The interactions between nucleic acids and polyamines

Bunce, Stanley C.; Kong, Eric Siu-Wai

doi:10.1016/0301-4622(78)80017-9

Cited by 27 publications

(7 citation statements)

References 53 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…119 Early 1 H and 13 C NMR spectroscopic studies of the spermidine ( 2 ):5′-AMP complex supported a binding mode in which the amine ligand interacted with both the anionic phosphate group and the adenine base. 120 In studies of the interaction of spermine ( 3 ) with AMP, ADP, and ATP, potentiometric titrations and 1 H, 13 C, and 31 P NMR spectroscopic experiments led to the conclusion that hydrogen bonding interactions between the host and the adenine ring of the nucleotides were critical to complex formation. 121,122 On the other hand, similar studies with putrescine ( 1 ) and 5′-uridine monophosphate (UMP) revealed interactions only with the phosphate group of the nucleotide.…”

Section: Major Phosphate-binding Functionalitiesmentioning

confidence: 99%

Artificial Receptors for the Recognition of Phosphorylated Molecules

et al. 2011

View full text Add to dashboard Cite

Section: Major Phosphate-binding Functionalitiesmentioning

confidence: 99%

Artificial Receptors for the Recognition of Phosphorylated Molecules

et al. 2011

View full text Add to dashboard Cite

“…This is in agreement with the results of the interaction of spermidine with 5Ј-AMP. 34 These authors suggested that the trimethylene fragment of PA binds the phosphate moiety of the nucleotide, while the tetramethylene segment reacts with N(7) of the nucleotide. Recently, it was found that interactions of polyamines with pyrophosphate groups intensify with decreasing number of methylene groups between the nitrogen atoms of the PA. 35 It can be concluded that the trimethylene fragment of amine shows a higher affinity to the phosphate moiety, while the tetramethylene part has more affinity with the purine base.…”

Section: (3)mentioning

confidence: 99%

“…The positions of signals for particular carbon atoms in the bioligands were assigned on the basis of literature data. 34,39,40 In spite of the complex character of the NMR signal changes resulting from noncovalent reactions, a thorough analysis of the changes provided much information about the mode of intermolecular interactions. The adduct CydH 3 Spd occurs in the pH limit from ca.…”

mentioning

confidence: 99%

Noncovalent interactions in polyamine/nucleoside (or diaminocarboxylate) systems studied by potentiometric and NMR techniques

Lomozik¹,

Gasowska²,

Bolewski³

1997

J. Chem. Soc., Perkin Trans. 2

View full text Add to dashboard Cite

Noncovalent interactions and formation of molecular complexes have been found to occur between a number of polyamines and adenosine or cytidine. Since these observed interactions affect the acid-base character of particular components of the systems the determination of overall stability constants of the complexes was possible on the basis of a computer analysis of potentiometric data and then equilibrium constants of the reactions were calculated. The comparison of the constants and the changes in the position of 13 C NMR signals provided grounds for a conclusion that mainly two (or three) ᎐NH x ϩ groups of amine and electron-rich centres as well as the system of π electrons from purine and pyrimidine bases constitute sites for the interactions. The tendency of particular polyamines to form adducts depends on the number of nitrogen atoms as well as the length of the methylene chains in the molecules. Distributions of molecular complexes as a function of pH were calculated. The ranges of the occurrence of PA/Nuc molecular complexes overlap with those of nucleoside deprotonation and polyamine protonation, which confirms the validity of the assumed model of interactions. It was found that in the polyamine systems with diaminocarboxylates no adducts were formed.

show abstract

“…(For more detailed discussions of the functions of polyamines, see reviews by Tabor and Tabor (1) and Theoharides (7) and references therein.) At physiological pH ranges, these molecules are polycations and, therefore, have a high affinity for cellular polyanions such as fatty acids, phospholipids, nucleotides, and nucleic acids (8)(9)(10)(11)(12)(13)(14)(15)(16). One of the main functions of the polyamines seems to be that of acting as protective or stabilizing agents by being involved in interactions with these anions.…”

mentioning

confidence: 99%

“…For each carbon, the pKa values were graphed as a function of concentration and the best fit line drawn from a linear F = [H+]/ + 1 + K2/( H+] + K2K3/[Ü+]2 (10) For the determination of the proton distribution pattern, equations of the following general form were used (22): = tcufj (11) y-i where ASf is the calculated protonation shift ( -) of the ith methylene carbon resonance, c¡¡ is the protonaton shift constant of the ith resonance for total protonation of the ;th basic site, and f¡ is the average fraction of time the jfth site is protonated. Values for ASf were obtained from the results of the nonlinear analysis as protonation shifts between the non-and triprotonated, non-and diprotonated, and non-and monoprotonated species.…”

mentioning

confidence: 99%