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Synthesis, NMR, and conformational studies of methyl α-d-mannopyranoside 2-, 3-, 4-, and 6-monophosphates

✍ Scribed by Christian Bernlind; Stefan Oscarson; Göran Widmalm

Publisher
Elsevier Science
Year
1994
Tongue
English
Weight
642 KB
Volume
263
Category
Article
ISSN
0008-6215

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✦ Synopsis

The syntheses of methyl cY-D-mannopyranoside 2-, 3-, 4-, and &phosphate disodium salts are described. *H, 13C, and 31P NMR spectra of the four monophosphates were recorded, fully assigned, and compared to nonphosphorylated methyl a-D-mannopyranoside in order to obtain chemical shift changes due to phosphorylation.

The magnitude of these changes are up to 0.45 ppm for 'H and 3.0 ppm for 13C NMR spectra. The preferred orientation of the phosphate group in the four compounds was also calculated.

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