Chemical Shift Tensors in Isomers of Adenine: Relation to Aromaticity of Purine Rings?

MALIŇÁKOVÁ, Kateřina, Lucie NOVOSADOVÁ, Matej PIPÍŠKA and Radek MAREK. Chemical Shift Tensors in Isomers of Adenine: Relation to Aromaticity of Purine Rings? ChemPhysChem. Weinheim: Wiley-VCH, 2011, vol. 12, No 2, p. 379-388. ISSN 1439-4235. Available from: https://dx.doi.org/10.1002/cphc.201000657.

Basic information

• Original name: Chemical Shift Tensors in Isomers of Adenine: Relation to Aromaticity of Purine Rings?
• Name in Czech: Tenzory chemického posunu u izomerů adeninu: Vztah k aromaticitě purinových kruhů?
• Authors: MALIŇÁKOVÁ, Kateřina (203 Czech Republic, belonging to the institution), Lucie NOVOSADOVÁ (203 Czech Republic, belonging to the institution), Matej PIPÍŠKA (703 Slovakia, belonging to the institution) and Radek MAREK (203 Czech Republic, guarantor, belonging to the institution).
• Edition: ChemPhysChem, Weinheim, Wiley-VCH, 2011, 1439-4235.

Other information

• Original language: English
• Type of outcome: Article in a journal
• Field of Study: 10403 Physical chemistry
• Country of publisher: Germany
• Confidentiality degree: is not subject to a state or trade secret
• WWW: DOI: 10.1002/cphc.201000657
• Impact factor: Impact factor: 3.412
• RIV identification code: RIV/00216224:14740/11:00051482
• Organization unit: Central European Institute of Technology
• Doi: http://dx.doi.org/10.1002/cphc.201000657
• UT WoS: 000287792300021
• Keywords in English: solid-state NMR; density-functional theory; X-ray diffraction; nucleus-independent chemical shift; supramolecular cluster
• Tags: ok, rivok
• Tags: International impact, Reviewed

Abstract

13C and 15N chemical shift tensors (CST) are measured, calculated, and compared for three N-benzyladenine isomers with an attempt to characterize differences in electron distribution in the purine ring related to the position of the substituent. Furthermore, the aromaticity of the purine rings is evaluated on the basis of nucleus-independent chemical shifts (NICS), and variations among the isomers are discussed. Both parameters indicate significant differences between the electronic properties of the N3-substituted compound and the N7/N9 pair of structures which can be viewed more generally as the reason for the different stabilities of the individual tautomers.

Links

• LC06030, research and development project: Name: Biomolekulární centrum

Investor: Ministry of Education, Youth and Sports of the CR, Biomolecular centre

• MSM0021622413, plan (intention): Name: Proteiny v metabolismu a při interakci organismů s prostředím

Investor: Ministry of Education, Youth and Sports of the CR, Proteins in metabolism and interaction of organisms with the environment