2-脱氧-alpha-D-吡喃半乳糖 | 14215-77-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-脱氧-alpha-D-吡喃半乳糖
• 英文名称: 2-deoxy-α-D-xylo-hexopyranoside
• 英文别名: 2-deoxy-α-D-lyxo-hexopyranose；2-deoxygalactose (α-pyranose)；α-2-deoxy-D-galactose；1,2 deoxyglucose；2-deoxy-α-D-galactopyranose；2-deoxy-α-D-talopyranose；2-Deoxy-alpha-D-galactopyranose；(2S,4R,5R,6R)-6-(hydroxymethyl)oxane-2,4,5-triol
• CAS: 14215-77-1
• 化学式: C₆H₁₂O₅
• 分子量: 164.158
• InChiKey: PMMURAAUARKVCB-ARQDHWQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  11
• 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：

  2-脱氧-alpha-D-吡喃半乳糖 在 吡啶 、 4-二甲氨基吡啶 、 氢溴酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 D-三乙酰半乳糖烯
  参考文献：
  名称：

  通过中断的 Pummerer 重排进行 C-芳基糖基化†

  摘要：

  C-芳基糖苷由于其独特的抗酶水解特性，是药物发现中重要的碳水化合物衍生物。在此，建立了通过间断Pummerer法合成2-硫C-芳基糖醛和1,2-二氢苯并呋喃稠合C-芳基糖苷的C-芳基糖基化，其特征在于锍系链的[3,3 ] -σ重排亚砜糖醛和酚类。该实验方案提供了具有多种糖基和酚类的广泛底物范围。达格列净、恩格列净和伊格列净类似物分别是直接实现的。

  DOI：

  10.1002/cjoc.202300308
• 作为产物：
  描述：

  p-nitrophenyl 2-deoxy-α-D-xylo-hexopyranoside 在 α-galactosidase of Aspergillus niger 作用下， 以 acetate buffer 为溶剂， 生成 2-脱氧-alpha-D-吡喃半乳糖 、 对硝基苯酚
  参考文献：
  名称：

  Hydrolytic activity of α-galactosidases against deoxy derivatives of p-nitrophenyl α-d-galactopyranoside

  摘要：

  The four possible monodeoxy derivatives of p-nitrophenyl (PNP) alpha-D-galactopyranoside were synthesized, and hydrolytic activities of the alpha-galactosidase of green coffee bean, Mortierella vinacea and Aspergillus niger against them were elucidated. The 2- and 6-deoxy substrates were hydrolyzed by the enzymes from green coffee bean and M. vinacea, while they scarcely acted on the 3- and 4-deoxy compounds. On the other hand, A. niger alpha-galactosidase hydrolyzed only the 2-deoxy compound in these deoxy substrates, and the activity was very high. These results indicate that the presence of two hydroxyl groups (OH-3 and -4) is essential for the compounds to act as substrates for the enzymes of green coffee bean and M. vinacea, while the three hydroxyl groups (OH-3, -4, and -6) are necessary for the activity of the A. niger enzyme. The kinetic parameters (K-m and V-max) of the enzymes for the hydrolysis of PNP alpha-D-galactopyranoside and its deoxy derivatives were obtained from kinetic studies. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00281-5

文献信息

• Triterpenoid 2-deoxy Glycosides, Method of Preparation Thereof and Use Thereof as Medicaments
  申请人：Sarek Jan

  公开号：US20110218167A1

  公开（公告）日：2011-09-08

  The invention describes novel triterpenoid 2-deoxy glycosides of general formula I, wherein at least one of the substituents X 1 and R 2 contains a 2-deoxy glycosidic group, method of preparation thereof, their cytotoxic activity and a pharmaceutical formulation containing these compounds.

  该发明描述了一种新型三萜类2-去氧糖苷，通式为I，其中至少一个取代基X1和R2包含2-去氧糖苷基团，其制备方法，其细胞毒性活性以及含有这些化合物的制药配方。
• Compositions for improving the health and appearance of skin
  申请人：Algenist Holdings, Inc.

  公开号：US10231907B2

  公开（公告）日：2019-03-19

  Provided herein are microalgal skin care compositions and methods of improving the health and appearance of skin. Also provided are methods of using polysaccharides for applications such as topical personal care products, cosmetics, and wrinkle reduction compositions. The invention also provides novel decolorized microalgal compositions useful for improving the health and appearance of skin. The invention also includes insoluble polysaccharide particles for application to human skin.

  本文提供了微藻护肤组合物以及改善皮肤健康和外观的方法。还提供了将多糖用于局部个人护理产品、化妆品和除皱组合物等应用的方法。本发明还提供了用于改善皮肤健康和外观的新型脱色微藻组合物。本发明还包括用于人体皮肤的不溶性多糖颗粒。
• TRIPERPENOID 2-DEOXY GLYCOSIDES AND USE THEREOF AS MEDICAMENTS
  申请人：Univerzita palackeho V Olomouci

  公开号：EP2349283B1

  公开（公告）日：2018-12-19
• Compositions for Improving the Health and Appearance of Skin
  申请人：Avila Jeff

  公开号：US20090069213A1

  公开（公告）日：2009-03-12

  Provided herein are microalgal skin care compositions and methods of improving the health and appearance of skin. Also provided are methods of using polysaccharides for applications such as topical personal care products, cosmetics, and wrinkle reduction compositions. The invention also provides novel decolorized microalgal compositions useful for improving the health and appearance of skin. The invention also includes insoluble polysaccharide particles for application to human skin.
• US5334736A
  申请人：——

  公开号：US5334736A

  公开（公告）日：1994-08-02