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Carbohydrates with relevance to the structure of glycosaminoglycans: The crystal structures of 2-deoxy-2-(sulfoamino)-α-d-glucopyranose sodium salt dihydrate, 2-amino-2-deoxy-α,β-d-glucopyranose 3-(hydrogen sulfate) monohydrate, and 2-amino-2-deoxy-α-d-glucopyranose 6-(hydrogen sulfate) monohydrate

✍ Scribed by William H. Ojala; Kevin E. Albers; William B. Gleason; Carolyn G. Choo

Publisher
Elsevier Science
Year
1995
Tongue
English
Weight
813 KB
Volume
275
Category
Article
ISSN
0008-6215

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✦ Synopsis

The X-ray crystal structures of the glycosaminoglycan-related monosaccharides 2-deoxy-2-(sulfoamino)-a-o-glucopyranose sodium salt dihydrate, 2-amino-2-deoxy-a,fl-o-glucopyranose 3-(hydrogen sulfate) monohydrate, and 2-amino-2-deoxy-ot-D-glucopyranose 6-(hydrogen sulfate) monohydrate have been determined at 173 K. In the solid state, the 3-sulfated and 6-sulfated compounds assume the expected zwitterionic form. The 2(N)-and 6-sulfate crystal structures contain only the c~-anomers, but the 3-sulfate crystal structure includes both the a-and fl-anomers, as well as two different orientations of the hydroxymethyl group. The sodium ion in the 2(N)-sulfate structure is sixfold coordinated, with two water molecules, a sulfate oxygen, a

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