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Synthesis, characterisation and theoretical calculations of 2,6-diaminopurine etheno derivatives

  • Four derivatives of 2,6-diaminopurine (1) were synthesised and characterised. When 1 was reacted with chloroacetaldehyde, 5-aminoimidazo[2,1- i] purine (2), 9-aminoimidazo[2,1-b]purine (3), 9-aminoimidazo[1,2- a]purine (4) and diimidazo[2,1-b: 2', 1'-i]purine (5) were formed. The purified products (3 - 5) were fully characterised by MS, complete NMR assignments as well as fluorescence and UV spectroscopy. The purified, isolated yields of these products ( 3 - 5) varied from 2.5 to 30%. The relative stability of different tautomers was investigated by theoretical calculations. Fluorescence characteristics are also discussed and compared to the starting material 1 and a reference molecule 2-aminopurine

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Author details:P. Virta, Andreas KochORCiDGND, M. U. Roslund, P. Mattjus, Erich KleinpeterORCiDGND, L. Kronberg, R. Sjoholm, Karel D. Klika
ISSN:1477-0520
Publication type:Article
Language:English
Year of first publication:2005
Publication year:2005
Release date:2017/03/24
Source:Organic and Biomolecular Chemistry. - ISSN 1477-0520. - 3 (2005), 16, S. 2924 - 2929
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Biochemie und Biologie
Peer review:Referiert
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