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Glycosidation Shifts

HETCOR correlates all proton resonances to those of the corresponding carbons and can be used to determine interglycosidic linkage, taking into account the known glycosidation shifts. [Pg.117]

Seo S, Tomita Y, Tori K, Yoshimura Y (1978) Determination of the Absolute Configuration of a Secondary Hydroxy Group in a Chiral Secondary Alcohol Using Glycosidation Shifts in Carbon-13 Nuclear Magnetic Resonance Spectroscopy. J Amer Chem Soc 100 3331... [Pg.131]

Tori K, Seo S, Oshimura Y, Arita H, Tomita Y (1977) Glycosidation Shifts in Carbon-13 NMR Spectroscopy Carbon-13 Signal Shifts from Aglycone and Glucose to Glucoside. Tetrahedron Lett 18 179... [Pg.131]

The C-n.m.r. spectra of the three pentasaccharides released by aqueous ammonia treatment of N-acetylsporaviridin have been examined the glycosidation shift was successfully applied to characterize the glycosidic linkages in the constituent mono-, di-, tri-, and tetra-saccharides, but anomalous behaviour was found in the pentasacchar-ides. (See also Chapter 19) ... [Pg.214]

Conformational data of this type can be obtained by solid-state C NMR spectrometry. The chemical shifts (peak positions) of the carbons on either side of any glycosidic linkage are sensitive to the conformation of the linkage. [Pg.161]

Koch and coworkers49 found that the C-l shifts of isopropyl and tert-butyl a-D-glucopyranoside respectively lie 4 and 7.7 p.p.m. to higher field than that of the methyl glycoside this was assumed to be wholly due to the y-effect between methyl groups of the aglycons and the an-omeric centers. Isopropyl a-D-glucopyranoside can exist as three retainers 3, 4, and 5, and it may be seen that the last two contribute to... [Pg.21]


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