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

A1 Journal article (refereed)


Internal Authors/Editors


Publication Details

List of Authors: Virta P, Koch A, Roslund MU, Mattjus P, Kleinpeter E, Kronberg L, Sjoholm R, Klika KD
Publisher: ROYAL SOC CHEMISTRY
Publication year: 2005
Journal: Organic and Biomolecular Chemistry
Journal acronym: ORG BIOMOL CHEM
Volume number: 3
Issue number: 16
Start page: 2924
End page: 2929
Number of pages: 6
ISSN: 1477-0520
eISSN: 1477-0539


Abstract

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.

Last updated on 2019-20-08 at 06:55