α-D-galactopyranosyl β-D-glucopyranoside | 22554-68-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-galactopyranosyl β-D-glucopyranoside
• 英文别名: β-D-glucopyranosyl α-D-galactopyranoside；α-D-Galp-(1→1)-β-D-Glcp；Glc(b1-1a)Gal；(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol
• CAS: 22554-68-3
• 化学式: C₁₂H₂₂O₁₁
• 分子量: 342.3
• InChiKey: HDTRYLNUVZCQOY-XCCKTZRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  190
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  (tetra-O-acetyl-α-D-galactopyranosyl)-(tetra-O-acetyl-β-D-glucopyranoside) 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 α-D-galactopyranosyl β-D-glucopyranoside
  参考文献：
  名称：

  Selectivity and efficiency of utilization of galactosyl-oligosaccharides by bifidobacteria.

  摘要：

  合成了新半乳糖双糖（α-D-半乳糖吡喃苷 β-D-半乳糖吡喃苷）、β-D-半乳糖吡喃苷 β-D-葡萄糖吡喃苷、β-D-半乳糖吡喃苷 α-D-葡萄糖吡喃苷、α-D-半乳糖吡喃苷 β-D-葡萄糖吡喃苷（GII）和α-D-半乳糖吡喃苷 β-D-果糖呋喃苷（2→6）-β-D-果糖呋喃苷（Gf），作为可能选择性和高效增强人类肠道双歧杆菌生长的糖源。Gf 是通过使用左旋糖酶合成的，其他糖则通过科尼希斯-克诺尔反应合成。通过酶水解确认了这些糖的结构。所有测试的双歧杆菌菌株几乎均有效利用了这些糖。其中，GII、Gf 和美洲蓟糖不被嗜酸乳杆菌或粪链球菌利用，仅被少数肠杆菌科的菌株利用（相当于乳糖蔗糖）。此外，在双歧杆菌细胞的生长活性和细胞代生时间方面，这三种糖的效果实际上与乳糖或乳糖蔗糖相当有效。

  DOI：

  10.1248/cpb.33.710

文献信息

• Efficient synthesis of α‐galactosyl oligosaccharides using a mutant <i>Bacteroides thetaiotaomicron</i> retaining α‐galactosidase ( <i>Bt</i> <scp>GH</scp> 97b)
  作者：Masayuki Okuyama、Kana Matsunaga、Ken‐ichi Watanabe、Keitaro Yamashita、Takayoshi Tagami、Asako Kikuchi、Min Ma、Patcharapa Klahan、Haruhide Mori、Min Yao、Atsuo Kimura

  DOI：10.1111/febs.14018

  日期：2017.3

  alpha-galactosyl fluoride donors. The mutant enzyme catalyzes the glycosynthase reaction using beta-galactosyl azide and alpha-galactosyl transfer from alpha-galactosyl fluoride with assistance of external anions. Formate was more effective at restoring transfer activity than azide. Kinetic analysis suggests that poor transglycosylation in the presence of the azide is because of low activity of the ternary

  糖苷合成酶（糖苷酶的催化亲核突变体）的制备是有效合成糖苷键的公认策略。然而，由于α-糖苷酶通常需要不稳定的β-糖基氟供体，因此衍生自α-糖苷酶的糖合酶会导致所需产物的收率低。在这里，我们研究了使用更稳定的β-半乳糖基叠氮化物和α-半乳糖基氟化物供体，由衍生自糖苷水解酶家族（GH）97α-半乳糖苷酶的亲核催化突变体催化的转糖基化反应。突变酶使用β-半乳糖基叠氮化物催化α-半乳糖基氟化物的糖合酶反应，并在外部阴离子的辅助下从α-半乳糖基氟化物转移。甲e在恢复转移活性方面比叠氮化物更有效。动力学分析表明在叠氮化物存在下转糖基化差是由于酶，β-半乳糖基叠氮化物和受体之间的三元复合物活性低。解决了与转糖基化产物β-乳糖基α-d-半乳糖苷复合的突变酶的三维结构，以阐明α-半乳糖苷酶的配体结合方面。α-半乳糖苷酶催化TIM桶的β->α环1、2和3与同源GH97α-葡萄糖苷水解酶的细微差别似乎与底物识别有关。特别是，beta->
• Oleanene-type triterpene glycosides as masking agents
  申请人：Symrise AG

  公开号：EP2559346A1

  公开（公告）日：2013-02-20

  The present invention relates to the use of certain oleanene-type triterpene glycosides of formula (I) and/or physiologically acceptable salts thereof wherein M is hydrogen or hydroxyl, preferably hydroxyl, and A is a carbohydrate moiety, preferably an oligosaccharide moiety, for modifying (i.e. modulating) or masking (i.e. reducing or suppressing) unpleasant taste impressions, in particular bitter and/or astringent taste impressions and to a corresponding method for modulating or masking an unpleasant taste of a substance or substance mixture. The present invention also relates to compositions, in particular orally consumable compositions, comprising (a) one or more compounds of formula (I) or a physiologically acceptable salt thereof, and (b) one or more substances with unpleasant taste, in particular bitter and/or astringent taste.

  本发明涉及式 (I) 的某些齐墩果烯型三萜苷和/或其生理上可接受的盐的用途 其中 M 是氢或羟基，最好是羟基，以及 A 是碳水化合物分子，最好是寡糖分子、 用于改变（即调节）或掩盖（即减少或抑制）不愉快的味道印象，特别是苦味和/或涩味印象，以及用于调节或掩盖物质或物质混合物的不愉快味道的相应方法。 本发明还涉及组合物，特别是口服组合物，包括(a)一种或多种式(I)化合物或其生理上可接受的盐，和(b)一种或多种具有令人不快的味道，特别是苦味和/或涩味的物质。
• The use of O-glycosyl trichloroacetimidates in the synthesis of unsymmetrical trehalose analogues
  作者：Tor E.C.L. Ronnow、Morten Meldal、Klaus Bock

  DOI：10.1016/s0957-4166(00)86287-4

  日期：1994.11

  The coupling of O-glycosyltrichloroacetimidates with 2,3,4,6-tetra-O-benzylated monosaccharides (gluco, manno, galacto) promoted by TMSOTf is described, and the compositions of the crude reaction mixtures, determined by C-13 NMR spectroscopy, are presented. Unsymmetrical trehalose derivatives can be synthesized by such couplings. The versatility of the trichloroacetimidates for the synthesis of trehalose analogues has furthermore been demonstrated by the glycosylation of anomerically unprotected maltose heptabenzoylate affording two trehalose-containing trisaccharides, and by the synthesis of alpha-D-galactopyranosyl alpha-D-mannopyranoside.
• USE OF GLYCOSIDES OF MONO- AND DIACYLGLYCEROL AS ANTI-INFLAMMATORY AGENTS
  申请人：Danmarks Jordbrugsforskning

  公开号：EP1453844A2

  公开（公告）日：2004-09-08
• COMPOSITION COMPRISING A GLYCOSIDE OF A MONO- OR DIACYIGLYCEROL COMPOUND AND AN OIL RICH IN N-3 POLYUNSATURATED FATTY ACIDS, A METHOD OF PRODUCING THE COMPOSITION AND USE OF THE COMPOSITION
  申请人：Hyben Vital Licens ApS

  公开号：EP2349281A1

  公开（公告）日：2011-08-03