Bendiak B, Cumming D A
Carbohydr Res. 1985 Nov 15;144(1):1-12. doi: 10.1016/0008-6215(85)85001-1.
2-Acetamido-1-N-(L-aspart-4-oyl)-2-deoxy-beta-D-glucopyranosyla mine (1) was used as a model glycopeptide to study the hydrazinolysis-N-reacetylation procedure. The major, initial product was the beta-acetohydrazide derivative of 2-acetamido-2-deoxy-D-glucose (2) which gave 2-acetamido-2-deoxy-D-glucose (5) after exposure to acidic conditions. Very mild conditions of hydrolysis of 2 gave a 75-80% overall yield of 5 from 1 after the hydrazinolysis-N-reacetylation procedure. Several other minor compounds were detected which were not converted into 5 upon mild acid hydrolysis, indicating that 20-25% of product cannot be recovered as 5 at the reducing end of oligosaccharides.
2-乙酰氨基-1-N-(L-天冬氨酰-4-基)-2-脱氧-β-D-吡喃葡萄糖胺(1)被用作模型糖肽来研究肼解-N-再乙酰化过程。主要的初始产物是2-乙酰氨基-2-脱氧-D-葡萄糖的β-乙酰肼衍生物(2)，其在酸性条件下反应后生成2-乙酰氨基-2-脱氧-D-葡萄糖(5)。在肼解-N-再乙酰化过程后，2的水解条件非常温和，从1得到的5的总产率为75-80%。还检测到其他几种次要化合物，它们在温和酸水解后未转化为5，这表明在寡糖的还原端有20-25%的产物不能以5的形式回收。
