L-arabinose | 7261-25-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: L-arabinose
• 英文别名: L-arabinofuranose；(3R,4R,5S)-5-(hydroxymethyl)oxolane-2,3,4-triol
• CAS: 7261-25-8；13221-22-2
• 化学式: C₅H₁₀O₅
• 分子量: 150.131
• InChiKey: HMFHBZSHGGEWLO-HWQSCIPKSA-N

物化性质

• 沸点：
  375.4±42.0 °C(Predicted)
• 密度：
  1.681±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  90.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  L-arabinose 在 氢气 作用下， 生成 L-(-)-arabitol
  参考文献：
  名称：

  Hydrolytic hydrogenation of hemicellulose over metal modified mesoporous catalyst

  摘要：

  The hydrolytic hydrogenation of hemicellulose arabinogalactan, into sugars, sugar alcohols and furfurals was carried out in a batch reactor using modified mesoporous MCM-48 material incorporated with ruthenium metal into the framework. The bi-functional catalytic materials, MCM-48 and Ru-MCM-48 were synthesized, characterized and investigated in the title reaction at total pressure of 20 bar hydrogen, using an initial arabinogalactan concentration of 0.4 wt%, at 458 K. The transformation of the hemicellulose consists of arabinogalactan hydrolysis to the monosaccharides, l-arabinose and d-galactose followed by the subsequent hydrogenation to sugar alcohols, arabitol and galactitol or dehydration of the monomers to furfural and 5-hydroxymethylfurfural. The yields of the main products, i.e. sugars, sugar alcohols and furfurals were varied depending on the strength of the acid sites and the presence of metal in the structure of the ruthenium modified catalyst. Ru-MCM-48 displayed high catalytic activity and the sugar alcohols were obtained selectively from the hemicellulose. The catalytic performance of the mesoporous MCM-48 catalysts with respect to the catalyst structure, acidity and presence of the metal was evaluated. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.cattod.2012.02.031
• 作为产物：
  描述：

  O-<5-O-(trans-feruloyl)-α-L-arabinofuranosyl>-(1<*>3)-O-β-D-xylopyranosyl-(1<*>4)-D-xylopyranose 在 盐酸 、 sodium hydroxide 作用下， 反应 25.0h， 生成 L-arabinose
  参考文献：
  名称：

  玉米芽细胞组成成分O-（5-O-阿魏酰基-α-1-阿拉伯呋喃糖基）-1（→3）-O-β-d-吡喃木糖基-（1→4）-d-吡喃木糖的分离与鉴定-墙

  摘要：

  摘要用30m m的草酸水解玉米芽细胞壁，然后用“ Driselase”（一种担子菌酶制剂）处理，得到含有阿魏酸的碳水化合物片段。主要阿魏酸酯化合物的结构被鉴定为在-上的O-（5-O-阿魏酸酯基-α-1-阿拉伯呋喃糖基）-（1→3）-O-β-d-吡喃吡喃糖基-（1→4）-d-吡喃吡喃糖。 13 Cn.mr的基础，甲基化分析，部分酸水解，碱水解或酯酶水解，然后分析水解产物。

  DOI：

  10.1016/0008-6215(85)85155-7

文献信息

• Regioselective Phosphorylation of Carbohydrates and Various Alcohols by Bacterial Acid Phosphatases; Probing the Substrate Specificity of the Enzyme fromShigella flexneri
  作者：Teunie van Herk、Aloysius F. Hartog、Alida M. van der Burg、Ron Wever

  DOI：10.1002/adsc.200505072

  日期：2005.6

  broad range of carbohydrates and alcohols. Many cyclic carbohydrates are phosphorylated in a regioselective manner. Non-cyclic carbohydrates are phosphorylated as well. Phosphorylation of linear alcohols, cyclic and aromatic alcohols is also possible. In all cases the acid phosphatase from Shigella prefers a primary alcohol function above a secondary one. We conclude that these enzymes are an attractive

  细菌非特异性酸性磷酸酶通常催化多种底物的去磷酸化。如前所述，来自弗氏志贺氏菌和肠炎沙门氏菌的酶也能够使用廉价的焦磷酸盐作为磷酸盐供体，催化将肌苷磷酸化为肌苷单磷酸和将D-葡萄糖磷酸化为D-葡萄糖6-磷酸（D-G6P）。经过优化后，在后一反应中可实现高收率（95％），我们在此表明​​可以以制备方式使用这些酶。这促使我们使用31P NMR和HPLC还可以使多种碳水化合物和醇类进行磷酸化。许多环状碳水化合物以区域选择性方式被磷酸化。非环状碳水化合物也被磷酸化。直链醇，环状和芳族醇的磷酸化也是可能的。在所有情况下，志贺氏菌的酸性磷酸酶都比伯醇更喜欢伯醇功能。我们得出结论，在广泛范围的化合物磷酸化中，这些酶是现有化学和酶促方法的一种有吸引力的替代物。
• N.M.R.-spectral studies of 2-linked glycosides: 2-O-glycosylation shifts of 2-O-glycosylated α- and β-l-arabinopyranosides
  作者：Kenji Mizutani、Akiyo Hayashi、Ryoji Kasai、Osamu Tanaka、Naoko Yoshida、Terumi Nakajima

  DOI：10.1016/0008-6215(84)85376-8

  日期：1984.3

  observed for the 2- O -glycosylated α- l -arabinopyranoside moiety, indicating an increase in the contribution of the 1 C 4 conformation of the glycosylated α- l -arabinopyranoside in these cases. On the other hand, no remarkable variation in the signals of C-3, -4, and -5, or in the 3 J H1,H2 and 1 J C1,H1 values, was found for 2- O -α- l -rhamnosylation, except for 4-epihederagenin-3-yl 2- O -α- l -rhamnopyranosyl-α-

  摘要有时观察到2- O-β-d-glycopyranosyl（或-β-d -xylopyranosyl）的C-1（异头碳原子）和C-2（糖基氧基化碳原子）信号的异常糖基化位移值-β-d-吡喃葡萄糖苷，而在这些情况下未观察到其他糖碳信号的显着位移。由于2-O-糖基和1-O-糖苷基（或-糖）基团之间强烈的空间相互作用，这可以用糖基键的方向变化来解释。合成了各种2-O-糖基化的α-和β-1-阿拉伯吡喃糖苷。在α-1-α-吡喃果糖苷的情况下，2-O-β-d-葡糖基化，-β-d-木糖基化和-α-1-α-阿拉伯糖基化的过程导致了C-3的意想不到的高场移动，- 4和-5信号，以及C-1和-2共振的位移。此外，还观察到2-O-糖基化的α-1-α-吡喃吡喃糖苷部分的3 J H1，H2和1 J C1，H1的值发生了显着变化，表明其1 C 4构象的贡献增加。在这些情况下，糖基化的α-1-阿拉伯吡喃糖苷。另一方面
• METHOD FOR PRODUCING THIOLANE SKELETON-TYPE GLYCOCONJUGATE, AND THIOLANE SKELETON-TYPE GLYCOCONJUGATE
  申请人：FUJIFILM Corporation

  公开号：US20160355536A1

  公开（公告）日：2016-12-08

  There is provided a production method of a compound represented by the following formula (II) through a step of reacting a compound represented by the following General Formula (I) with a sulfur compound. In General Formulas (I) and (II), R 1 represents a hydrogen atom or an acyl group, R 2 represents a hydrogen atom, a fluorine atom, an acyloxy group, an arylmethyloxy group, an allyloxy group, an arylmethyloxycarbonyloxy group, or an allyloxycarbonyloxy group, R 3 represents a hydrogen atom or an acyloxy group, R 5 represents an alkyl group or an aryl group, and X represents a leaving group. Here, in a case where R 2 is a fluorine atom, an acyloxy group, an arylmethyloxy group, an allyloxy group, an arylmethyloxycarbonyloxy group, or an allyloxycarbonyloxy group, R 3 is an acyloxy group.

  提供了一种通过将通用式（I）表示的化合物与硫化合物反应的步骤来制备通式（II）表示的化合物的生产方法。在通式（I）和（II）中，R1代表氢原子或酰基，R2代表氢原子、氟原子、酰氧基、芳基甲氧基、烯丙氧基、芳基甲氧羰氧基或烯丙氧羰氧基，R3代表氢原子或酰氧基，R5代表烷基或芳基，X代表离去基团。在R2为氟原子、酰氧基、芳基甲氧基、烯丙氧基、芳基甲氧羰氧基或烯丙氧羰氧基的情况下，R3为酰氧基。
• [EN] TRITERPENE SAPONIN SYNTHESIS, INTERMEDIATES AND ADJUVANT COMBINATIONS<br/>[FR] SYNTHÈSE DE SAPONINE TRITERPÉNIQUE, INTERMÉDIAIRES ET COMBINAISONS D'ADJUVANTS
  申请人：ADJUVANCE TECH INC

  公开号：WO2018191598A1

  公开（公告）日：2018-10-18

  The present application relates to triterpene glycoside saponin-derived adjuvants, syntheses thereof, and intermediates thereto. The application also provides pharmaceutical compositions comprising compounds of the present invention and methods of using said compounds or compositions in the treatment of and immunization for infectious diseases.

  本申请涉及三萜甙苷皂苷衍生的佐剂、其合成以及中间体。该申请还提供了包含本发明化合物的药物组合物，以及使用这些化合物或组合物在治疗和免疫传染病方面的方法。
• Broadening the reaction scope of unprotected aldoses<i>via</i>their corresponding nitrones: 1,3-dipolar cycloadditions with alkenes
  作者：Gatien Messire、Fabien Massicot、Laura Pascual、Emmanuel Riguet、Jean-Luc Vasse、Jean-Bernard Behr

  DOI：10.1039/d0ob01350a

  日期：——

  Condensation reactions of unprotected tetroses and pentoses with hydroxylamines afforded nitrones, which were easily converted to densely functionalized isoxazolidines in the presence of electron-poor alkenes. The 1,3-dipolar cycloaddition occurred with good facial discrimination of the chiral nitrone but under rather low endo/exo control. Stereochemistry of isomers was ascertained by chemical correlation

  未受保护的四糖和戊糖与羟胺的缩合反应得到硝酮，在缺电子烯烃的存在下，硝酮很容易转化为密集官能化的异恶唑烷。发生 1,3-偶极环加成反应时手性硝酮具有良好的面部识别能力，但endo / exo相当低控制。通过与文献中已知衍生物的化学相关性确定异构体的立体化学。微波活化似乎是最有效的反应模式，在几分钟内提供预期的加合物，而在标准加热下需要几个小时。或者，通过使用手动泵系统，在高压条件下也可以进行转化，避免使用任何能源。虽然水不能用作溶剂，导致硝酮底物水解，但许多有机溶剂被证明是有效的。该方法在制备基于非离子碳水化合物的两亲物方面具有潜在用途。