2022
DOI: 10.1039/d2cb00017b
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Perspectives on conformationally constrained peptide nucleic acid (PNA): insights into the structural design, properties and applications

Abstract: Peptide Nucleic Acid or PNA is a synthetic DNA mimic that contains a sequence of nucleobase attached to a peptide-like backbone deriving from N-2-aminoethylglycine. The semi-rigid PNA backbone act as...

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Cited by 30 publications
(20 citation statements)
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“…Early efforts to create a pseudo-complementary G–C succeeded in suppressing the G–C binding of pseudo-complementary bases, but at the cost of overall affinity for target DNA . Backbone modifications, in particular γ-modified PNAs (γ-PNA) have proven to bring important benefits in preorganizing the otherwise flexible backbone of PNA into the DNA-binding conformation and to enhance the solubility of PNA. , This modification was shown to bring significant improvements in dsDNA invasion using a single γ-PNA strand, but studies were performed at a low salt concentration (10 mM NaPi). This modification has been embraced in a number of applications including regulation of gene expression, imaging of cellular RNA, and gene editing. , Most recently, it was shown to enable double-stranded DNA nicking by DNAzymes with higher sequence fidelity than CRISPR/Cas .…”
Section: Introductionmentioning
confidence: 99%
“…Early efforts to create a pseudo-complementary G–C succeeded in suppressing the G–C binding of pseudo-complementary bases, but at the cost of overall affinity for target DNA . Backbone modifications, in particular γ-modified PNAs (γ-PNA) have proven to bring important benefits in preorganizing the otherwise flexible backbone of PNA into the DNA-binding conformation and to enhance the solubility of PNA. , This modification was shown to bring significant improvements in dsDNA invasion using a single γ-PNA strand, but studies were performed at a low salt concentration (10 mM NaPi). This modification has been embraced in a number of applications including regulation of gene expression, imaging of cellular RNA, and gene editing. , Most recently, it was shown to enable double-stranded DNA nicking by DNAzymes with higher sequence fidelity than CRISPR/Cas .…”
Section: Introductionmentioning
confidence: 99%
“…These challenges spurred the development of strand-invading strategies, i.e., probes capable of unzipping the Watson-Crick base-pairs of dsDNA targets and forming new, more stable Watson-Crick base-pairs between probe strands and the complementary DNA (cDNA) regions. Examples include various modified single-stranded PNAs, [8][9][10][11][12][13] as well as doublestranded probes like pseudo-complementary PNAs, [14][15][16][17][18] Invader probes, 19 heteroduplexes between intercalator-modified oligonucleotides and RNA, PNA or locked nucleic acid (LNA) strands, [20][21][22] and related approaches. [23][24][25][26] Some of these strand-invading strategies are discussed in more detail below.…”
Section: Introductionmentioning
confidence: 99%
“…Furthermore, PNA can bind to DNA in either parallel or antiparallel orientations defined by the relative orientations of PNA/DNA strands (Figure ). Several efforts from this laboratory and that of others , on structural modifications of the aminoethylglycine ( aeg ) PNA backbone have led to a host of acyclic, cyclic, and chiral backbone-modified assortment of PNA analogues. An interesting rational modification of the aeg -PNA backbone is the introduction of cis -1,2-disubstituted cyclopentyl and cyclohexyl moieties to match the dihedral angle of the lone Cβ-Cγ bond in the ethylenediamine segment to 60° as found in the X-ray structure of the PNA:RNA duplex .…”
Section: Introductionmentioning
confidence: 99%