Without hinderance from groups on either ring the adenine ring can rotate about the glycosidic bond, and form the syn conformation. |
There are four glycosidic bond orientation patterns that will accommodate the maximum of one syn-anti step: 5′-syn-anti-anti, 5′-syn-anti-syn, 5′-anti-syn-anti ... |
The bond joining the 1'-carbon of the deoxyribose sugar to the heterocyclic base is the N-glycosidic bond. Rotation about this bond gives rise to syn and anti ... |
In all cases, the syn conformation is found higher in energy than the anti. When γ is changed from g+ to trans, the anti orientation of the base is strongly ... |
In the less common syn conformation, the base is rotated about the glycosidic bond ... anti conformations differ by an ∼90° rotation about the glycosidic bond. |
In purine nucleosides, anti-conformation is marked by proximity of the hydrogen at C8 to C5', and in the case of syn-conformation N3 is above the plane of the ... |
Guanosine residues are colored according to the configuration of the glycosidic bond; a nti and syn guanosines are colored aqua and red, respectively. ... syn– ... |
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