甲基 beta-D-呋喃木糖苷 | 1824-97-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 甲基 beta-D-呋喃木糖苷
• 中文别名: 甲基beta-D-呋喃木糖苷
• 英文名称: methyl β-D-xylofuranoside
• 英文别名: methyl-β-D-xylofuranoside；Methyl-β-D-xylofuranosid；Methyl beta-D-xylofuranoside；(2R,3R,4R,5R)-2-(hydroxymethyl)-5-methoxyoxolane-3,4-diol
• CAS: 1824-97-1
• 化学式: C₆H₁₂O₅
• 分子量: 164.158
• InChiKey: NALRCAPFICWVAQ-JGWLITMVSA-N

物化性质

• 熔点：
  45 °C
• 沸点：
  348.7±42.0 °C(Predicted)
• 密度：
  1.40

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 海关编码：
  2932190090

反应信息

• 作为反应物：
  描述：

  甲基 beta-D-呋喃木糖苷 在 吡啶 、 甲醇 、 sodium methylate 作用下， 生成 methyl-(O⁵-trityl-2,3-anhydro-β-D-ribofuranoside)
  参考文献：
  名称：

  The Synthesis of the Four Possible Methyl 3-Amino-3-deoxy-D-xylosides. A Novel Ring Expansion of a Furanoside to a Pyranoside

  摘要：

  DOI：

  10.1021/ja01550a066
• 作为产物：
  描述：

  methyl 3,5-O-isopropylidene-β-D-xylofuranoside 在 溶剂黄146 作用下， 生成 甲基 beta-D-呋喃木糖苷
  参考文献：
  名称：

  The Synthesis of the Four Possible Methyl 3-Amino-3-deoxy-D-xylosides. A Novel Ring Expansion of a Furanoside to a Pyranoside

  摘要：

  DOI：

  10.1021/ja01550a066

文献信息

• GLYCOSIDATION OF SUGARS: II. METHANOLYSIS OF D-XYLOSE, D-ARABINOSE, D-LYXOSE, AND D-RIBOSE
  作者：C. T. Bishop、F. P. Cooper

  DOI：10.1139/v63-405

  日期：1963.11.1

  Rates of methanolysis reactions of D-xylose, D-arabinose, D-lyxose, and D-ribose have been determined. It was found that methanolysis of a pentose proceeds to equilibrium through four distinguishable, competing reactions: (1) pentose → furanosides; (2) anomerization of furanosides; (3) furanosides → pyranosides; (4) anomerization of pyranosides. The glycoside compositions at equilibrium are interpreted in terms of stabilities of each of the four glycosides from each sugar as influenced by steric and ionic effects; a system of conformational analysis of furanoside rings is presented. The free energies of reaction in anomerization of pyranosides were in excellent agreement with values calculated from previously reported interaction energies in the pyranoid ring. The relative rates of the reactions were consistent with the view that non-bonded interactions in the methyl glycosides are relieved in the transition states for their interconversions.

  甲醇解反应的速率确定了D-木糖、D-阿拉伯糖、D-来苏糖和D-核糖的速率。发现戊糖的甲醇解反应通过四个可区分的、竞争性反应达到平衡：(1)戊糖→呋喃糖苷；(2)呋喃糖苷的异构化；(3)呋喃糖苷→吡喃糖苷；(4)吡喃糖苷的异构化。平衡时的糖苷组成是根据每种糖的四种糖苷的稳定性来解释的，这种稳定性受到立体和离子效应的影响；提出了呋喃糖苷环的构象分析方法。吡喃糖苷异构化反应的自由能变化与先前报道的吡喃环相互作用能计算出的值非常一致。这些反应的相对速率与这种观点相符，即在甲基糖苷的过渡态中，非键合相互作用得到了缓解。
• Thioalkylation of Meldrum's Acid with Dialdehydes. Isopropylidene cis-2-Hydroxy-6-phenylthiocyclohexane-1,1-dicarboxylate Derivatives
  作者：Martin Eberle、Alex Ghorai、Richard G Lawton

  DOI：10.1016/s0040-4039(97)10174-5

  日期：1997.11

  Reaction of Meldrum's acid, thiophenol and gluteraldehyde in aqueous acetonitrile with piperidine acetate affords a 70% yield of isopropylidene cis-2-hydroxy-6-phenylthiocyclohexane-1,1-dicarboxylate. The reaction is very general. It can be applied to dialdehydes derived in a many ways using many different thiols. © 1997 Elsevier Science Ltd.

  Meldrum的酸，苯硫酚和戊二醛在乙腈水溶液中与乙酸哌啶反应，得到70％的异亚丙基顺-2-羟基-6-苯基硫代环己烷-1,1-二羧酸酯。反应是非常普遍的。它可以用于使用许多不同硫醇以多种方式衍生的二醛。©1997爱思唯尔科学有限公司。
• The preparation and susceptibility to hydrolysis of novel O-galacturonoyl derivatives of carbohydrates
  作者：John A. Brown、Stephen C. Fry

  DOI：10.1016/0008-6215(93)84175-6

  日期：1993.2

  (1-->4)-alpha-D-galacturonan reacted in aqueous pyridine in the presence of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide with alcohols to yield esters. The alcohols that gave high yields of D-galacturonoyl derivatives were primary and included methanol, ethanol, 1-propanol, D-glucose, D-galactose, methyl beta-D-glucopyranoside, methyl beta-D-galactopyranoside, and cellulose. D-Galacturonic acid itself readily

  D-半乳糖醛酸或（1-> 4）-α-D-半乳糖醛酸在1-（3-二甲基氨基丙基）-3-乙基碳二亚胺与醇存在下于吡啶水溶液中反应生成酯。产生高产率的D-半乳糖醛酰基衍生物的醇是伯醇，包括甲醇，乙醇，1-丙醇，D-葡萄糖，D-半乳糖，甲基β-D-吡喃葡萄糖苷，甲基β-D-半乳糖吡喃糖苷和纤维素。D-半乳糖醛酸本身容易得到OD-半乳糖醛酰基-D-半乳糖醛酸。1H和13C NMR数据以及FAB质谱数据支持了一种化合物的拟议结构，即甲基6-OD-半乳糖醛酰基-β-D-吡喃葡萄糖苷。每种酯在1小时内在pH 11和25摄氏度下水解。OD-半乳糖醛酸基-D-葡萄糖比O-多半乳糖醛酸基-D-葡萄糖具有更大的碱稳定性，OD-半乳糖醛酸纤维素具有中等稳定性。该酯对冷酸相对稳定，但可以在100°C下用三氟甲基乙酸水解1小时。尽管O-多半乳糖醛酸-D-葡萄糖的糖苷键被水解产生低分子量的O-低聚半乳糖醛酸-D-葡萄糖，但是测试的酯抗“
• Preparation of Methyl 2,3-Anhydro- and 2,3-O-Sulfinylfuranosides from Unprotected Furanosides Using the Mitsunobu Reaction
  作者：Oliver Schulze、Jürgen Voss、Gunadi Adiwidjaja

  DOI：10.1055/s-2001-10806

  日期：——

  A new two step procedure for the synthesis of methyl 2,3-anhydro-α-d-lyxofuranoside and methyl 2,3-anhydro-β-d-ribofuranoside from d-xylose involving the intramolecular Mitsunobu reaction is presented. Likewise, methyl 2,3-anhydro-α-l-lyxofuranoside is obtained from l-arabinose. Cyclic sulfites with d-ribo configuration, synthetic equivalents of the corresponding anhydrosugars, are prepared in three steps from d-ribose.

  本研究提出了一种新的两步法，通过分子内 Mitsunobu 反应从 d-xylose 合成甲基 2,3-anhydro-δ-d-lyxofuranoside 和甲基 2,3-anhydro-δ-d-ribofuranoside。同样，从 l-arabinose 中也得到了甲基 2,3-anhydro-δ-l-lyxofuranoside。以 d- 核糖为原料，通过三个步骤制备出具有 d-ribo 构型的环状亚硫酸盐，即相应无水糖的合成等价物。
• Composition and use of lactobacillus paracasei strain GMNL-133 in treating atopic dermatitis or other allergic diseases
  申请人：GenMont Biotech Incorporation

  公开号：EP2581461A1

  公开（公告）日：2013-04-17

  An isolated Lactobacillus paracasei strain GMNL-133 is disclosed, which was deposited in the China Center for Type Culture Collection (CCTCC) under the accession number of CCTCC M 2011331 is disclosed. The isolated Lactobacillus paracasei strain GMNL-133 is used for preparing a composition for use as a medicament, and in particular for the treatment of atopic dermatitis or other allergic diseases in an effective amount. And a composition for use in the treatment of atopic dermatitis or other allergic diseases comprises an effective amount of the Lactobacillus paracasei strain GMNL-133 is also disclosed.

  本发明公开了一种分离的副干酪乳杆菌菌株 GMNL-133，该菌株以 CCTCC M 2011331 的登录号保存在中国模式培养物保藏中心（CCTCC）。分离出的副干酪乳杆菌菌株 GMNL-133 用于制备用作药物的组合物，特别是用于治疗特应性皮炎或其他过敏性疾病的有效量。此外，还公开了一种用于治疗特应性皮炎或其他过敏性疾病的组合物，其中包含有效量的副干酪乳杆菌菌株 GMNL-133。