5-Mercuricytosine: An Organometallic Janus Nucleobase.
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.
Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland.|Department of Chemistry, Savirtibai Phule Pune University, Pune, 411007, India.
Dattatraya
D
Ukale
Department of Chemistry, Savirtibai Phule Pune University, Pune, 411007, India.
Vaishali S
VS
Shinde
Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland. tuanlo@utu.fi.
Tuomas
0000-0003-3607-3116
T
Lönnberg
D020029:Base Pairing; D003596:Cytosine / Q000031:analogs & derivatives*; D006147:Guanine / Q000737:chemistry; D008628:Mercury / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D009693:Nucleic Acid Hybridization; D009841:Oligonucleotides / Q000737:chemistry*; D013816:Thermodynamics; D013941:Thymine / Q000737:chemistry
D009841:Oligonucleotides; D006147:Guanine; D003596:Cytosine; D008628:Mercury; D013941:Thymine
base pair; hybridization; mercury; oligonucleotides; organometallic