title: β,γ-Bis-substituted PNA with configurational and conformational switch: preferred binding to cDNA/RNA and cell-uptake studies.
abstract: (S,S)- and (R,R)-β,γ-Bis-substituted PNAs were synthesized from the C-2 symmetric vicinal diamine system embedded in 1,4 dihydroxybutane and 1,4-dimethoxybutane scaffolds. (R,R)-β,γ-Bis-methoxymethyl-PNA derived from d-tartaric acid was found to be in the right configuration and conformation to be an excellent mimic of PNA, endowed with superior ability to enter into cells.
authors.affiliation: Organic Chemistry Division, CSIR-National Chemical Laboratory, Pashan Road, Pune, 411008, India. va.kumar@ncl.res.in.
authors.forename: Tanaya
authors.initials: T
authors.lastname: Bose
authors.forename: Anjan
authors.initials: A
authors.lastname: Banerjee
authors.forename: Smita
authors.initials: S
authors.lastname: Nahar
authors.forename: Souvik
authors.initials: S
authors.lastname: Maiti
authors.forename: Vaijayanti A
authors.initials: VA
authors.lastname: Kumar
mesh_terms: D001665:Binding Sites; D002477:Cells / Q000378:metabolism*; D018076:DNA, Complementary / Q000737:chemistry*; D045325:HCT116 Cells; D006801:Humans; D009690:Nucleic Acid Conformation; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D012313:RNA / Q000737:chemistry*
chemical_list: D018076:DNA, Complementary; D020135:Peptide Nucleic Acids; D012313:RNA