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Title: | Aza-PNA: Engineering E-Rotamer Selectivity Directed by Intramolecular H-bonding |
Authors: | SHIRAJ, ABDUL Ramabhadran, Raghunath O. GANESH, KRISHNA N. Dept. of Chemistry |
Keywords: | Amides Chemical structure Nuclear magnetic resonance spectroscopy Organic compounds Solvents 2022-DEC-WEEK3 TOC-DEC-2022 2022 |
Issue Date: | Oct-2022 |
Publisher: | American Chemical Society |
Citation: | Organic Letters, 24(40), 7421–7427. |
Abstract: | The replacement of α(CH2) by NH in monomers of standard aeg PNA and its homologue β-ala PNA leads to respective aza-PNA monomers (1 and 2) in which the NαH can form either an 8-membered H-bonded ring with folding of the backbone (DMSO and water) or a 5-membered NαH─αCO (water) to stabilize E-type rotamers. Such aza-PNA oligomers with exclusive E rotamers and intraresidue backbone H-bonding can modulate its DNA/RNA binding and assembling properties. |
URI: | https://doi.org/10.1021/acs.orglett.2c02993 http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/7542 |
ISSN: | 1523-7060 1523-7052 |
Appears in Collections: | JOURNAL ARTICLES |
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