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Development of Recovering Equipment of Free Oligosaccharides Chemically Converted from Fluorescent Labeled Glycans by Hydrogen Peroxide and Its Application of Two-dimensional Liquid Chromatography

过氧化氢荧光标记聚糖化学转化游离低聚糖回收装置的研制及二维液相色谱应用

基本信息

批准号：
18590086
负责人：
SUUKI Shigeo
金额：
$ 2.06万
依托单位：
Kinki University
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2006
资助国家：
日本
起止时间：
2006 至 2007
项目状态：
已结题

项目摘要

This study examined chemical regeneration of free oligosaccharides from their Fuorescent derivatives prepared by reductive amination with various aromatic amines. Maltose derivatives of ethyl 4-aminobenzoate (p-ABEE), 2-aminobenzonitrile (o-ABN), 4-aminobemonitrile (p-ABN), 7-amino-4-methylcoumarin (AMC), 2-aminobenzoic acid (o-ABA), 2-aminobenzamide (o-ABAD), 2-aminopyridine (AP), and 8-aminonaphthalene-1,3,6-trisulfonare (ANTS) were incubated at 30℃ with an aqueous solution of hydrogen peroxide/acetic acid. Recoveries of maltose from p-ABEE, p-ABN, and AMC derivatives were fairly good and gave approximately 90% of maltose. Recoveries of maltose from its o-substituted aniline (o-ABA, o-ABAD, and o-ABN) derivatives were 5-40%, but maltose was unrecoverable from AP and ANTS derivatives. Nevertheless, prior treatment of an AP derivative with cyanogen bromide enabled the regeneration of maltose in high yields. As an application, p-ABEE-labeled N-glycans from some glycoproteins separated on an amide column were identified by converting peak components to their AP derivatives via free saccharides and following mapping by reversed phase chromatography.

本研究探讨了化学再生的游离寡糖从他们的Fuglecent衍生物制备还原胺与各种芳香胺。将4-氨基苯甲酸乙酯（p-ABEE）、2-氨基苯甲腈（o-ABN）、4-氨基苯甲腈（p-ABN）、7-氨基-4-甲基香豆素（AMC）、2-氨基苯甲酸（o-ABA）、2-氨基苯甲酰胺（o-ABAD）、2-氨基吡啶（AP）和8-氨基萘-1，3，6-三磺酰胺（ANTS）的麦芽糖衍生物在30℃下与过氧化氢/乙酸水溶液一起孵育。从p-ABEE、p-ABN和AMC衍生物中回收麦芽糖相当好，得到约90%的麦芽糖。从邻位取代苯胺（o-ABA、o-ABAD和o-ABN）衍生物中回收麦芽糖的回收率为5- 40%，但从AP和ANTS衍生物中不能回收麦芽糖。然而，用溴化氰预先处理AP衍生物能够以高产率再生麦芽糖。作为一个应用程序，从一些糖蛋白分离的酰胺柱上的p-ABEE-标记的N-聚糖，通过转换峰成分，其AP衍生物通过自由基和随后的映射，通过反相色谱法进行鉴定。