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Carbohydr Res. 1992 Jul 20;232(1):125-30.

The reaction of some dicarbonyl sugars with aminoguanidine.

Author information

1
Department of Biochemistry, University of Missouri-Columbia 65211.

Abstract

The reactions of aminoguanidine (guanylhydrazine) with 3-deoxy-D-erythro-hexos-2-ulose (1a), 3-deoxy-D-glycero-pentose-2-ulose (1b), D-erythro-hexos-2-ulose (1c), and D-glycero-pentose-2-ulose (1d) were examined at 37 degrees at a solution pH of 7.0 (phosphate buffer). For 1a and 1b, two major products were observed and shown respectively to be the 5- and 6-substituted 3-amino-1,2,4-triazine derivatives. The ratios of the products were independent of the amount of aminoguanidine present or the order of mixing the reagents prior to the experiments. For 1c and 1d, only the 5-substituted triazine derivatives were formed. No evidence for hydrazone or bishydrazone formation was observed.

PMID:
1423344
DOI:
10.1016/s0008-6215(00)90999-6
[Indexed for MEDLINE]

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