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Effect of Steric Constraint at the ?-Backbone Position on the Conformations and Hybridization Properties of PNAs.


ABSTRACT: Conformationally preorganized peptide nucleic acids (PNAs) have been synthesized through backbone modifications at the ?-position, where R = alanine, valine, isoleucine, and phenylalanine side chains. The effects of these side-chains on the conformations and hybridization properties of PNAs were determined using a combination of CD and UV-Vis spectroscopic techniques. Our results show that the ?-position can accommodate varying degrees of sterically hindered side-chains, reaffirming the bimodal function of PNAs as the true hybrids of "peptides" and "nucleic acids."

SUBMITTER: Crawford MJ 

PROVIDER: S-EPMC3138043 | biostudies-literature | 2011

REPOSITORIES: biostudies-literature

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Effect of Steric Constraint at the γ-Backbone Position on the Conformations and Hybridization Properties of PNAs.

Crawford Matthew J MJ   Rapireddy Srinivas S   Bahal Raman R   Sacui Iulia I   Ly Danith H DH  

Journal of nucleic acids 20110525


Conformationally preorganized peptide nucleic acids (PNAs) have been synthesized through backbone modifications at the γ-position, where R = alanine, valine, isoleucine, and phenylalanine side chains. The effects of these side-chains on the conformations and hybridization properties of PNAs were determined using a combination of CD and UV-Vis spectroscopic techniques. Our results show that the γ-position can accommodate varying degrees of sterically hindered side-chains, reaffirming the bimodal  ...[more]

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