1-propyl D-mannopyranoside | 118245-34-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-propyl D-mannopyranoside
• 英文别名: (2R,3S,4S,5S)-2-(hydroxymethyl)-6-propoxyoxane-3,4,5-triol
• CAS: 118245-34-4
• 化学式: C₉H₁₈O₆
• 分子量: 222.238
• InChiKey: ITOWTHYPYGRTRL-PPRREVKSSA-N

物化性质

• 沸点：
  402.9±45.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-propyl D-mannopyranoside 在 吡啶 、 甲醇 、 sodium methylate 作用下， 反应 9.0h， 生成 1-propyl β-D-mannopyranoside
  参考文献：
  名称：

  Discovery of the Chemical Function of Glycosidases:  Design, Synthesis, and Evaluation of Mass-Differentiated Carbohydrate Libraries

  摘要：

  Discovery of the catalytic chemical function of the many putative glycosidases coded in genomes currently relies on individual testing of possible substrates, usually as their p-nitrophenol conjugate. Herein, we present an alternative chemical proteomics approach using a synthetic mass-differentiated heat-stable substrate library with mass spectrometry readout. Library components do not serve as reaction inhibitors and both primary and secondary enzyme substrates can be delineated.

  DOI：

  10.1021/ol049389b
• 作为产物：
  描述：

  丙醇 、 D-甘露糖 在 Dowex-50W X-8H⁺-400 作用下， 反应 12.0h， 以97%的产率得到1-propyl D-mannopyranoside
  参考文献：
  名称：

  Discovery of the Chemical Function of Glycosidases:  Design, Synthesis, and Evaluation of Mass-Differentiated Carbohydrate Libraries

  摘要：

  Discovery of the catalytic chemical function of the many putative glycosidases coded in genomes currently relies on individual testing of possible substrates, usually as their p-nitrophenol conjugate. Herein, we present an alternative chemical proteomics approach using a synthetic mass-differentiated heat-stable substrate library with mass spectrometry readout. Library components do not serve as reaction inhibitors and both primary and secondary enzyme substrates can be delineated.

  DOI：

  10.1021/ol049389b

文献信息

• SYNTHESIS OF MONOETHERS OF SUGAR COMPRISING A LONG ALKYL CHAIN AND USES THEREOF AS A SURFACTANT
  申请人：TEREOS STARCH & SWEETENERS BELGIUM

  公开号：US20180265533A1

  公开（公告）日：2018-09-20

  A process for obtaining a mixture of C4-C8 and C9-C18 alkyl monoether of saccharide, comprising: a) a first step of acetalization or trans-acetalization of a saccharide or of a mixture of saccharides with a C4-C8 aliphatic aldehyde or the acetal thereof, b) a second consecutive or simultaneous step of acetalization or trans-acetalization of the product obtained in a) of the saccharide or mixture of saccharides with a C9-C18 aliphatic aldehyde or the acetal thereof, c) a step of catalytic hydrogenolysis of the saccharide acetals obtained, and d) a step of recovery of a mixture of C4-C8 and C9-C18 alkyl saccharide monoethers. The invention further relates to a mixture of C4-C8 and C9-C18 alkyl saccharide monoethers and the use thereof as a surfactant.

  一种获取C4-C8和C9-C18糖苷烷基单醚混合物的方法，包括：a)对糖苷或糖苷混合物与C4-C8脂肪族醛或其缩醛进行缩醛化或转缩醛化的第一步骤，b)对步骤a)中得到的糖苷或糖苷混合物与C9-C18脂肪族醛或其缩醛进行连续或同时的缩醛化或转缩醛化的第二步骤，c)对所得糖苷缩醛进行催化氢解的步骤，以及d)回收C4-C8和C9-C18糖苷烷基单醚混合物的步骤。该发明还涉及一种C4-C8和C9-C18糖苷烷基单醚混合物及其作为表面活性剂的用途。
• ANTIBACTERIAL COMPOSITION CONTAINING AN ISOMER MIXTURE OF MONOSACCHARIDE ALKYL MONOACETALS OR MONOETHERS
  申请人：TEREOS STARCH & SWEETENERS BELGIUM

  公开号：US20170347653A1

  公开（公告）日：2017-12-07

  A bactericidal or bacteriostatic composition comprising an isomer mixture of monosaccharide alkyl monoethers or monoacetals, its use in the treatment or prevention of Gram-positive bacterial infections, its use as a hygiene or dermatological product for external use and a method for disinfecting surfaces.

  一种杀菌或抑菌组合物，包括单糖烷基单醚或单缩醛的异构体混合物，其用于治疗或预防革兰氏阳性细菌感染，其用作外用卫生或皮肤学产品，以及一种消毒表面的方法。
• GLUCOSE-RESPONSIVE INSULIN CONJUGATES
  申请人：Merck Sharp & Dohme Corp.

  公开号：US20150105317A1

  公开（公告）日：2015-04-16

  Insulin conjugates comprising an insulin molecule covalently attached to at least one bi-dentate linker having two arms, each arm independently attached to a ligand comprising a saccharide and wherein the saccharide for at least one ligand of the linker is fucose are disclosed. The insulin conjugates display a pharmacokinetic (PK) and/or pharmacodynamic (PD) profile that is responsive to the systemic concentrations of a saccharide such as glucose or alpha-methylmannose even when administered to a subject in need thereof in the absence of an exogenous multivalent saccharide-binding molecule such as Con A.

  本发明涉及胰岛素共轭物，包括将胰岛素分子共价连接至至少一个双齿配体的连接物中，每个配体独立连接到包含一种含糖和其中至少一个连接物的配体的糖类，其中连接物的至少一个配体的糖类为岩藻糖。这些胰岛素共轭物展示出对系统浓度的糖类（如葡萄糖或α-甲基甘露糖）具有响应的药代动力学（PK）和/或药效动力学（PD）特性，即使在给予需要的受试者时，也不需要外源多价糖类结合分子（如Con A）。
• Synthesis of monoethers of sugar comprising a long alkyl chain and uses thereof as a surfactant
  申请人：TEREOS STARCH & SWEETENERS BELGIUM

  公开号：US10442830B2

  公开（公告）日：2019-10-15

  A process for obtaining a mixture of C4-C8 and C9-C18 alkyl monoether of saccharide, comprising: a) a first step of acetalization or trans-acetalization of a saccharide or of a mixture of saccharides with a C4-C8 aliphatic aldehyde or the acetal thereof, b) a second consecutive or simultaneous step of acetalization or trans-acetalization of the product obtained in a) of the saccharide or mixture of saccharides with a C9-C18 aliphatic aldehyde or the acetal thereof, c) a step of catalytic hydrogenolysis of the saccharide acetals obtained, and d) a step of recovery of a mixture of C4-C8 and C9-C18 alkyl saccharide monoethers. The invention further relates to a mixture of C4-C8 and C9-C18 alkyl saccharide monoethers and the use thereof as a surfactant.

  一种获得 C4-C8 和 C9-C18 烷基单醚糖混合物的工艺，包括a) 第一步将糖或糖混合物与 C4-C8 脂肪族醛或其缩醛进行缩醛化或反缩醛化； b) 第二步连续或同时将 a) 中得到的糖或糖混合物产物与 C9-C18 脂肪族醛或其缩醛进行缩醛化或反缩醛化、c) 对得到的糖醛进行催化氢解，以及 d) 回收 C4-C8 和 C9-C18 烷基糖单乙醚混合物。本发明还涉及一种 C4-C8 和 C9-C18 烷基糖单醚混合物及其作为表面活性剂的用途。
• Antibacterial composition containing an isomer mixture of monosaccharide alkyl monoacetals or monoethers
  申请人：TEREOS STARCH & SWEETENERS BELGIUM

  公开号：US10537103B2

  公开（公告）日：2020-01-21

  A bactericidal or bacteriostatic composition comprising an isomer mixture of monosaccharide alkyl monoethers or monoacetals, its use in the treatment or prevention of Gram-positive bacterial infections, its use as a hygiene or dermatological product for external use and a method for disinfecting surfaces.

  一种由单糖烷基单醚或单乙醛异构体混合物组成的杀菌或抑菌组合物，其用途包括治疗或预防革兰氏阳性细菌感染，用作外用卫生或皮肤产品，以及一种表面消毒方法。