Easy assembly of ligands for glycosidase affinity chromatography.

Easy assembly of ligands for glycosidase affinity chromatography.
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轻松组装糖苷酶亲和层析配体。

DOI:
10.1042/bj2700539
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发表时间:
1990
期刊:
The Biochemical journal
影响因子:
--
通讯作者:
Ganem,B
Ganem,B
中科院分区:
--
文献类型:
--
作者:
Bernotas,RC;Ganem,B

文献摘要

被引文献

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三种亚氨基糖醇糖苷酶抑制剂的相应 N-羧戊基衍生物的改进、高产率合成已被开发用于亲和层析酶纯化。 1-脱氧野尻霉素(或其 D-甘露糖或 D-半乳糖类似物)与 5-甲酰戊酸甲酯和 NaBH3CN 在中性 pH 下还原胺化,产生氨基酯,用 5% HCl 水溶液水解后得到所需氨基酸,总产率为 97%。然后可以使用水溶性碳二亚胺将这些氨基酸共价连接至 6-氨基己基琼脂糖凝胶 4B。
An improved, high-yield synthesis of the corresponding N-carboxypentyl derivatives of three iminoalditol glycosidase inhibitors has been developed for affinity chromatography enzyme purification. Reductive amination of 1-deoxynojirimycin (or its D-manno or D-galacto analogues) with methyl 5-formylvalerate and NaBH3CN at neutral pH afforted an aminoester which upon hydrolysis with aqueous 5% HCl gave the desired aminoacid in 97% overall yield. These amino acids could then be covalently attached using water-soluble carbodi-imide to 6-aminohexyl Sepharose 4B.