Fluorescent 7- and 8-methyl etheno derivatives of adenosine and 6-amino-9-ethylpurine: syntheses and fluorescence properties.
Two fluorescent adenosine derivatives (5 and 7) (Sch. 1) and two 6-amino-9-ethylpurine derivatives (6 and 8) (Sch. 1), were synthesised using 2-chloropropanal and 3-chloropropyne as reagents. The structures of the products were determined by spectroscopic and spectrometric methods (1H-, 13C- and 2D NMR, MS, UV and fluorescence spectrometry). Their fluorescence properties were determined and found to be similar to those of ethenoadenosine. Also, the stabilites of 5 and 7 in aqueous solutions were determined and found to be higher than that of the etheno derivative of adenosine.
Virta
Piritta
P
Department of Organic Chemistry, Abo Akademi University, Abo, Finland. piritta.virta@abo.fi
Holmström
Toni
T
Munter
Tony
T
Nyholm
Thomas
T
Kronberg
Leif
L
Sjöholm
Rainer
R
D000241:Adenosine / Q000031:analogs & derivatives; D004985:Ethenoadenosine Triphosphate / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D009705:Nucleosides / Q000737:chemistry; D011687:Purines / Q000737:chemistry; D013050:Spectrometry, Fluorescence
D004985:Ethenoadenosine Triphosphate; D005456:Fluorescent Dyes; D009705:Nucleosides; D011687:Purines; D000241:Adenosine