Heavy metal-pyrimidine nucleotide interaction: x-ray structure of a cadmium derivative of cytidine 5′-monophosphate

Goodgame, D. M. L.; Jeeves, I.; Reynolds, C. D.; Skapski, A. C.

doi:10.1042/bj1510467

Cited by 26 publications

(12 citation statements)

References 11 publications

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Section: Resultssupporting

confidence: 64%

“…The interatomic distances and bond angles are listed in Table 2 (1 [1][2][3][4][5][6][7][8][9][10][11][12][13][14]. The Cd-N(7) distance (2.300(5) A) is similar to those reported for complexes with related ligands (9)(10)(11)(12)(13)(14)(15)(16). N,N-Dimethylformamide is clearly not a constituent of the inner coordination sphere of cadmium, but rather is present in well defined lattice sites as a solvent of crystallization (Fig.…”

Section: Resultsmentioning

confidence: 99%

“…Crystal structure analyses on cadmium-nucleobase complexes have shown that the metal ion generally binds to the nitrogen lone pair of N(7) in purines or N(3) in pyrimidines (9)(10)(11)(12)(13)(14)(15)(16). When a carbonyl oxygen is adjacent to these sites, it often participates in "indirect chelation" by forming hydrogen bonds with other ligands in the coordination sphere (13,14).…”

Section: Introductionmentioning

confidence: 99%

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Metal ion biomolecule interactions. PART VII. Synthesis, spectroscopic properties and crystal structure investigations of some bis(theophyllinato)tetraaquocadmium(II) compounds

Buncel¹,

Kumar²,

Norris³

et al. 1985

Can. J. Chem.

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The synthesis, 1H and 13C nmr and infrared spectra of the complex bis(theophyllinato)tetraaquocadmium(II), [CdC14H22N4O5], and its N,N-dimethylformamide solvates are reported. The crystals containing two molecules of N,N-dimethylformamide per complex belong to the monoclinic space group P21/c with a = 10.891(3), b = 13.696(7), c = 10.110(2) Å, β = 109.03(4)°, ρc = 1.595 g cm−3, and Z = 2. Least-squares refinement of the structure has led to a final value of the conventional R factor of 0.044 for 261 variables, using 1299 nonzero MoKα reflections. The complex consists of monomeric [CdTh2(H2O)4] units. The cadmium lies on an inversion center. The geometry of the atoms bonded to cadmium is roughly octahedral with the two theophyllinate ions trans to each other and coordinated through N(7). The Cd—N(7), Cd—O(13), and Cd—O(14) distances of 2.300(5) Å, 2.346(5) Å, and 2.336(5) Å, respectively, are normal. The hydrogen bonding in the crystals is complex, with all the ligand donor and acceptor atoms participating. N,N-Dimethylformamide is not coordinated to cadmium, but participates in the hydrogen bonding system. The nmr spectra are consistent with theophyllinate ion being similarly bonded to cadmium in dimethyl sulfoxide solution.

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Section: Resultssupporting

confidence: 64%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Metal ion biomolecule interactions. PART VII. Synthesis, spectroscopic properties and crystal structure investigations of some bis(theophyllinato)tetraaquocadmium(II) compounds

Buncel¹,

Kumar²,

Norris³

et al. 1985

Can. J. Chem.

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“…When this work was undertaken, crystal structures A set of precession photographs showed the monoclinic had been published for two Cd(I1) complexes with Laue symmetry and the systematic absences (hkl, h + k #2n; cytidine ~~-m o n o p~o s p~a t e (CMP) (2,3). ~~~~~t l~, h01, 1 # 2n) were consistent with space groups Cc and C21c.…”

Section: Crystallographic Measurementsmentioning

confidence: 99%

“…Some repulsion is expected with an amino hydrogen when the metal moves along the bisector of the external C(2)-N(3)-C (4) angle. This situation, which is assumed to achieve maximum overlap with the lone pair of N(3), is referred to hereafter as A = 0 (where A is the difference between angles M-N(3)-C (2) and M-N(3)-C(4)). If A becomes 7.5", M and H will just touch.…”

Section: Role Of Exocyclic Groupsmentioning

confidence: 99%

Crystal structure of dichlorobis(1-methylcytosine)cadmium(II)

Gagnon¹,

Beauchamp²,

Tranqui³

1979

Can. J. Chem.

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Crystals of CdCl2(1-methylcytosine)2 belong to space group Cc, with a = 10.571(7), b = 24.35(2), c = 7.097(3) Å, β = 57.33(4)°, and Z = 4. The structure was refined over 1988 independent reflections to an R factor of 0.026. The structure consists of monomeric molecules in which cadmium has a (4 + 2)-coordination. Four strong bonds, two Cd—Cl (2.497, 2.485 Å) and two Cd—N(3) (2.281, 2.296 Å), define an approximate tetrahedron around the metal. Two carbonyl oxygens take part in weak Cd—O bonding interactions (2.677, 2.780 Å). The amino groups form only very weak intramolecular hydrogen bonds with chlorine and the difference >30° between angles Cd—N(3)—C(4) and Cd—N(3)—C(2) is ascribed to Cd—O bonding. Similar effects for other metal complexes are discussed in terms of steric hindrance of the amino group and bonding of the carbonyl group.

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Studies on cytotoxic and genotoxic effects of cadmium nitrate and lead nitrate in chinese hamster ovary cells

Lin

Lee

Chen

et al. 1994

Environ and Mol Mutagen

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Cadmium nitrate decreased the viability of Chinese hamster ovary (CHO) cells in a concentration-dependent manner; 50% inhibition (IC50) was achieved at 0.015 mM. In contrast, lead nitrate appeared to be less toxic. Neither cadmium nitrate nor lead nitrate significantly increased frequencies of binucleated CHO cells with micronuclei (MN). However, both cadmium nitrate and lead nitrate could augment sister chromatid exchanges (SCEs). Cadmium nitrate induced SCEs with a potency approximately equal to that of mitomycin C and more than 10 times higher than lead nitrate. Cadmium nitrate also increased chromosome aberrations (CAs), which included breaks, acentrics, interchanges, and dicentrics of chromosomes. In addition, cadmium nitrate induced a decrease in the mitotic index (MI), but lead nitrate increased it. In summary, it appears that both of these two heavy metal salts have cytogenetic toxicities with different degrees of effects on the cytotoxicity, MN, CAs, and SCEs in CHO cells. However, SCE was the most sensitive endpoint for indicating mutagenetic effects of cadmium and lead in the present study.

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Heavy metal-pyrimidine nucleotide interaction: x-ray structure of a cadmium derivative of cytidine 5′-monophosphate

Abstract: An X-ray crystal-structure determination has shown that the compound [Cd(5'-CMP)(H2O)],H2O has a polymeric structure in which each cadmium atom is bonded to five atoms: to the N(3) position on the base, to a phosphate oxygen from each of three other 5'-CMP groups and to a water molecule.

Cited by 26 publications

References 11 publications

Metal ion biomolecule interactions. PART VII. Synthesis, spectroscopic properties and crystal structure investigations of some bis(theophyllinato)tetraaquocadmium(II) compounds

Metal ion biomolecule interactions. PART VII. Synthesis, spectroscopic properties and crystal structure investigations of some bis(theophyllinato)tetraaquocadmium(II) compounds

Crystal structure of dichlorobis(1-methylcytosine)cadmium(II)

Studies on cytotoxic and genotoxic effects of cadmium nitrate and lead nitrate in chinese hamster ovary cells

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