Deoxy sugars nomenclature

The nomenclature of the glucosamine and chondrosamine derivatives referred to in this article is essentially that used in the literature. A few minor changes have been made in order to effect a greater uniformity and precision in the classification. No attempt has been made to introduce any new nomenclature of the 2-amino sugar derivatives. It is now accepted that they are more correctly designated as the 2-amino-2-deoxy-sugars. 

The nomenclature is the same as in Table I. A(dNSl.rN) is one member of an ensemble of structures in which 50% of deoxy sugars are constrained to C2 -endo and 50% to C3 -endo. A(dE.rN)r is the rMD refined structure using constraints derived from A(dE.rN). A(ens)r is the rMD refined structure using constraints derived from the ensemble of A(dNSl.rN) to A(dNS8.rN). 

If the lactolhydroxyl group is substituted by NHj at C-atom i, one speaks of glycosylamines, or, by substitution with NHR, of iV-glycosides. Glyc-amines are i-amino-i-deoxy sugar alcohols. The nomenclature of the compounds found in nature, which are formed partly or entirely from amino sugars, is still not uniform. ... 

When the structures of derivatives of the parent compounds depart more and more from those of the original sugars, the bridged-system nomenclature may be advantageously applied over the carbohydrate terms. This could be the case when one, or both, of the OH groups on C-4 and C-8 is (are) absent, as in the deoxy series (see Section V,3), and also in the oxidation products (see Section V,4), where sugar-derived names become complex. 

The nomenclature of 3-deoxyglycosuloses (3-deoxyglycosones) will follow the revised Rules of Carbohydrate Nomenclature thus, (1) is 3-deoxy-n-eryUnsaturated sugars will be... 

Formerly, sugars were classified by the number of O atoms and not by C atoms. Fucose, CeHi205, for example, was called methylpentose in modern nomenclature it is called a deoxy-hexose. Compare the rules for nomendatuie in J. Chem. Soc. pp. 5108-5121 (1952). 

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