{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Berzina MY"],"funding":["Russian Science Foundation"],"pagination":["9697"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC10253998"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["24(11)"],"pubmed_abstract":["Two forms were found in the NMR spectra of N<sup>6</sup>-substituted 2-chloroadenosines. The proportion of the mini-form was 11-32% of the main form. It was characterized by a separate set of signals in COSY, <sup>15</sup>N-HMBC and other NMR spectra. We assumed that the mini-form arises due to the formation of an intramolecular hydrogen bond between the N7 atom of purine and the N<sup>6</sup>-CH proton of the substituent. The <sup>1</sup>H,<sup>15</sup>N-HMBC spectrum confirmed the presence of a hydrogen bond in the mini-form of the nucleoside and its absence in the main form. Compounds incapable of forming such a hydrogen bond were synthesized. In these compounds, either the N7 atom of the purine or the N<sup>6</sup>-CH proton of the substituent was absent. The mini-form was not found in the NMR spectra of these nucleosides, confirming the importance of the intramolecular hydrogen bond in its formation."],"journal":["International journal of molecular sciences"],"pubmed_title":["Intramolecular Hydrogen Bonding in N<sup>6</sup>-Substituted 2-Chloroadenosines: Evidence from NMR Spectroscopy."],"pmcid":["PMC10253998"],"funding_grant_id":["21-13-00429"],"pubmed_authors":["Dorofeeva EV","Miroshnikov AI","Lutonina OI","Fateev IV","Eletskaya BZ","Kayushin AL","Zhavoronkova ON","Bashorin AR","Antonov KV","Berzina MY","Smirnova OS","Dubinnyi MA","Paramonov AS","Arnautova AO","Esipov RS","Konstantinova ID"],"additional_accession":[]},"is_claimable":false,"name":"Intramolecular Hydrogen Bonding in N<sup>6</sup>-Substituted 2-Chloroadenosines: Evidence from NMR Spectroscopy.","description":"Two forms were found in the NMR spectra of N<sup>6</sup>-substituted 2-chloroadenosines. The proportion of the mini-form was 11-32% of the main form. It was characterized by a separate set of signals in COSY, <sup>15</sup>N-HMBC and other NMR spectra. We assumed that the mini-form arises due to the formation of an intramolecular hydrogen bond between the N7 atom of purine and the N<sup>6</sup>-CH proton of the substituent. The <sup>1</sup>H,<sup>15</sup>N-HMBC spectrum confirmed the presence of a hydrogen bond in the mini-form of the nucleoside and its absence in the main form. Compounds incapable of forming such a hydrogen bond were synthesized. In these compounds, either the N7 atom of the purine or the N<sup>6</sup>-CH proton of the substituent was absent. The mini-form was not found in the NMR spectra of these nucleosides, confirming the importance of the intramolecular hydrogen bond in its formation.","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 Jun","modification":"2024-11-20T01:24:47.992Z","creation":"2024-11-20T01:24:47.992Z"},"accession":"S-EPMC10253998","cross_references":{"pubmed":["37298648"],"doi":["10.3390/ijms24119697"]}}