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

[21] EFFECT OF DISTORTIONS IN THE DEOXYRIBOSE PHOSPHATE BACKBONE CONFORMATION OF DUPLEX OLIGODEOXYRIBONUCLEOTIDE DODECAMERS CONTAINING GT, GG, GA, AC, AND GU BASE-PAIR MISMATCHES ON P-31 NMR-SPECTRA [J].

ROONGTA, VA ;

JONES, CR ;

GORENSTEIN, DG .

BIOCHEMISTRY, 1990, 29 (22) :5245-5258

[22] Tetramolecular DNA Quadruplexes in Solution: Insights into Structural Diversity and Cation Movement [J].

Sket, Primoz ;

Plavec, Janez .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (36) :12724-12732

[23]

Tucker WO, 2012, CURR PHARM DESIGN, V18, P2014

[24] Potential uses of G-quadruplex-forming aptamers [J].

Viglasky, Viktor ;

Hianik, Tibor .

GENERAL PHYSIOLOGY AND BIOPHYSICS, 2013, 32 (02) :149-172

[25] Structural Investigations on the Anti-HIV G-Quadruplex-Forming Oligonucleotide TGGGAG and Its Analogues: Evidence for the Presence of an A-Tetrad [J].

Virgilio, Antonella ;

Esposito, Veronica ;

Citarella, Giuseppe ;

Mayol, Luciano ;

Galeone, Aldo .

CHEMBIOCHEM, 2012, 13 (15) :2219-2224

[26] The insertion of two 8-methyl-2′-deoxyguanosine residues in tetramolecular quadruplex structures: trying to orientate the strands [J].

Virgilio, Antonella ;

Esposito, Veronica ;

Citarella, Giuseppe ;

Pepe, Antonietta ;

Mayol, Luciano ;

Galeone, Aldo .

NUCLEIC ACIDS RESEARCH, 2012, 40 (01) :461-475

[27] Circular dichroism and guanine quadruplexes [J].

Vorlickova, Michaela ;

Kejnovska, Iva ;

Sagi, Janos ;

Renciuk, Daniel ;

Bednarova, Klara ;

Motlova, Jitka ;

Kypr, Jaroslav .

METHODS, 2012, 57 (01) :64-75

[28] A NEW FORCE-FIELD FOR MOLECULAR MECHANICAL SIMULATION OF NUCLEIC-ACIDS AND PROTEINS [J].

WEINER, SJ ;

KOLLMAN, PA ;

CASE, DA ;

SINGH, UC ;

GHIO, C ;

ALAGONA, G ;

PROFETA, S ;

WEINER, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (03) :765-784

[29] The use of NMR methods for conformational studies of nucleic acids [J].

Wijmenga, SS ;

van Buuren, BNM .

PROGRESS IN NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY, 1998, 32 :287-387

[30] A U-Tetrad Stabilizes Human Telomeric RNA G-Quadruplex Structure [J].

Xu, Yan ;

Ishizuka, Takumi ;

Kimura, Takashi ;

Komiyama, Makoto .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (21) :7231-+

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