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

[31] Recognition of a 10 base pair sequence of DNA and stereochemical control of the binding affinity of chiral hairpin polyamide-Hoechst 33258 conjugates [J].

Reddy, PM ;

Toporowski, JW ;

Kahane, AL ;

Bruice, TC .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (24) :5531-5536

[32] Imidazopyridine/pyrrole and hydroxybenzimidazole/pyrrole pairs for DNA minor groove recognition [J].

Renneberg, D ;

Dervan, PB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (19) :5707-5716

[33] STRUCTURAL STUDIES OF PROTEIN NUCLEIC-ACID INTERACTION - THE SOURCES OF SEQUENCE-SPECIFIC BINDING [J].

STEITZ, TA .

QUARTERLY REVIEWS OF BIOPHYSICS, 1990, 23 (03) :205-+

[34] Recognition of a 5'-(A,T)GGG(A,T)(2)-3' sequence in the minor groove of DNA by an eight-ring hairpin polyamide [J].

Swalley, SE ;

Baird, EE ;

Dervan, PB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (35) :8198-8206

[35] NF-κB binding mechanism:: A nuclear magnetic resonance and modeling study of a GGG→CTC mutation [J].

Tisné, C ;

Hartmann, B ;

Delepierre, M .

BIOCHEMISTRY, 1999, 38 (13) :3883-3894

[36]

Trauger JW, 2001, METHOD ENZYMOL, V340, P450

[37] Aliphatic/aromatic amino acid pairings for polyamide recognition in the minor groove of DNA [J].

Turner, JM ;

Swalley, SE ;

Baird, EE ;

Dervan, PB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (25) :6219-6226

[38] Sequence selectivity of 3-hydroxypyrrole/pyrrole ring pairings in the DNA minor groove [J].

Urbach, AR ;

Szewczyk, JW ;

White, S ;

Turner, JM ;

Baird, EE ;

Dervan, PB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (50) :11621-11629

[39]

VIGER A, IN PRESS BIOORG MED

[40] Designed sequence-specific minor groove ligands [J].

Wemmer, DE .

ANNUAL REVIEW OF BIOPHYSICS AND BIOMOLECULAR STRUCTURE, 2000, 29 :439-461

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