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The strength of the anomeric effect in adenosine, guanosine, and in their 2'-deoxy counterparts is medium-dependent

Luyten, I (author)
Uppsala universitet
Thibaudeau, C (author)
Uppsala universitet
Chattopadhyaya, J (author)
Uppsala universitet
 (creator_code:org_t)
AMER CHEMICAL SOC, 1997
1997
English.
In: JOURNAL OF ORGANIC CHEMISTRY. - : AMER CHEMICAL SOC. - 0022-3263. ; 62:25, s. 8800-8808
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  • In nucleosides, the anomeric effect (AE) (i.e. stereoelectronic n(O4')-->sigma*(C1'-N9) interactions) places the aglycon in the pseudoaxial orientation in the N-type conformation (2'-exo-3'-endo), whereas the inherent steric effect of the nucleobase oppos

Keyword

NMR COUPLING-CONSTANTS; PSEUDOROTATIONAL EQUILIBRIUM; PENTOFURANOSE MOIETY; CONFORMATIONAL-ANALYSIS; SUBSTITUENT ELECTRONEGATIVITIES; SUGAR CONFORMATION; C-NUCLEOSIDES; DRIVE; GAUCHE; THERMODYNAMICS

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