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There saccharides were isolated using carbon-Celite column chromatography and preparative high performance liquid chromatography. Gas liquid chromatography analysis of methyl derivatives, MALDI-TOF MS and NMR measurements were used for structural confirmation of the saccharides. The ^1H and ^13C NMR signals of the saccharides were assigned using 2D-NMR including COSY, HSQC, HSQC-TOCSY and HMBC. 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Isolation and identification of noble tri- and tetrasaccharides synthesized by Thermoanaerobacter brockii kojibiose phosphorylase
http://hdl.handle.net/10659/1398
http://hdl.handle.net/10659/13983de082af-78c3-4d8b-aad5-6d5118b3a355
名前 / ファイル | ライセンス | アクション |
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S-16_Onodera.pdf (297.2 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2010-03-11 | |||||
タイトル | ||||||
タイトル | Isolation and identification of noble tri- and tetrasaccharides synthesized by Thermoanaerobacter brockii kojibiose phosphorylase | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者 |
Takahashi, Natsuko
× Takahashi, Natsuko× Fukushi, Eri× Onodera, Shuichi× Nishimoto, Tomoyuki× Kawabata, Jun× Shiomi, Norio |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Novel tri- and tetra-saccharides were synthesized by glucosyltransfer from β-D-glucose 1-phosphate (β-D-G1P) to palatinose using Thermoanaerobacter brockii kojibiose phosphorylase. There saccharides were isolated using carbon-Celite column chromatography and preparative high performance liquid chromatography. Gas liquid chromatography analysis of methyl derivatives, MALDI-TOF MS and NMR measurements were used for structural confirmation of the saccharides. The ^1H and ^13C NMR signals of the saccharides were assigned using 2D-NMR including COSY, HSQC, HSQC-TOCSY and HMBC. These oligosaccharides were identified as 2^G-α-D-glucopyranosyl-palatinose; O-α-D-glucopyranosyl-(1→2)-O-α-D-glucopyranosyl-(1→6)-D-fructofuranose and 2^G(2-α-D-glucopyranosyl)_2-palatinose; O-α-D-glucopyranosyl-(1→2)-O-α-D-glucopyranosyl-(1→2)-O-α-D-glucopyranosyl-(1→6)-D-fructofuranose. パラチノースは抗う蝕性のようなさまざまな機能をもつことが知られている.しかしながら,パラチノースはゆっくりではあるが小腸で加水分解をうけるため,糖尿病のような疾患をもつ患者への使用は薦められない.さらに,この糖のような低分子のオリゴ糖は比較的高浸透圧になりやすいため生体にとってよくない影響を及ぼすことがある.本研究では,二糖であるパラチノースを用い,Thermoanaerobacter brockii kojibiose phosphorylaseのグルコシル転移作用を利用し,グルコース1リン酸とパラチノースから新規オリゴ糖を合成した.反応は糖1および糖2が効率よく生成した48時間で止めた (Fig. 1).また,転移生成物である糖1は反応10時間で最大となった (Fig. 2).活性炭-セライトカラムおよび調製用HPLCを用いて糖1および糖2を単離し,MALDI-TOF-MS分析およびメチル誘導体のガスクロマトグラフィー分析を行い構造の推定を行った (Fig. 3).さらにCOSY,HSQC,HSQC-TOCSYおよびHMBC (Fig. 4) の各手法を用いた2次元NMR解析により糖1を2^G-α-D-glucopyranosyl-palatinose; O-α-D-glucopyranosyl-(1→2)-O-α-D-glucopyranosyl- (1→6)-D-fructofuranose,糖2を2^G(2-α-D-glucopyranosyl)_2-palatinose; O-α-D-glucopyranosyl-(1→2)-O-α-D-glucopyranosyl- (1→2)-O-α-D-glucopyranosyl-(1→6)-D-fructofuranoseと同定した (Table 1).今後,これらの糖の栄養機能について明らかにする必要がある | |||||
書誌情報 |
Journal of Applied Glycoscience 巻 54, 号 3, p. 195-200, 発行日 2007-03 |
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ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1344-7882 | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 | |||||
その他のタイトル | ||||||
その他のタイトル | Thermoanaerobacter brockii Kojibiose Phosphorylaseによって合成された新規三および四糖の分離および同定 | |||||
出版者 | ||||||
出版者 | 日本応用糖質学会 | |||||
資源タイプ | ||||||
内容記述タイプ | Other | |||||
内容記述 | Article |