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Pyrrolidine nucleotides conformationally constrained via hydrogen bonding
- 1.0429051 - ÚOCHB 2015 CZ eng C - Conference Paper (international conference)
Pohl, Radek - Poštová Slavětínská, Lenka - Rejman, Dominik
Pyrrolidine nucleotides conformationally constrained via hydrogen bonding.
Chemistry of Nucleic Acid Components. 16th Symposium. Praha: Institute of Organic Chemistry and Biochemistry AS CR, v. v. i, 2014 - (Hocek, M.), s. 352-353. Collection Symposium Series, 14. ISBN 978-80-86241-50-0.
[Symposium on Chemistry of Nucleic Acid Components /16./. Český Krumlov (CZ), 08.06.2014-13.06.2014]
R&D Projects: GA ČR GA13-24880S
Institutional support: RVO:61388963
Keywords : pyrrolidine nucleotides * PMEA * hydrogen bond
Subject RIV: CC - Organic Chemistry
Conformation of pyrroPME nucleotide analogues was studied by means of NMR at different pD values in D2O solutions. Surprisingly, two stable conformers were found at pD > 9 for both cis and trans configurations and their ratio depended on the acid-base properties of nucleobase attached to pyrrolidine ring. The results of conformational analysis suggest that the conformation of the pyrrolidine ring is locked via intramolecular hydrogen bond between negatively charged phosphonate oxygen atom and protonized pyrrolidine nitrogen.
Permanent Link: http://hdl.handle.net/11104/0234443
Number of the records: 1