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The transmission of the electronic character of guanin-9-yl drives the sugar-phosphate backbone torsions in guanosine 3',5'-bisphosphate

The transmission of the electronic character of guanin-9-yl drives the sugar-phosphate backbone torsions in guanosine 3',5'-bisphosphate

Acharya, Parag ORCID: 0000-0003-2521-9968, Trifonova, Anna, Thibaudeau, Christophe, Foldesi, Andras and Chattopadhyaya, Jyoti (1999) The transmission of the electronic character of guanin-9-yl drives the sugar-phosphate backbone torsions in guanosine 3',5'-bisphosphate. Angewandte Chemie - International Edition, 38 (24). pp. 3645-3650. ISSN 1433-7851 (Print), 1521-3773 (Online) (doi:https://doi.org/10.1002/(SICI)1521-3773(19991216)38:24<3645::AID-ANIE3645>3.0.CO;2-O)

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Abstract

The intrinsic flexibility of the pentoses in RNA allows dynamic transmission of information on the electronic character of the nucleobase to modulate the sugar conformation by an interplay of gauche and anomeric effects. This modulation in turn steers the phosphate backbone conformation by tuning the 3′‐O‐P‐O(ester) anomeric effect, as shown by conformational analysis of EtpGpMe as a function of pD. This tunable transmission is stereoelectronic in nature, and operates by appropriate overlap between donor and acceptor orbitals (see scheme), which causes single‐stranded RNA to behave as a molecular wire.

Item Type: Article
Uncontrolled Keywords: NMR, conformation, RNA, protonation, nucleotide
Subjects: Q Science > Q Science (General)
Faculty / Department / Research Group: Faculty of Engineering & Science
Faculty of Engineering & Science > Natural Resources Institute
Faculty of Engineering & Science > Natural Resources Institute > Food & Markets Department
Last Modified: 08 Jul 2020 12:22
Selected for GREAT 2016: None
Selected for GREAT 2017: None
Selected for GREAT 2018: None
Selected for GREAT 2019: None
Selected for REF2021: None
URI: http://gala.gre.ac.uk/id/eprint/28735

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