Crystal and molecular structure of a 2:1 complex of 1-methylthymine-mercury(II)

Kosturko, Linda D.; Folzer, Cynthia; Stewart, Robert F.

doi:10.1021/bi00716a020

Cited by 139 publications

(92 citation statements)

References 15 publications

(3 reference statements)

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“…The departure from linearity in molecule C is significant (C(3C)-Hg(3C)-N(3C) = 176.8(7)"), although relatively small and not unprecedented. The HgTN and Hg-C bond lengths (averaging 2.09(1) and 2.04(2) A , respectively) correspond within experimental errors with those found in similar compounds (6,7).…”

Section: Description Of the Structuressupporting

confidence: 78%

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Preparation, infrared spectra, and crystal structure of two modifications of the (thymidinato-N³)methylmercury(II) complex

Guay¹,

Beauchamp²

1985

Can. J. Chem.

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FRANCE GUAY and ANDRE L. BEAUCHAMP. Can. J. Chem. 63, 3456 (1 985). Reaction of CH3HgOH with thymidine (HT) yielded the neutral CH3HgT complex crystallizing as a hydrated or an anhydrous material, depending on preparation conditions. Both forms were examined by X-ray diffraction. The anhydrous variety is monoclinic, space group P2,, a = 4.798(6), b = 14.270(8), c = 10.390(4) A, P = 102.74(9)", andZ = 2 molecules per cell.The structure was refined on 1552 nonzero MoKa reflections to a conventional R factor of 0.034. The hydrated form belongs to the orthorhombic space group P2,2,2,, a = 10.484(3), b = 14.633(3), c = 18.538(5), Z = 8. The structure was refined on 1816 nonzero MoKa reflections to R = 0.036. In both forms, the CH3Hg' ion is linearly bonded to the deprotonated N(3) site of thymidine. The water molecules and hydroxyl groups in the ribose unit participate in a hydrogen bonding network, in which the carbonyl groups are involved as acceptors. The infrared spectra of the two forms differ significantly only by the absorptions due to the water molecules. By comparing with the spectrum of thymidine, diagnostic regions for cornplexation with deprotonated thymidine have been proposed.

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Section: Description Of the Structuressupporting

confidence: 78%

“…It has been shown by various methods that mercury reacts with N(1)-blocked uracil and thymine ligands by displacing the acidic N(3)-H proton (1)(2)(3)(4)(5)(6)(7). Substitution by the less electronattracting metal atom is expected to increase the basic character of the nearby carbonyl groups.…”

Section: Introductionmentioning

confidence: 99%

Preparation, infrared spectra, and crystal structure of two modifications of the (thymidinato-N³)methylmercury(II) complex

Guay¹,

Beauchamp²

1985

Can. J. Chem.

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“…[8,[14][15][16][17] In 2004, a mercury sensor based on a thymine-rich singlestranded (ss) DNA was first reported. [18] While thymine binding to mercury has been known for a long time, [19,20] this study was the first attempt to use a thymine-rich DNA for mercury detection. Since then, this DNA-based mercury recognition mechanism has been used to design many fluorescent, [16,17,[21][22][23][24][25] colorimetric, [11,[26][27][28][29][30][31][32][33][34][35] and electrochemical sensors.…”

Section: Introductionmentioning

confidence: 99%

Immobilization of DNA on Magnetic Microparticles for Mercury Enrichment and Detection with Flow Cytometry

Huang

Liu

2011

Chemistry A European J

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Mercury detection in water has attracted a lot of research interest due to its highly toxic nature and adverse environmental impact. In particular, the recent discovery of specific binding of Hg (II) to thyminerich DNA resulting in T-Hg (II) -T base pairs has led to the development of a number of sensors with different signaling mechanisms. However, majority of such sensors were nonimmobilized. Immobilization, on the other hand, allows active mercury adsorption, signal amplification, and sensor regeneration. In this work, we immobilized a thymine-rich DNA on a magnetic microparticle surface via biotin-streptavidin interactions. In the presence of Hg (II) , the DNA changes from a random coil structure into a hairpin, upon which SYBR Green I binds to emit green fluorescence. Detection was carried out using flow cytometry where fluorescence intensity increased ~9-fold in the presence of mercury and the binding of mercury reached equilibrium in less than 2 min. The sensor showed a unique samplevolume dependent fluorescence signal change where a higher fluorescence was obtained with a larger sample volume, suggesting that the particles can actively adsorb Hg (II) . Detection limits of 5 nM (1 ppb) and 14 nM (2.8 ppb) were achieved in pure buffer and in mercury spiked Lake Ontario water samples, respectively.

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“…However, soft metal ions such as Ag + and Pt 2+, which have high affinity for N over O, are able to replace a proton at N(3) or N(1) at neutral or even low pH, as exemplified in (1- (Faggiani, Lippert, Lock & Pfab, 1981), and in the present complex. On the other hand, at high pH, metal bonding to the deprotonated N(3) or N(1) is the rule: and [Hg(1-methylthyminato)2] (Kosturko, Folzer & Stewart, 1974), and N(1) coordination in [Ni(uracilato)z(H20) 2-(NH3) 2] (Lumme & Mutikainen, 1980) and [Cu(thyminato)(diethylenetriamine)(H20)]Br.2H20 (Kistenmacher, Sorrell & Marzilli, 1975).…”

Section: By Katsuyuki Aokimentioning

confidence: 99%

Structure of (1-methyluracilato)silver(I), [Ag(C5H5N2O2)]

Aoki¹

1984

Acta Crystallogr C

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Crystal and molecular structure of a 2:1 complex of 1-methylthymine-mercury(II)

Cited by 139 publications

References 15 publications

Preparation, infrared spectra, and crystal structure of two modifications of the (thymidinato-N³)methylmercury(II) complex

Preparation, infrared spectra, and crystal structure of two modifications of the (thymidinato-N³)methylmercury(II) complex

Immobilization of DNA on Magnetic Microparticles for Mercury Enrichment and Detection with Flow Cytometry

Structure of (1-methyluracilato)silver(I), [Ag(C5H5N2O2)]

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Crystal and molecular structure of a 2:1 complex of 1-methylthymine-mercury(II)

Cited by 139 publications

References 15 publications

Preparation, infrared spectra, and crystal structure of two modifications of the (thymidinato-N3)methylmercury(II) complex

Preparation, infrared spectra, and crystal structure of two modifications of the (thymidinato-N3)methylmercury(II) complex

Immobilization of DNA on Magnetic Microparticles for Mercury Enrichment and Detection with Flow Cytometry

Structure of (1-methyluracilato)silver(I), [Ag(C5H5N2O2)]

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Preparation, infrared spectra, and crystal structure of two modifications of the (thymidinato-N³)methylmercury(II) complex

Preparation, infrared spectra, and crystal structure of two modifications of the (thymidinato-N³)methylmercury(II) complex