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

P Virta, A Koch, MU Roslund, Peter Mattjus, E Kleinpeter, Leif Kronberg, Rainer Sjöholm, KD Klika

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    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.
    Original languageUndefined/Unknown
    Pages (from-to)2924–2929
    Number of pages6
    JournalOrganic and Biomolecular Chemistry
    Issue number16
    Publication statusPublished - 2005
    MoE publication typeA1 Journal article-refereed

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