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A C3′ modified nucleotide. The difluorophosphonate function, a phosphate mimic, governs the conformational behaviour of the ribofuranose

Abstract : A conformational analysis using the Pseurot 6.3 software package of a modified nucleoside-3′-phosphate is reported and reveals that the phosphate mimic strongly influences the conformational behaviour of the ribose ring and shifts the North/ South equilibrium to a northern position. A rational classification by the group electronegativity of several phosphate analogues is presented. The λ factor of the difluorophosphonate group in water (Diez–Donders generalised Karplus equation) is also determined.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02357629
Contributor : Catherine Fressigne <>
Submitted on : Sunday, November 10, 2019 - 4:23:38 PM
Last modification on : Monday, July 6, 2020 - 1:59:21 PM

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Catherine Fressigné, Serge Piettre, Eric Condamine, Cornelis Altona, Arnaud Gautier. A C3′ modified nucleotide. The difluorophosphonate function, a phosphate mimic, governs the conformational behaviour of the ribofuranose. Tetrahedron, Elsevier, 2005, 61 (20), pp.4769-4777. ⟨10.1016/j.tet.2005.03.028⟩. ⟨hal-02357629⟩

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