Abstract
The review is mainly concerned with the protonation equilibria of biologically active ligands like amino acids, peptides, DNA constituents, and amino acid esters in nonaqueous media. Equilibrium concentrations of proton-ligand formation as a function of pH were investigated. Also, thermodynamics associated with protonation equilibria were also discussed.
Highlights
There is a growing interest in studying the properties of biologically active ligands like amino acids, peptides, DNA, and amino acid esters
The data related to the protonation constants of biologically active ligands in various media will be valuable in further understanding of their chemistry in biological systems
The results show that each methyl ester is generally a slightly weaker base than its corresponding ethyl and tbutyl analogues
Summary
There is a growing interest in studying the properties of biologically active ligands like amino acids, peptides, DNA, and amino acid esters. Little is known about the chemistry of biomolecules in the mixtures of organic solvents and water, in regard to either protonation constants or synthetic applications One reason for this dearth of knowledge is that in vivo reactions take place in aqueous media, so that interest in bioligands properties in aqueous solution has predominated. Studies in media other than water should provide some understanding of the chemistry of bioligands in living systems With this in mind and in continuation of our research program directed to study the solution equilibria of biologically active compounds [9,10,11,12,13,14,15], the present review discusses the valuable information existing in the literature for some bioactive ligands like amino acids, amino acid esters, peptides, and DNA constituents in nonaqueous media
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