A Thymine Tetrad Assembly Templated from Thymidylic Acid

被引:4
作者
Bare, Grant A. L. [1 ]
Sherman, John C. [1 ]
机构
[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
G-QUADRUPLEX STRUCTURES; TELOMERIC DNA; RNA TETRAPLEX; G-QUARTET; A-TETRAD; IONS;
D O I
10.1021/jo401281p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A template tetra-coupled with thymidylic acid through a phosphate linkage was characterized in methanol for emergent properties of nucleobase tetrad formation. Intramolecular hydrogen bonded base pairing in the absence of a cation was indicated for the thymidylic acid species supporting a monomeric template-assembled structure. Thus, an initial report of a stabilized individual thymine tetrad assembly is presented here. Consistent with previous investigations, a deoxyguanylic acid variant templated an analogous methanolic monomeric G-tetrad in comparison to the thymine species.
引用
收藏
页码:8198 / 8202
页数:5
相关论文
共 17 条
[1]   Multiple phosphate-linked nucleotide couplings via 5′ silyl ether protection in the phosphite triester and phosphoramidite approaches [J].
Bare, Grant A. L. ;
Sherman, John C. .
TETRAHEDRON LETTERS, 2013, 54 (24) :3207-3209
[2]  
Biffi G, 2013, NAT CHEM, V5, P182, DOI [10.1038/nchem.1548, 10.1038/NCHEM.1548]
[3]   A thymine tetrad in d(TGGGGT) quadruplexes stabilized with Tl+/Na+ ions [J].
Cáceres, C ;
Wright, G ;
Gouyette, C ;
Parkinson, G ;
Subirana, JA .
NUCLEIC ACIDS RESEARCH, 2004, 32 (03) :1097-1102
[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]   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
[6]   PROTON NUCLEAR MAGNETIC-RESONANCE INVESTIGATION OF THE CONFORMATION AND DYNAMICS IN THE SYNTHETIC DEOXYRIBONUCLEIC-ACID DECAMERS D(ATATCGATAT) AND D(ATATGCATAT) [J].
FEIGON, J ;
DENNY, WA ;
LEUPIN, W ;
KEARNS, DR .
BIOCHEMISTRY, 1983, 22 (25) :5930-5942
[7]   TWO-DIMENSIONAL PROTON NUCLEAR MAGNETIC-RESONANCE INVESTIGATION OF THE SYNTHETIC DEOXYRIBONUCLEIC-ACID DECAMER D(ATATCGATAT)2 [J].
FEIGON, J ;
LEUPIN, W ;
DENNY, WA ;
KEARNS, DR .
BIOCHEMISTRY, 1983, 22 (25) :5943-5951
[8]   A SINGLE-MODE OF DNA BASE-PAIR OPENING DRIVES IMINO PROTON-EXCHANGE [J].
GUERON, M ;
KOCHOYAN, M ;
LEROY, JL .
NATURE, 1987, 328 (6125) :89-92
[9]   TELOMERIC DNA OLIGONUCLEOTIDES FORM NOVEL INTRAMOLECULAR STRUCTURES CONTAINING GUANINE GUANINE BASE-PAIRS [J].
HENDERSON, E ;
HARDIN, CC ;
WALK, SK ;
TINOCO, I ;
BLACKBURN, EH .
CELL, 1987, 51 (06) :899-908
[10]   A Template-Assembled Synthetic U-Quadruplex [J].
Hui, Benjamin Wei-Qiang ;
Sherman, John C. .
CHEMBIOCHEM, 2012, 13 (13) :1865-1868