10.1021/ol027026a.s001
Kallanthottathil G. Rajeev
Kallanthottathil G.
Rajeev
Martin A. Maier
Martin A.
Maier
Elena A. Lesnik
Elena A.
Lesnik
Muthiah Manoharan
Muthiah
Manoharan
High-Affinity Peptide Nucleic Acid
Oligomers Containing Tricyclic Cytosine
Analogues<sup>†</sup>
American Chemical Society
2002
PNA oligomers
tricyclic cytosine analogues phenoxazine
PNA modifications
DNA targets
acid targets
RNA
mismatch discrimination
2002-11-15 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/High-Affinity_Peptide_Nucleic_Acid_Oligomers_Containing_Tricyclic_Cytosine_Analogues_sup_sup_/3744807
Peptide nucleic acid (PNA) monomers containing the tricyclic cytosine analogues phenoxazine, 9-(2-aminoethoxy)phenoxazine (G-clamp), and
9-(3-aminopropoxy)phenoxazine (propyl-G-clamp) have been synthesized. The modified nucleobases were incorporated into PNA oligomers
using Boc-chemistry for solid-phase synthesis. PNAs containing single G-clamp modifications exhibit significantly enhanced affinity toward
RNA and DNA targets relative to unmodified PNA while maintaining mismatch discrimination. These PNA G-clamp modifications exhibit the
highest increase in affinity toward nucleic acid targets reported so far for PNA modifications.