ;

Szewczyk, JW ;

Turner, JM ;

Baird, EE ;

Dervan, PB ;

Rees, DC .

SCIENCE, 1998, 282 (5386) :111-115

[22] THE MOLECULAR-ORIGIN OF DNA DRUG SPECIFICITY IN NETROPSIN AND DISTAMYCIN [J].

KOPKA, ML ;

YOON, C ;

GOODSELL, D ;

PJURA, P ;

DICKERSON, RE .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1985, 82 (05) :1376-1380

[23] Toward an understanding of the chemical etiology for DNA minor-groove recognition by polyamides [J].

Marques, MA ;

Doss, RM ;

Urbach, AR ;

Dervan, PB .

HELVETICA CHIMICA ACTA, 2002, 85 (12) :4485-4517

[24] Beyond the hydrophobic effect: Attractions involving heteroaromatic rings in aqueous solution [J].

Mckay, SL ;

Haptonstall, B ;

Gellman, SH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (06) :1244-1245

[25] Interactions of NF-κB with chromatin:: the art of being at the right place at the right time [J].

Natoli, G ;

Saccani, S ;

Bosisio, D ;

Marazzi, I .

NATURE IMMUNOLOGY, 2005, 6 (05) :439-445

[26] Inhibition of vascular endothelial growth factor with a sequence-specific hypoxia response element antagonist [J].

Olenyuk, BZ ;

Zhang, GJ ;

Klco, JM ;

Nickols, NG ;

Kaelin, WG ;

Dervan, PB .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (48) :16768-16773

[27] NF-κB in human disease:: current inhibitors and prospects for de novo structure based design of inhibitors [J].

Pande, V ;

Ramos, MJ .

CURRENT MEDICINAL CHEMISTRY, 2005, 12 (03) :357-374

[28] DNA TARGETS FOR CERTAIN BZIP PROTEINS DISTINGUISHED BY AN INTRINSIC BEND [J].

PAOLELLA, DN ;

PALMER, CR ;

SCHEPARTZ, A .

SCIENCE, 1994, 264 (5162) :1130-1133

[29] STRUCTURAL CHARACTERIZATION OF A 2-1 DISTAMYCIN A.D(CGCAAATTGGC) COMPLEX BY TWO-DIMENSIONAL NMR [J].

PELTON, JG ;

WEMMER, DE .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1989, 86 (15) :5723-5727

[30] Enthalpy/entropy compensation: Influence of DNA flanking sequence on the binding of 7-amino actinomycin D to its primary binding site in short DNA duplexes [J].

Qu, XG ;

Ren, JS ;

Riccelli, PV ;

Benight, AS ;

Chaires, JB .

BIOCHEMISTRY, 2003, 42 (41) :11960-11967

← 1 2 3 4 5 →