β-L-glucopyranose | 39281-65-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-L-glucopyranose
• 英文别名: β-D(+)-glucose；L-(-)-glucose；D-Glucose；L-glucose；β-L-glucopyranose；β-L-glucopyranoside；Unii-OG95YI8xcf；(2S,3S,4R,5R,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• CAS: 39281-65-7
• 化学式: C₆H₁₂O₆
• 分子量: 180.158
• InChiKey: WQZGKKKJIJFFOK-QYESYBIKSA-N

物化性质

• 沸点：
  410.8±45.0 °C(Predicted)
• 密度：
  1.732±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  12
• 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：
  110
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  β-L-glucopyranose 在 吡啶 、 4-二甲氨基吡啶 、 溶剂黄146 、 乙二胺 作用下， 以 四氢呋喃 为溶剂， 反应 27.0h， 生成 2,3,4,6-tetra-O-acetyl-L-glucoyranose
  参考文献：
  名称：

  Laccase-catalyzed dimerization of glycosylated lignols

  摘要：

  Phenylpropanoid glucosides (PPGs) are naturally occurring and bioactive phenolic derivatives, largely distributed in plants. In this work different PPGs have been chemically or enzymatically synthesized from the lignols coniferyl and p-coumaryl alcohols as substrates for a lactase-catalyzed oxidative coupling. The biooxidation of these PPGs has been investigated here and novel dihydrobenzofuran-based structurally modified analogues have been isolated and characterized. Specifically, the presence of a carbohydrate moiety increased the water solubility of these compounds and reduced the number of dimeric products, as pinoresinol-like structures could not be formed. Looking for a possible sugar-promoted stereochemical enrichment of the obtained diastereomeric mixtures of dimers, different carbohydrate moieties (D-glucose, L-glucose and the disaccharide rutinose) were considered and the respective d.e. values of the dimeric products were measured by H-1 NMR and HPLC. However, it was found that the sugar substituent had a minor effect on the stereochemical outcome of the radical coupling reactions, the best measured result being a d.e. value of 21%. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2016.10.019
• 作为产物：
  描述：

  onychoside A 在 盐酸 作用下， 以 水 为溶剂， 反应 10.0h， 生成 β-L-glucopyranose
  参考文献：
  名称：

  来自Onychium japonicum的抗炎新型氰基二萜糖苷

  摘要：

  Onychium japonicum (Thunb.) O. Kuntze (Pteridaceae) 地上部分的化学探索提供了两种新的氰基二萜糖苷（1和2）。基于 HRESIMS 和 1D 和 2D NMR 光谱数据分析明确地进行了新化合物的结构解析。这两种化合物代表具有吡喃葡萄糖基部分的前两种氰基二萜。化合物1和2对 RAW246.7 巨噬细胞中 LPS 诱导的一氧化氮 (NO) 产生表现出有效的抑制作用，其 IC 50值分别为 1.76 和 2.82 μM。

  DOI：

  10.1016/j.phytol.2021.06.002
• 作为试剂：
  描述：

  1-deoxy-1-nitro-L-glucitol 、 sodium hydroxide 、 硫酸 、 、 氢氧化钡 在 硫酸酯 、 Barium acetate, powder 、 barium sulfate 、 乙醇 、 β-L-glucopyranose 作用下， 以 水 为溶剂， 生成 L-(-)-葡萄糖
  参考文献：
  名称：

  Cherry tree named ‘Prim 25’

  摘要：

  一种新的、独特的甜樱桃树品种，产生深红色的水果，果肉非常坚实。

  公开号：

  USPP033719P2

文献信息

• GLYCOSIDE COMPOUND AND PREPARATION METHOD THEREFOR, COMPOSITION, APPLICATION, AND INTERMEDIATE
  申请人：SHANGHAI HUTCHISON PHARMACEUTICALS LIMITED

  公开号：US20210115082A1

  公开（公告）日：2021-04-22

  The present invention discloses a glycoside compound represented by Formula III, and a preparation method, a composition, use and an intermediate thereof. The glycoside compound provided in the present invention has simple preparation method, can significantly increase the expression of VEGF-A mRNA, and is effective in promoting the angiogenesis. This provides a reliable guarantee for the development of drugs with pro-angiogenic activity for treating cerebral infarction cerebral stroke, myocardial infarction, and ischemic microcirculatory disturbance of lower limbs.

  本发明公开了一种由III式表示的糖苷化合物，以及其制备方法、组合物、用途和中间体。本发明提供的糖苷化合物具有简单的制备方法，可以显著增加VEGF-A mRNA的表达，并且在促进血管生成方面具有有效性。这为开发具有促血管生成活性的药物治疗脑梗死、脑卒中、心肌梗死和下肢缺血微循环障碍提供了可靠的保证。
• Determination of the absolute configuration of monosaccharides by 1H NMR spectroscopy of their per-O-(S)-2-methylbutyrate derivatives
  作者：William S. York、Stephen Hantus、Peter Albersheim、Alan G. Darvill

  DOI：10.1016/s0008-6215(97)00050-5

  日期：1997.5

  Abstract An empirical method was developed to determine the absolute configuration of monosaccharides, based on high-field 1H NMR spectroscopy of their per- O-(S)-2-methylbutyrate (SMB) derivatives. The SMB derivatives of the D and L forms of a given monosaccharide are diastereomers, allowing them to be distinguished on the basis of differences in their 1H NMR chemical shifts. The reproducibility of

  摘要建立了一种基于经验的方法来确定其单糖的绝对构型，该方法基于其过O-（S）-2-甲基丁酸酯（SMB）衍生物的1H NMR光谱。给定单糖的D和L形式的SMB衍生物为非对映异构体，可根据其1H NMR化学位移的差异进行区分。这些化学位移差异的可重复性可以通过比较数据库中SMB衍生物的光谱与标准光谱来常规确定各种单糖的绝对构型，从而无需为每次分析准备和分析新的标准。衍生过程使用廉价，易于处理的试剂，并且实际上是完整的。将该方法应用于三种复杂的聚糖，可以明确确定其组成单糖的绝对构型。几种单糖的对映体形式可通过其过-O-（S）-2-甲基丁酸酯衍生物的高场1H NMR光谱进行区分。
• Nouveaux flavonosides dePaeonia tenuifolia L
  作者：Du??ica Sto?i?、Mom?ilo Gorunovi?、Alexios-L�andros Skaltsounis、Fran�ois Tillequin、Miechel Koch

  DOI：10.1002/hlca.19880710207

  日期：1988.3.16

  New Flavonoid Glycosides from Paeonia tenuifolia L.

  新黄酮苷的芍药细叶L.
• Pharmaceutically active compounds and their use
  申请人：Laboratorio CHile S.A.

  公开号：US05747462A1

  公开（公告）日：1998-05-05

  The present invention relates to the area of pharmacology; its objective is to solve the technical problem of inflammation, pain, pruritus and local hyperthermia in human beings and animal species. The composition and the subcompositions thereof are obtained from plants of the family Cactaceae, the main methodological steps being a set of processes: production, purification, physicochemical quantification, biotherapeutic evaluation, biopharmaceutical formulation and molecular identification. From the molecular identification a set of molecules is recognized, comprising carbohydrates and an aromatic amine, the general formulae of which are: C.sub.5 H.sub.10 O.sub.5 (RIBOSE), C.sub.6 H.sub.12 O.sub.5 (FUCOSE), C.sub.6 H.sub.12 O.sub.6 (GALACTOSE; MANNOSE; GLUCOSE), C.sub.8 H.sub.11 O.sub.2 N (1-HYDROXY-1-(4-HYDROXYPHENYL)-2-AMINOETHANE), C.sub.10 H.sub.18 O.sub.9 (RIBOFURANOSYLRIBOSE).

  本发明涉及药理学领域，其目的是解决人类和动物物种中的炎症、疼痛、瘙痒和局部高热问题。该组合物及其亚组分是从仙人掌科植物中获得的，其主要方法步骤包括一系列过程：生产、纯化、物理化学定量、生物治疗评估、生物制药配方和分子鉴定。从分子鉴定中识别出一组分子，包括碳水化合物和芳香胺，其通用式为：C.sub.5 H.sub.10 O.sub.5（核糖）、C.sub.6 H.sub.12 O.sub.5（岩藻糖）、C.sub.6 H.sub.12 O.sub.6（半乳糖；甘露糖；葡萄糖）、C.sub.8 H.sub.11 O.sub.2 N（1-羟基-1-(4-羟基苯基)-2-氨基乙烷）、C.sub.10 H.sub.18 O.sub.9（核糖呋喃糖核糖）。
• DEVICE FOR AUTOMATED SYNTHESIS OF OLIGO- AND POLYSACCHARIDES
  申请人：Max-Planck-Gesellschat zu rFérderung der Wissenschaften e.V.

  公开号：US20220395800A1

  公开（公告）日：2022-12-15

  The present invention generally relates to automated synthesis technology, and more particularly, to a device and method for automated synthesis of oligo- and polysaccharides on a solid support. In particular the present invention relates to a device for automated synthesis of oligo- and polysaccharides on a solid support comprising a reaction vessel, a reagent storing component, a reagent delivery system, a cooling device for cooling reaction vessel, and a pre-cooling device for pre-cooling the reagents to be supplied.

  本发明通常涉及自动合成技术，更具体地，涉及一种用于在固体支持上自动合成寡糖和多糖的装置和方法。特别是，本发明涉及一种用于在固体支持上自动合成寡糖和多糖的装置，包括反应容器、试剂储存组件、试剂输送系统、冷却装置用于冷却反应容器和预冷装置用于预冷待供应试剂的组成部分。

表征谱图