Design and synthesis of highly solvatochromic fluorescent 2′-deoxyguanosine and 2′-deoxyadenosine analogs

K Matsumoto, N Takahashi, A Suzuki, T Morii…

Index: Matsumoto, Katsuhiko; Takahashi, Naoya; Suzuki, Azusa; Morii, Takashi; Saito, Yoshio; Saito, Isao Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 4 p. 1275 - 1278

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Citation Number: 24

Abstract

We synthesized various substituted 8-styryl-2′-deoxyguanosine and 8-styryl-2′- deoxyadenosine derivatives. Among them only acetyl substituted 8-styryl-2′- deoxyguanosine analog 5b showed a remarkable solvatochromicity (Δλmaxem= 91nm), that is, strong fluorescence at 477nm in 1, 4-dioxane, but in methanol the fluorescence was red shifted to 558nm with very low intensity. Such environmentally sensitive solvatochromic ...