C-3 `-endo-puckered pyrrolidine containing PNA has favorable geometry for RNA binding: novel ethano locked PNA (ethano-PNA)

TitleC-3 `-endo-puckered pyrrolidine containing PNA has favorable geometry for RNA binding: novel ethano locked PNA (ethano-PNA)
Publication TypeJournal Article
Year of Publication2013
AuthorsBanerjee, A, Kumar, VA
JournalBioorganic & Medicinal Chemistry
Volume21
Issue14
Pagination4092-4101
Date PublishedJUL
ISSN0968-0896
KeywordsAntisense therapeutics, Conformationally constrained PNA, Diagnostics, Peptide nucleic acid (PNA)
Abstract

A novel peptide nucleic acid (PNA) analogue is designed with a constraint in the aminoethyl segment of the aegPNA backbone so that the dihedral angle beta is restricted within 60-80 degrees, compatible to form PNA:RNA duplexes. The designed monomer is further functionalized with positively charged amino-/guanidino-groups. The appropriately protected monomers were synthesized and incorporated into aegPNA oligomers at predetermined positions and their binding abilities with cDNA and RNA were investigated. A single incorporation of the modified PNA monomer into a 12-mer PNA sequence resulted in stronger binding with complementary RNA over cDNA. No significant changes in the CD signatures of the derived duplexes of modified PNA with complementary RNA were observed. (C) 2013 Elsevier Ltd. All rights reserved.

DOI10.1016/j.bmc.2013.05.015
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.951
Divison category: 
Organic Chemistry