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利用中华根瘤菌线性八糖在毛细管电泳中对一些黄烷酮进行对映体分离。

Enantiomeric separation of some flavanones using shinorhizobial linear octasaccharides in CE.

作者信息

Kwon Chanho, Paik Seung R, Jung Seunho

机构信息

Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, Seoul, South Korea.

出版信息

Electrophoresis. 2008 Nov;29(20):4284-90. doi: 10.1002/elps.200800127.

DOI:10.1002/elps.200800127
PMID:18924103
Abstract

Succinoglycan, a shinorhizobial exopolysaccharide produced by Shinorhizobium meliloti, is composed of an octasaccharide subunit. S. meliloti produces both high-molecular-weight and low-molecular-weight (M(r)<10 000) succinoglycans that consisted of monomer, dimer, or trimer of an octasaccharide unit. We isolated and purified the monomer among low-molecular-weight succinoglycans and used this microbial linear octasaccharide as a novel chiral additive for enantiomeric separation of some flavanones such as homoeriodictyol, hesperetin, naringenin, and isosakuranetin in CE. Throughout the present investigation, we firstly used noncyclic oligosaccharides for the chiral separation of flavanones. We also found that successful enantioseparation of four flavanones depends on the presence of succinate substituents of the linear monomeric octasaccharide in CE, suggesting that succinylation of succinoglycan monomer is decisive for the effective enantiomeric separation.

摘要

琥珀酰聚糖是由苜蓿中华根瘤菌产生的一种中华根瘤菌胞外多糖,由一个八糖亚基组成。苜蓿中华根瘤菌产生高分子量和低分子量(M(r)<10000)的琥珀酰聚糖,它们由八糖单元的单体、二聚体或三聚体组成。我们从低分子量琥珀酰聚糖中分离并纯化了单体,并将这种微生物线性八糖用作毛细管电泳中对一些黄烷酮(如同型圣草酚、橙皮素、柚皮素和异樱花素)进行对映体分离的新型手性添加剂。在整个研究过程中,我们首次使用非环状寡糖进行黄烷酮的手性分离。我们还发现,四种黄烷酮的成功对映体分离取决于毛细管电泳中线性单体八糖的琥珀酸取代基的存在,这表明琥珀酰聚糖单体的琥珀酰化对于有效的对映体分离起决定性作用。

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