Synthesis and Characterization of Adenine Histidine Ternary Complexes

Montesinos, Vicente; Terróqn, A.; Fiol, Juan J.; Moreno, Virtudes; Caubet, Amparo

doi:10.1080/15533179308016873

Cited by 3 publications

(2 citation statements)

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“…The in teractions in solution with amino acids or peptides and nucleotides and related bases regarding ternary nickel-amino acid-base complexes have been stud ied by different authors [3,12]; the complexation of Ni(II) with peptides, on the one hand, is of great rel evance to the knowledge of nickel transport mech anisms, and with bases, on the other hand, for the understanding of the carcinogenicity of nickel. Very few studies have been reported up to date on ternary complexes [12,15]. As a follow up of previous so lution and solid state studies on the coordination chemistry of nickel (II) with nucleotides, nucleo * Reprint requests to Dr. A.…”

Section: Introductionmentioning

confidence: 98%

“…As a follow up of previous so lution and solid state studies on the coordination chemistry of nickel (II) with nucleotides, nucleo * Reprint requests to Dr. A. Terron. sides and amino acids, where the interaction be tween Ni(II) and two GMP or IMP was established to be in the cis conformation [15,23] in the present work the interactions of nickel (II) with tyrosine, tryptophan and bases or nucleosides (F ig.l) have been studied in order to investigate the stacking in teraction between the bases as a driving force in the formation of ternary compounds [24], (20.56). The obtained compound is slightly solu ble in both water and methanol and exhibits a weight loss between 30-120 °C corresponding to the loss of four wa ter molecules per formula unit (mass loss calculated 8.82 %, mass loss found 8.37 %).…”

Section: Introductionmentioning

confidence: 99%

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Nickel(II)-Tyrosine-and -Tryptophan-Nucleobase Ternary Complexes

Apella

Terrón

Fiol

et al. 1997

Zeitschrift Für Naturforschung B

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Nickel(II), Tyrosine, TryptophanThe interaction between Ni(II) and amino acids with an aromatic residue (such as tyrosine and tryptophan) and either 9 substituted bases or nucleosides has been studied. Ternary derivatives obtained in solid state were characterised by, among other techniques, elemental analysis, thermogravimetry, electronic and infrared spectroscopy. The following complexes have been obtained:where tyr is tyrosinate, trp tryptophanate, ino inosinate and guo guanosinate. Thermogrammes are in agreement with the number of water molecules and nickel content (calculated as NiO), together with the ternary nature of these complexes. The binary compounds Ni(tyr)2 x 3 H2O and Ni(trp)2 x 3 .5 H2O were also obtained and the corresponding thermogrammes were registered for comparison purposes. Compounds 1, 2 and5 are water soluble; besides, 1 is fairly soluble in methanol. Compounds 3 and 4 seem to be polymeric. Infrared spectra clearly show the presence of bands either from the amino acid or the base suggesting nickel octahedral coordination through the carboxylic and amino acids groups and a nitrogen from the purine base. These compounds were obtained in water at pH close to 7.0. With other bases such as cytosine and uracil, or their corresponding nucleosides, the same synthesis failed to yield ternary compounds [1,2].

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Section: Introductionmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 99%

Nickel(II)-Tyrosine-and -Tryptophan-Nucleobase Ternary Complexes

Apella

Terrón

Fiol

et al. 1997

Zeitschrift Für Naturforschung B

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Physical studies of some adenine complexes

Wahed

Metwally

2003

Materials Chemistry and Physics

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Synthesis and biological activity of N<sup>6</sup>-mannopyranosyladenines

Черепанов

Kamasheva

Kashapova

2021

Izvestiâ vuzov. Prikladnaâ himiâ i biotehnologiâ

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In this work, potentially bioactive condensation products of adenine with D-mannose and 6-deoxy-L-mannose (L-rhamnose) were synthesized in water and ethanol solutions. According to FTIR spectroscopy and elemental analysis, mono-N6-glycosylated adenines were isolated from water systems in satisfactory yields, while ethanol solutions contained mixtures of N6 and N9-products, as well as complexes of the latter with copper ions. A detailed analysis of the vibrational spectra of N6-glycosyladenines confirmed the structure of carbohydrate fragments in the form of pyranose rings, while some part of the product was obtained in the form of deoxyaminoketosis. N-rhamnosyladenine was formed with a more than double yield because of a higher stability of rhamnose with regard to side reactions. The reflection spectra of model solutions of glycosyladenines, recorded 4 days after preparation, showed no bands characteristic of free adenine in the range of 1250-1110 cm-1, which indicates a sufficient resistance of the synthesized products towards hydrolytic cleavage under experimental conditions. The conducted biotesting of the isolated products on wheat seeds (Triticum aestivum L.) showed an increase in the content of chlorophylls in seedlings for both mannosilade-nines compared to the control. A decrease in the concentration of synthesized products in germination solutions from 0.1 to 0.001% led to an increase in the accumulation of photosynthetic pigments, while this effect was more pronounced for rhamnosyladenine. The latter can be connected with the structural features of car-bohydrate fragments, in particular, the differences in the hydroxylation degree of glucoside fragments. Future research will investigate the mechanisms of transformation and action of N6-substituted adenines.

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Synthesis and Characterization of Adenine Histidine Ternary Complexes

Cited by 3 publications

References 24 publications

Nickel(II)-Tyrosine-and -Tryptophan-Nucleobase Ternary Complexes

Nickel(II)-Tyrosine-and -Tryptophan-Nucleobase Ternary Complexes

Physical studies of some adenine complexes

Synthesis and biological activity of N<sup>6</sup>-mannopyranosyladenines

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