On the distribution of sulfate in heparin

The crystalline barium acid salt of heparin (after conversion into the sodium salt) was oxidized with periodate, whereby its d-glucuronic acid residues were destroyed. The oxidized material was reduced with borohydride; the product was treated with acid, and then deaminated with nitrous acid. From t...

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Bibliographic Details
Published in:Carbohydrate research 1969-10, Vol.11 (2), p.179-185
Main Authors: Wolfrom, M.L., Wang, P.Y., Honda, S.
Format: Article
Language:English
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Summary:The crystalline barium acid salt of heparin (after conversion into the sodium salt) was oxidized with periodate, whereby its d-glucuronic acid residues were destroyed. The oxidized material was reduced with borohydride; the product was treated with acid, and then deaminated with nitrous acid. From the deamination mixture, 2,5-anhydro-aldehydo-d-mannose 6-sulfate was isolated as its crystalline brucinium salt, and identified by comparison with authentic material. This work definitively places the two sulfate groups (per tetrasaccharide unit) on C-6 of the 2-amino-2-deoxy-d-glucose residues, and shows that the d-glucuronic acid residues are not sulfated.
ISSN:0008-6215
1873-426X
DOI:10.1016/S0008-6215(00)80072-5