粘多糖中3,6-脱水葡糖胺基的形成
3,6-Anhydroglucosaminyl formation in mucopolysaccharides.
作者信息
Sampson P, Meyer K
出版信息
Proc Natl Acad Sci U S A. 1971 Oct;68(10):2329-31. doi: 10.1073/pnas.68.10.2329.
Treatment of keratosulfates with alkali leads to the formation of 3,6-anhydroglucosaminyl groups in high yield. A similar reaction takes place with heparin and heparitin sulfate, though to a lesser extent. The anhydrosugar was isolated and compared with synthetic 3,6-anhydroglucosamine. The isolated compounds were identical in ion exchange chromatography in the amino acid analyzer and on Dowex 50 H(+) eluted with dilute HCl. The spectra of the isolated and synthesized anhydrosugar were identical in infrared and nuclear magnetic resonance. Derivatized compounds were identical in gas-liquid chromatography and mass spectroscopy. The peracetylated compound isolated from keratosulfate gave the nuclear magnetic reasonance and fragmentation pattern of the postulated compound. The reaction is expected to be useful in structural studies of hexosamine-containing polymers.
用碱处理硫酸角质素可高产率地生成3,6 - 脱水葡糖胺基。肝素和硫酸乙酰肝素也会发生类似反应，不过程度较小。分离出该脱水糖并与合成的3,6 - 脱水葡糖胺进行比较。在氨基酸分析仪中以及用稀盐酸洗脱的Dowex 50 H(+)上进行离子交换色谱分析时，分离出的化合物是相同的。分离出的脱水糖和合成的脱水糖在红外光谱和核磁共振光谱中是相同的。衍生化化合物在气液色谱和质谱分析中是相同的。从硫酸角质素中分离出的全乙酰化化合物给出了假定化合物的核磁共振和碎片模式。预计该反应在含己糖胺聚合物的结构研究中会有用。
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