2-amino-2-deoxy-α-L-glucopyranose | 90-76-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-2-deoxy-α-L-glucopyranose
• 英文别名: L-gluco-2-Amino-3,4,5,6-tetrahydroxy-hexanal；2-Amino-2-desoxy-α-L-glucopyranose；2-Amino-2-desoxy-L-glucose；L-Glucosamin；alpha-l-Glucosamine；(2R,3S,4S,5R,6S)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol
• CAS: 90-76-6；90-77-7；530-23-4；579-32-8；579-33-9；643-68-5；2596-19-2；6490-68-2；6490-70-6；6490-72-8；6490-73-9；6490-74-0；14196-84-0；14196-86-2；14257-69-3；58381-21-8
• 化学式: C₆H₁₃NO₅
• 分子量: 179.173
• InChiKey: MSWZFWKMSRAUBD-GKFJPSPNSA-N

物化性质

• 沸点：
  449.9±45.0 °C(Predicted)
• 密度：
  1.563±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 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：
  116
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-amino-2-deoxy-α-L-glucopyranose 在 吡啶 、 盐酸 、 碳酸氢钠 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 11.5h， 生成 (2S,3S,4S,5R,6S)-6-(acetoxymethyl)-3-isocyanatotetrahydro-2H-pyran-2,4,5-triyl triacetate
  参考文献：
  名称：

  4-羟基-3-硝基-5-脲基苯磺酰胺选择性靶向肿瘤相关的碳酸酐酶同工型IX和XII，显示缺氧增强的抗增殖特性

  摘要：

  人类碳酸酐酶（CA，EC，4.2.1.1）IX和XII在癌细胞中过度表达，是对许多肿瘤所特有的对缺氧和酸性条件的适应性反应。另外，低氧促进了特定的氧化还原酶的活性，该特定的氧化还原酶可用于选择性激活生物还原性前药。在此，描述了新的选择性CA IX / XII抑制剂，作为抗肿瘤II期药物SLC-0111的类似物，即脲基取代的苯磺酰胺类化合物，其上附加有硝基芳香族基团以产生因缺氧而增加的抗增殖作用。筛选了这些化合物对普遍存在的hCA I / II和目标hCA IX / XII的抑制作用。六个具有CA II和IX / mimic的X射线晶体学使化合物的抑制活性合理化。某些此类化合物对HT-29的活力的影响，

  DOI：

  10.1021/acs.jmedchem.8b01504

文献信息

• CARBOHYDRATE-GLYCOLIPID CONJUGATE VACCINES
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：US20150238597A1

  公开（公告）日：2015-08-27

  The present invention relates to the field of synthesizing and biologically evaluating of a novel class of carbohydrate-based vaccines. The new vaccines consist of a multi-modular structure which allows applying the vaccine to a whole variety of pathogenes. This method allows preparing vaccines against all pathogens expressing immunogenic carbohydrate antigens. As conjugation of antigenic carbohydrates to proteins is not required the conjugate vaccine is particularly heat stable. No refrigeration is required, a major drawback of protein-based vaccines.

  本发明涉及合成和生物评价一种新型基于碳水化合物的疫苗的领域。这种新疫苗由多模块结构组成，可以将疫苗应用于各种病原体。该方法允许制备针对所有表达免疫原碳水化合物抗原的病原体的疫苗。由于不需要将抗原碳水化合物与蛋白质结合，所以结合疫苗尤其耐热稳定。无需冷藏，这是基于蛋白质的疫苗的一个主要缺点。
• Carbohydrate-glycolipid conjugate vaccines
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：US10588962B2

  公开（公告）日：2020-03-17

  The present invention relates to the field of synthesizing and biologically evaluating of a novel class of carbohydrate-based vaccines. The new vaccines consist of a multi-modular structure which allows applying the vaccine to a whole variety of pathogenes. This method allows preparing vaccines against all pathogens expressing immunogenic carbohydrate antigens. As conjugation of antigenic carbohydrates to proteins is not required the conjugate vaccine is particularly heat stable. No refrigeration is required, a major drawback of protein-based vaccines.

  本发明涉及一类基于碳水化合物的新型疫苗的合成和生物评估领域。这种新型疫苗由多模块结构组成，可将疫苗应用于各种病原体。这种方法可以制备出针对所有表达免疫原性碳水化合物抗原的病原体的疫苗。由于不需要将抗原碳水化合物与蛋白质共轭，共轭疫苗的热稳定性特别好。无需冷藏，这是基于蛋白质的疫苗的一个主要缺点。
• Artemisinin Derivatives with Natural Amino Acids, Peptides, and Amino Sugars for the Treatment of Infection and Topical Condition in Mammals
  申请人：Gupta Shyam K.

  公开号：US20110077193A1

  公开（公告）日：2011-03-31

  The present invention discloses certain derivatives of artemisinin and the active principles contained in Artemisia annua extracts with amino acids, peptides, and amino sugars, and isomers and salts thereof (formula I). The compounds of the present invention possess wide-spectrum antibacterial and antifungal biological activity suitable for topical or oral application for the treatment of infections and topical ailments in mammals, including acne, rosacea, topical wounds, infections, dandruff, skin disfigurements caused by infection, skin discoloration, age spots, wrinkles, excess facial oil, and veterinary problems including canine infections;
• Artemisinin Derivatives with Natural Amino Acids, Peptides, and Amino Sugars for Skin Imperfections and Infection in Mammals
  申请人：GUPTA SHYAM K

  公开号：US20120189567A1

  公开（公告）日：2012-07-26

  The present invention discloses certain derivatives of artemisinin and the active principles contained in Artemisia annua extracts with amino acids, peptides, and amino sugars and salts thereof (formula I). The compounds of the present invention possess wide-spectrum antibacterial and antifungal biological activity suitable for topical or oral application for the treatment of infections and topical ailments in mammals, including acne, rosacea, topical wounds, infections, dandruff, skin disfigurements caused by infection, skin discoloration, age spots, wrinkles, excess facial oil, and veterinary problems including canine infections;
• US8193376B2
  申请人：——

  公开号：US8193376B2

  公开（公告）日：2012-06-05