A novel pyrimidine tetrad contributing to stabilize tetramolecular G-quadruplex structures

被引：3

作者：

Esposito, V. ^{[1
]}

Pepe, A. ^{[2
]}

Filosa, R. ^{[3
]}

Mayol, L. ^{[1
]}

Virgilio, A. ^{[1
]}

Galeone, A. ^{[1
]}

机构：

[1] Univ Naples Federico II, Dept Pharm, Via D Montesano 49, I-80131 Naples, Italy

[2] Univ Basilicata, Dept Sci, Viale Ateneo Lucano 10, I-85100 Potenza, Italy

[3] Univ Naples 2, Dept Expt Med, Via Costantinopoli 16, I-80138 Naples, Italy

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 10期

关键词：

RNA TETRAPLEX; CENTRAL STRAND; DNA TRIPLEX; 5-AMINO-DU; RESOLUTION; KINETICS; PARALLEL; BINDING; QUARTET;

D O I：

10.1039/c5ob02358k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

G-quadruplex structures formed by oligodeoxyribonucleotides TGGU(NH2)GGT (AM, U-NH2 = 5-amino-2'-deoxyuridine), TGGU(Br)GGT (BR, U-Br = 5-bromo-2'-deoxyuridine) and TGGTGGT (TH) have been investigated through circular dichroism, nuclear magnetic resonance, gel electrophoresis and molecular modeling techniques. Collected data indicate that all 7-mer oligonucleotides form tetramolecular parallel G-quadruplex structures with all residues adopting anti glycosidic bonds. In the case of AM, data suggest the occurrence of a novel U-NH2-tetrad characterized by eight hydrogen bonds that stabilizes the G-quadruplex structure more efficiently than U-Br-and T-tetrads.

引用

页码：2938 / 2943

页数：6

共 31 条

[1] SOLID-PHASE SYNTHESIS OF DNA CONTAINING 5-NH2-2'-DEOXYURIDINE [J].

BARAWKAR, DA ;

GANESH, KN .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (02) :347-352

[2] A Thymine Tetrad Assembly Templated from Thymidylic Acid [J].

Bare, Grant A. L. ;

Sherman, John C. .

JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (16) :8198-8202

[3] Distinctive features in the structure and dynamics of the DNA repeat sequence GGCGGG [J].

Bhavesh, NS ;

Patel, PK ;

Karthikeyan, S ;

Hosur, RV .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2004, 317 (02) :625-633

[4] SOLUTION STRUCTURE OF AN UNUSUALLY STABLE RNA TETRAPLEX CONTAINING G-QUARTET AND U-QUARTET STRUCTURES [J].

CHEONG, CJ ;

MOORE, PB .

BIOCHEMISTRY, 1992, 31 (36) :8406-8414

[5] DNA-based nanostructures: The effect of the base sequence on octamer formation from d(XGGYGGT) tetramolecular G-quadruplexes [J].

D'Atri, Valentina ;

Borbone, Nicola ;

Amato, Jussara ;

Gabelica, Valerie ;

D'Errico, Stefano ;

Piccialli, Gennaro ;

Mayol, Luciano ;

Oliviero, Giorgia .

BIOCHIMIE, 2014, 99 :119-128

[6] Current approaches in SELEX: An update to aptamer selection technology [J].

Darmostuk, Mariia ;

Rimpelova, Silvie ;

Gbelcova, Helena ;

Ruml, Tomas .

BIOTECHNOLOGY ADVANCES, 2015, 33 (06) :1141-1161

[7] X-ray analysis of an RNA tetraplex (UGGGGU)4 with divalent Sr2+ ions at subatomic resolution (0.61Å) [J].

Deng, JP ;

Xiong, Y ;

Sundaralingam, M .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2001, 98 (24) :13665-13670

[8] A topological classification of G-quadruplex structures [J].

Esposito, V. ;

Galleone, A. ;

Mayol, L. ;

Oliviero, G. ;

Virgilio, A. ;

Randazzo, L. .

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2007, 26 (8-9) :1155-1159

[9]

Gorenstein DG., 1984, PHOSPHORUS 31 NMR PR

[10] Guanines are a quartet's best friend: impact of base substitutions on the kinetics and stability of tetramolecular quadruplexes [J].

Gros, Julien ;

Rosu, Frederic ;

Amrane, Samir ;

De Cian, Anne ;

Gabelica, Valerie ;

Lacroix, Laurent ;

Mergny, Jean-Louis .

NUCLEIC ACIDS RESEARCH, 2007, 35 (09) :3064-3075

← 1 2 3 4 →