Sugars 2-deoxy-, VIII

Deoxy-sugars. Part VIII. The Constitution of a 3-Methyl-2-deoxy-D-glucofuranoside, I. W. Hughes, W. G. Overend, and M. Stacey,/. Chem. Soc., (1949) 2846-2849. 

Amino-sugars and Related Compounds. Part VIII. Some Properties of 2-Deoxy-2-sulphoamino-D-glucose, Heparin, and Related Substances, A. B. Foster, E. F. Martlew, M. Stacey, P. J. M. Taylor, and J. M. Webber, /. Chem. Soc., (1961) 1204-1208. 

More-specific methods are available for identifying and quantitating the typical, amino sugar component of heparin (and some heparan sulfate species), namely, 2-deoxy-2-sulfoamino-D-glucose. Most of these methods are based on conversion of these residues into 2,5-anhydro-D-mannose by deamination with nitrous acid (see Section VIII,2). The 2,5-anhydro-D-mannose residues may be determined either colorimetrically,52-54 or fluorimetrically.55... 

VIII. Tables of Properties of the Methyl Ethers of 2-Amino-2-deoxy Sugars... 203... 

The catalytic effect of hydrogen ions on the conversion makes it probable that the reaction takes place through the cation of the Schiff base (VIII) and the sugar enol (IX), which rearranges to give the 1-amino-l-deoxy-ketose (X). 

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