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C2 '-F Stereoconfig...
C2 '-F Stereoconfiguration As a Puckering Switch for Base Stacking at the Dinucleotide Level
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- Moriou, Céline (författare)
- CNRS, Inst Chim Subst Nat, Gif Sur Yvette, France
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- Da Silva, Adilson D. (författare)
- Univ Fed Juiz de Fora, Dept Quim, ICE, BR-Juiz De Fora, MG, Brazil
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- Vianelli Prado, Marcos Joel (författare)
- Univ Fed Juiz de Fora, Dept Quim, ICE, BR-Juiz De Fora, MG, Brazil
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- Denhez, Clément (författare)
- Univ Reims, Inst Chim Mol Reims, CNRS, UMR 7312,UFR Pharm, 51 Rue Cognacq Jay, Reims, France; Univ Reims, Multiscale Mol Modelling Platform, UFR Sci Exactes & Nat, Reims, France
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- Plashkevych, Oleksandr (författare)
- Uppsala universitet,Molekylärbiologi
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- Chattopadhyaya, Jyoti (författare)
- Uppsala universitet,Molekylärbiologi
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- Guillaume, Dominique (författare)
- Univ Reims, Inst Chim Mol Reims, CNRS, UMR 7312,UFR Pharm, 51 Rue Cognacq Jay, Reims, France
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- Clivio, Pascale (författare)
- Univ Reims, Inst Chim Mol Reims, CNRS, UMR 7312, UFR Pharm, 51 Rue Cognacq Jay, Reims, France
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(creator_code:org_t)
- 2018-02-01
- 2018
- Engelska.
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Ingår i: Journal of Organic Chemistry. - : AMER CHEMICAL SOC. - 0022-3263 .- 1520-6904. ; 83:4, s. 2473-2478
- Relaterad länk:
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Ämnesord
Stäng
- Fluorine configuration at C2′ of the bis(2′-fluorothymidine) dinucleotide is demonstrated to drive intramolecular base stacking. 2′-β F-Configuration drastically reduces stacking compared to the 2′-α series. Hence, base stacking emerges as being tunable by the C2′-F stereoconfiguration through dramatic puckering variations scrutinized by NMR and natural bond orbital analysis. Accordingly, 2′-β F-isomer photoreactivity is significantly reduced compared to that of the 2′-α F-isomer.
Ämnesord
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
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