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Peer Reviewed Journal
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Hakkarainen, Birgit,Kenne, Lennart,Lahmann, Martina,Oscarson, Stefan,Sandstroem, Corine;
2007
Spectral assignments and reference data NMR study of hydroxy protons of di- and tri-mannosides, substructures of Man-9
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The chem. shifts, temp. coeffs. and inter-residual rotating-frame Overhauser effect (ROE)s for the hydroxy protons of some a-(1,2)-, a-(1,3)- and a-(1,6)- linked di- and tri-mannosides have been measured for samples in 85% H2O/15% acetone-d6 soln. These mannosides, Mana(1->2)ManaOMe, Mana(1->3)ManaOMe, Mana(1->6)ManaOMe, Mana(1->2)Mana(1->2)ManaOMe, Mana(1->2)Mana(1->3)ManaOMe, Mana(1->2)Mana(1->6)ManaOMe, and Mana(1->3)[Mana1->6]ManaOMe, are substructures of the N-glycan Man-9. The NMR data show that the hydration of each individual hydroxyl group in the di- and trisaccharides is very similar to the hydration of the corresponding hydroxyl in the monomeric Me a-D-mannoside. No hydrogen-bond interactions were found to stabilize the conformations of the a-(1,2)- and a-(1,6)-linkages and the chem. shifts for the hydroxy proton resonances of the a-(1,6)-linkage indicated high-conformational flexibility. For the a-(1,3)-linkage, however, the downfield shift for the signal of O(2)H of the 3-substituted residue together with the ROE between this proton and H5' on the next residue suggest some weak inter-residue interactions. [on SciFinder (R)]
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