Spatial and electronic structure of monomeric and dimeric complexes of carnosine with zinc

Demukhamedova, S. D.; Alieva, I. N.; Godjayev, N. M.

doi:10.1007/s10947-010-0127-7

Cited by 5 publications

(4 citation statements)

References 11 publications

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“…14 The interaction of carnosine with metals of biological relevance was the subject of several studies including the report on metal binding energies to the peptide and providing structural elucidation of the complexes and the resulting collision induced dissociation (CID) products. [14][15][16][17][18][19][20][21] Studies of the CID products of protonated carnosine, on the other hand, have received considerably less attention. In general, the observed fragmentation patterns generated from protonated peptide ions typically depend on several factors including the amino acid composition, the size of the peptides, the excitation method used and the charge of the ions.…”

Section: Introductionmentioning

confidence: 99%

Collision-induced dissociation products of the protonated dipeptide carnosine: structural elucidation, fragmentation pathways and potential energy surface analysis

Moustafa

Ritacco

Sicilia

et al. 2015

Phys. Chem. Chem. Phys.

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Collision-induced dissociation (CID) experiments on protonated carnosine, [carnosine + H](+), with several collision energies were shown to yield eleven different fragment ions with the generation of product ions [carnosine-H2O + H](+) and [carnosine-NH3 + H](+) being the lowest energy processes. Energy-resolved CID showed that at slightly higher collision energies the ions [histidine + H](+) and [histidine-H2O-CO + H](+) are formed. At even higher energies four other product ions were observed, however, attained relatively lower abundances. Quantum chemistry calculations, carried out at different levels of theory, were employed to probe fragmentation mechanisms that account for all the experimental data. All the adopted computational protocols give similar energetic trends, and the range of the calculated free energy barrier values for the generation of all the observed product ions is in agreement with the fragmentation mechanisms offered here.

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Section: Introductionmentioning

confidence: 99%

Collision-induced dissociation products of the protonated dipeptide carnosine: structural elucidation, fragmentation pathways and potential energy surface analysis

Moustafa

Ritacco

Sicilia

et al. 2015

Phys. Chem. Chem. Phys.

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“…For this purpose, various software packages are used, e.g., the software package HyperChem, in which all modern methods of computer chemistry were implemented, including non-empirical and semiempirical quantum chemical methods [13] The structural properties of amino acids are also the subject of intense researches. The geometrical parameters, dipole moments, charge distribution over the atoms of some amino acids, results of calculations of vibrational components in the absorption spectra with the use of semiempirical and non-empirical quantum chemical methods are presented in works [14][15][16][17][18]. In work [15], it was found that, although the charge distributions among the atoms calculated by the CNDO, AM1, and PM3 methods are different, the characters of charge distributions described by those methods are similar.…”

Section: Introductionmentioning

confidence: 99%

“…The geometrical parameters, dipole moments, charge distribution over the atoms of some amino acids, results of calculations of vibrational components in the absorption spectra with the use of semiempirical and non-empirical quantum chemical methods are presented in works [14][15][16][17][18]. In work [15], it was found that, although the charge distributions among the atoms calculated by the CNDO, AM1, and PM3 methods are different, the characters of charge distributions described by those methods are similar. For the absorption spectra of complicated molecules to be simulated more adequately, the Gauss curves can be applied for the approximation of vibrational components of various electron transitions [17].…”

Section: Introductionmentioning

confidence: 99%

Theoretical and Experimental Study of Spectroscopic Characteristics of Aromatic Amino Acids

Myhovich

Kel’man

2014

Ukr. J. Phys.

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Photoluminescence spectra of aromatic amino acids, which are prepared in the form of microcrystalline powders and their aqueous solutions and are excited by laser radiation, are studied. Luminescence spectral regions and the maxima of luminescence intensity are determined. The spectral dependences of the molar extinction coefficients are measured for the aqueous solutions of amino acids. The electronic absorption spectra of aromatic amino acids and the charge distribution in the corresponding molecules are calculated, by using the quantumchemical Hartree-Fock method with the application of the semiempirical PM3 and ZINDO/S approximations. The electronic absorption spectra are analyzed. K e y w o r d s: aromatic amino acids, photoluminescence, absorption spectra, quantum transitions, HOMO (highest occupied molecular orbital), LUMO (lowest unoccupied molecular orbital), charge distribution.

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“…В более ранних наших работах нами были изучены пространственные и электронные структуры карнозина в двух таутомерных формах N 1 H и N 3 H его имидазольного кольца и различных их комплексов с атомами цинка, меди и кобальта [35][36][37][38][39][40] полуэмпирическим методом квантовой химии РМ3 в газовой фазе, используя программный комплекс HyperChem. В работе [41] изучено конформационное состояние дипептида карнозина в цвиттерионной форме для обоих его таутомерных форм.…”

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Theoretical Quantum-Chemical Simulation of the Structure and Properties of Carnosine Dipeptide by the DFT Method

Demukhamedova

2022

Russian Journal of Biological Physics and Chemisrty

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The spatial and electronic structure of the natural carnosine dipeptide in the N3H tautomeric form of its imidazole ring in gas and water environment was studied by the quantum-chemical method in the framework of the electron density functional theory (DFT) with the three-parameter B3LYP hybrid functional. The sufficiently reliable and time-saving extended basis set, taking into account the polarization and diffuse functions 6-31+G (d, p) was used for calculations. All calculations were carried our using the Gaussian 09 software package. GaussView 6.0.16 was used to visualize the obtained results. Geometrical parameters, values of electronic energy, energies of HOMO and LUMO orbitals and the energy gap between them, reactivity descriptors, values of dipole moments, partial charges on atoms, and theoretical IR spectra for gaseous and aqueous media are obtained. Calculations show that the proposed model of the molecule forms a stable structure. The resulting structure is stabilized due to non-covalent interactions in the dipeptide. Molecular electrostatic potential maps (MEP) are constructed to identify potential binding sites. To study the charge transfer and intramolecular interactions that determine the stability of the molecule, an analysis of natural bond orbitals (NBOs) was carried out. Structural rearrangements and changes in various parameters depending on the dielectric constant of the medium are analyzed.

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Spatial and electronic structure of monomeric and dimeric complexes of carnosine with zinc

Cited by 5 publications

References 11 publications

Collision-induced dissociation products of the protonated dipeptide carnosine: structural elucidation, fragmentation pathways and potential energy surface analysis

Collision-induced dissociation products of the protonated dipeptide carnosine: structural elucidation, fragmentation pathways and potential energy surface analysis

Theoretical and Experimental Study of Spectroscopic Characteristics of Aromatic Amino Acids

Theoretical Quantum-Chemical Simulation of the Structure and Properties of Carnosine Dipeptide by the DFT Method

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