6(1),6(n)-二-O-(N-乙酰基-β-D-葡糖胺基)环麦芽七糖（n = 2、3和4）及6-O-[6-O-(N-乙酰基-β-D-葡糖胺基)-N-乙酰基-β-D-葡糖胺基]环麦芽七糖的位置异构体的分离与结构分析

Isolation and structural analyses of positional isomers of 6(1),6(n)-di-O-(N-acetyl-beta-D-glucosaminyl)cyclomaltoheptaose (n=2, 3, and 4) and 6-O-[6-O-(N-acetyl-beta-D-glucosaminyl)-N-acetyl-beta-D-glucosaminyl]cyclomaltoheptaose.

作者信息

Okada Y, Semma M, Ito Y, Hamayasu K, Fujita K, Hashimoto H, Koizumi K, Kitahata S

机构信息

School of Pharmaceutical Sciences, Mukogawa Women's University, 11-68 Koshien Kyuban-cho, Nishinomiya 663-8179, Japan.

出版信息

Carbohydr Res. 2001 Nov 21;336(3):203-11. doi: 10.1016/s0008-6215(01)00229-4.

DOI:10.1016/s0008-6215(01)00229-4

PMID:11705469

Abstract

6-O-[6-O-(N-acetyl-beta-D-glucosaminyl)-N-acetyl-beta-D-glucosaminyl]cyclomaltoheptaose (beta CD) and three positional isomers of 6(1),6(n)-di-O-(N-acetyl-beta-D-glucosaminyl)cyclomaltoheptaose (n=2, 3, and 4) in a mixture of products from beta CD and N-acetylglucosamine by the reversed reaction of beta-N-acetylhexosaminidase from jack bean were isolated and purified by HPLC. The structures of four isomers of di-N-acetylglucosaminyl-beta CDs were determined by FABMS and NMR spectroscopy. The degree of polymerization of the branched oligosaccharides produced by enzymatic degradation with bacterial saccharifying alpha-amylase (BSA) was established by LC-MS methods.

摘要

通过刀豆β-N-乙酰己糖胺酶的逆反应，从β-环糊精（β-CD）和N-乙酰葡糖胺的产物混合物中分离并纯化出6-O-[6-O-(N-乙酰基-β-D-葡糖胺基)-N-乙酰基-β-D-葡糖胺基]环麦芽七糖（β-CD）以及6(1),6(n)-二-O-(N-乙酰基-β-D-葡糖胺基)环麦芽七糖的三种位置异构体（n = 2、3和4）。通过快原子轰击质谱法（FABMS）和核磁共振光谱法（NMR）确定了二-N-乙酰葡糖胺基-β-环糊精四种异构体的结构。采用液相色谱-质谱联用（LC-MS）方法确定了用细菌糖化α-淀粉酶（BSA）酶促降解产生的支链寡糖的聚合度。