Acid-base and lipophilic properties of peptide nucleic acid derivatives.

ABSTRACT: The first combined experimental and theoretical study on the ionization and lipophilic properties of peptide nucleic acid (PNA) derivatives, including eleven PNA monomers and two PNA decamers, is described. The acidity constants (pK_a) of individual acidic and basic centers of PNA monomers were measured by automated potentiometric pH titrations in water/methanol solution, and these values were found to be in agreement with those obtained by MoKa software. These results indicate that single nucleobases do not change their pK_a values when included in PNA monomers and oligomers. In addition, immobilized artificial membrane chromatography was employed to evaluate the lipophilic properties of PNA monomers and oligomers, which showed the PNA derivatives had poor affinity tow

SUBMITTER: Thakare P 

PROVIDER: S-EPMC8572665 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature