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A Quadruply Hydrogen Bonded Heterocomplex Displaying High-Fidelity Recognition

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NIAID Data Ecosystem2026-03-06 收录
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https://figshare.com/articles/dataset/A_Quadruply_Hydrogen_Bonded_Heterocomplex_Displaying_High_Fidelity_Recognition/3249616
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An exceptionally strong quadruply hydrogen-bonded complex is formed between 2,7-diamido-1,8-naphthyridine 3 (DAN) and the butylurea of guanosine 6 (UG) in chloroform. The UG unit can be prepared in four steps from guanosine on a 10 g scale in excellent yields without chromatographic purification. The association constant (Kassoc ≈ 5 × 107 M-1) for the UG·DAN complex determined by fluorescence energy transfer from the naphthyridine unit of 3 to coumarin 343 covalently linked UG (18) is among the highest reported for a neutral DNA base-pair analogue. The weak self-association of DAN (Kdimer < 10 M-1) and UG (Kdimer ca. 200−300 M-1) means that the UG·DAN complex forms with unparalleled fidelity.
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2016-05-05
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