β,γ-Bis-substituted PNA with configurational and conformational switch: preferred binding to cDNA/RNA and cell-uptake studies.

Chem Commun (Camb)

Organic Chemistry Division, CSIR-National Chemical Laboratory, Pashan Road, Pune, 411008, India.

Published: May 2015

(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.

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http://dx.doi.org/10.1039/c5cc00891cDOI Listing

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