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Chem Commun (Camb). 2015 May 4;51(36):7693-6. doi: 10.1039/c5cc00891c.

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

Author information

1
Organic Chemistry Division, CSIR-National Chemical Laboratory, Pashan Road, Pune, 411008, India. va.kumar@ncl.res.in.

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.

PMID:
25848728
DOI:
10.1039/c5cc00891c
[Indexed for MEDLINE]

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