[(Glycylglycinato)(cytosine)copper(II)]. A model for enzyme–metal–nucleic acid ternary complexes

Kistenmacher, Thomas J.; Szalda, David J.; Marzillï, Luigi G.

doi:10.1107/s0567740875007728

Cited by 52 publications

(18 citation statements)

References 11 publications

(14 reference statements)

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“…The bond lengths and angles in the glycylglycine dianion are in excellent agreement with those in the diaquo and the cytosine complexes (Kistenmacher, Szalda & Marzilli, 1975). The peptide and carboxylate groups have retained their expected planarity (Table 5).…”

Section: Least-squares Planes and The Deviation Of Individual Atoms Fsupporting

confidence: 64%

“…Also, the glycylglycine dianion framework, which is normally quite planar, is markedly non-planar in this complex. For example, we have noted in the complexes (glycylglycinato)(diaquo)copper(II) and (glycylglycinato)(cytosine)copper(II) (Kistenmacher, Szalda & Marzilli, 1975) that the peptide and carboxylate halves of the chelate fold about the Cu-N(peptide) bond with dihedral angles of 5.3 (3) ° and 4.4 (3) ° , respectively. These relatively small dihedral angles lead to an approximately planar equatorial coordination sphere (deviations of about 0.03 A).…”

Section: Discussionmentioning

confidence: 99%

“…Our recent studies on dipeptide-metal-nucleic acid constituent complexes as models for more complex biological systems (Szalda, Marzilli & Kistenmacher, 1975b;Kistenmacher, Szalda & Marzilli, 1975) have prompted us to study the reaction ofglycylglycinatocopper(II) with 9-methyladenine. Our p.m.r, longitudinal relaxation study on the system glycylglycinatocopper(II)-adenosine shows about equal preference for the N(1) and N(7) binding modes .…”

Section: Introductionmentioning

confidence: 99%

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Dipeptide–metal–purine complexes as models for enzyme–metal–nucleic acid ternary species. Interligand hydrogen bonding and the conformational properties of (glycylglycinato)(aqua)(9-methyladenine)copper(II) tetrahydrate

Kistenmacher¹,

Marzillï²,

Szalda³

1976

Acta Crystallogr Sect B

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The synthesis and structure of the complex (glycylglycinato)(aquo)(9-methyladenine)copper(II) tetrahydrate, CuO4NTCIoH~5.4H20, are reported. The complex crystallizes in the triclinic system, space group PT, with a= 10"419(7), b= 14.146(10), c= 6.844(1) ,~, e= 96"87(4) °, fl= 108"50(4) °, ~'= 68-91 (5) °, V= 892.6/~3, Z= 2, Dra = 1.62(1) g cm -3, Dc = 1.61 g cm -3. Intensities for 4140 independent reflections were collected by counter methods employing the 0-20 scan technique and Mo Ke graphite-monochromatized radiation. The structure was solved by standard heavy-atom Patterson and Fourier methods. Full-matrix least-squares refinement has led to a final R value of 0.086. The final weighted R value and goodness-of-fit are 0-10 and 2.9, respectively. The coordination geometry about the copper atom is approximately square pyramidal with the tridentate glycylglycine dianion and N(7) of 9-methyladenine defining the equatorial plane and a water molecule in an axial position. The conformational properties of the complex appear to be markedly influenced by the presence of an interligand hydrogen bond between the exocyclic amine group at C(6) of the 9-methyladenine ligand and the axial water molecule. The crystal structure is dominated by columns of complexes along the short c axis. Within these columns there is extensive overlap of the imidazole and pyrimidine portions of the substituted purine. The interaction among columns is accomplished via hydrogen bonds involving the waters of crystallization and the formation of hydrogen-bond dimers about centers of symmetry.

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Section: Least-squares Planes and The Deviation Of Individual Atoms Fsupporting

confidence: 64%

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Dipeptide–metal–purine complexes as models for enzyme–metal–nucleic acid ternary species. Interligand hydrogen bonding and the conformational properties of (glycylglycinato)(aqua)(9-methyladenine)copper(II) tetrahydrate

Kistenmacher¹,

Marzillï²,

Szalda³

1976

Acta Crystallogr Sect B

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“…PtÀN bond lengths compare well with those of the cytosine complexes described, and the CuÀN bond length is also normal. [40] Conformation and metric parameters of the Cu 2 (OH) 2 unit resemble those found in the bis(m-hydroxo)-bis[bis(2-methylimidazole)copper(ii)] 2 cation. [41] Thus, the CuÀCu distance of 2.946(3) ä in 4 is very close to that in the former complex (2.993(1) ä).…”

Section: Resultsmentioning

confidence: 95%

N1 and N3 Linkage Isomers of Neutral and Deprotonated Cytosine with trans-[(CH3NH2)2PtII]

et al. 2002

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“…We have recently initiated a systematic study of several complexes obtained by the reaction of glycylglycinatocopper(II) with substituted and unsubstituted purines and pyrimidines (Kistenmacher, Szalda & Marzilli, 1975). Our interest in these systems stems primarily from an attempt to understand clearly the role played by interligand interactions (i.e.…”

Section: Introductionmentioning

confidence: 99%

Glycylglycinatocopper(II) dihydrate

Kistenmacher¹,

Szalda²

1975

Acta Crystallogr Sect B

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Glycylglycinatocopper(II) dihydrate, [(O3N2C4H6)Cu].2H20, crystallizes in the monoclinic system, systematic absences hal, h + k = 2n + 1 and hOl, l(h)= 2n+ 1 consistent with the space groups Cc and C2/c, with a= 12.488 (5), b=9"245 (6), c=13"360 (5) A,, fl=97.68 (3), V= 1528"60 A, 3, Z=8, Dm= 2"00 (1), De= 1"996 g cm -a, /~(Mo K~t)=29.6 cm -1. Intensities for 2229 independent reflections were collected by counter methods. The structure was solved by standard heavy-atom methods (C2/c) and refined by full-matrix least-squares calculations, based on F, to a final R value of 0.038. The final weighted R value and goodness-of-fit are 0.045 and 1"8, respectively. The coordination sphere about the copper atom is square pyramidal with the tridentate glycylglycine dianion and one water molecule, Cu-O distance 1.946 (1) .~, completing an approximate square plane and the second water molecule, Cu-O distance 2.383 (1) A,, occupying an apical position. The crystal contains an extensive array of hydrogen bonds and a weak dimerization of the complexes about centers of symmetry.

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[(Glycylglycinato)(cytosine)copper(II)]. A model for enzyme–metal–nucleic acid ternary complexes

Abstract: The synthesis and crystal structure of the complex [(glycylglycinato) (cytosine)copper(lI)], CuO4NsCsHll, are reported. The complex crystallizes as the dihydrate in the monoclinic system, space group P2~/n, with a= 10.695 (4), b= 8.077 (1), c--14.756 (7)

Cited by 52 publications

References 11 publications

Dipeptide–metal–purine complexes as models for enzyme–metal–nucleic acid ternary species. Interligand hydrogen bonding and the conformational properties of (glycylglycinato)(aqua)(9-methyladenine)copper(II) tetrahydrate

Dipeptide–metal–purine complexes as models for enzyme–metal–nucleic acid ternary species. Interligand hydrogen bonding and the conformational properties of (glycylglycinato)(aqua)(9-methyladenine)copper(II) tetrahydrate

N1 and N3 Linkage Isomers of Neutral and Deprotonated Cytosine with trans-[(CH3NH2)2PtII]

Glycylglycinatocopper(II) dihydrate

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