5-Mercuricytosine: An Organometallic Janus Nucleobase

被引:38
作者
Ukale, Dattatraya [1 ,2 ]
Shinde, Vaishali S. [2 ]
Lonnberg, Tuomas [1 ]
机构
[1] Univ Turku, Dept Chem, Vatselankatu 2, Turku 20014, Finland
[2] Savirtibai Phule Pune Univ, Dept Chem, Pune 411007, Maharashtra, India
基金
芬兰科学院;
关键词
base pair; hybridization; mercury; oligonucleotides; organometallic; NUCLEAR-MAGNETIC-RESONANCE; T BASE-PAIRS; HG-II; PYRIMIDINE NUCLEOSIDES; MERCURATED POLYNUCLEOTIDES; CRYSTAL-STRUCTURE; METAL-IONS; DNA DUPLEX; NUCLEOTIDES; CYTOSINE;
D O I
10.1002/chem.201600851
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The base-pairing properties of 5-mercuricytosine have been explored at the monomer level by NMR titrations and at the oligonucleotide level by melting temperature measurements. The NMR studies revealed a relatively high affinity for guanine, hypoxanthine, and uridine, that is, bases that are deprotonated upon coordination of Hg-II. Within an oligonucleotide duplex, 5-mercuricytosine formed Hg-II-mediated base pairs with thymine and guanine. In the former case, the duplex formed was as stable as the respective duplex comprising solely Watson-Crick base pairs. Based on detailed thermodynamic analysis of the melting curves, the stabilization by the Hg-II-mediated base pairs may be attributed to a comparatively low entropic penalty of hybridization.
引用
收藏
页码:7917 / 7923
页数:7
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