Fluorescent pyrimidopyrimidoindole nucleosides: Control of photophysical characterizations by substituent effects

M Mizuta, K Seio, K Miyata…

Index: Mizuta, Masahiro; Seio, Kohji; Miyata, Kenichi; Sekine, Mitsuo Journal of Organic Chemistry, 2007 , vol. 72, # 14 p. 5046 - 5055

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Citation Number: 38

Abstract

10-(2-Deoxy-β-d-ribofuranosyl) pyrimido [4', 5': 4, 5] pyrimido [1, 6-a] indole-6, 9 (7 H)-dione (dCPPI) and its derivatives were synthesized via the Suzuki-Miyaura coupling reaction of 5- iododeoxycytidine with 5-substituted N-Boc-indole-2-borates and characterized by UV-vis and fluorescence spectroscopy. The new fluorescent nucleosides showed rather large Stokes shifts (116-139 nm) in an aqueous buffer. The fluorescent intensities were ...