Methyl-4-O-acetyl-α-D-lyxopyranosid | 5987-58-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl-4-O-acetyl-α-D-lyxopyranosid
• 英文别名: [(3R,4R,5S,6S)-4,5-dihydroxy-6-methoxyoxan-3-yl] acetate
• CAS: 5987-58-6
• 化学式: C₈H₁₄O₆
• 分子量: 206.196
• InChiKey: JHEDUCYPVRMBHQ-KVPKETBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙酸酐 、 methyl α-D-lyxopyranoside 在 吡啶 作用下， 反应 48.0h， 以18%的产率得到Methyl-4-O-acetyl-α-D-lyxopyranosid
  参考文献：
  名称：

  乙酸酐在 MoCl5 存在下区域选择性单乙酰化戊糖和 6-脱氧己糖的甲基吡喃糖苷

  摘要：

  摘要 α-L-鼠李糖、α-和β-L-阿拉伯糖、α-D-岩藻糖、α-D-来苏糖和β-D-核糖的甲基吡喃糖苷的3-乙酸酯的方便区域选择性合成已获得良好的产率。以 MoCl5 为催化剂。在此条件下甲基β-L-吡喃鼠李糖苷生成2-乙酸酯。

  DOI：

  10.1080/00397910600591565

文献信息

• Mannose-Receptor Selective Lysinylated Cationic Amphiphiles and a Process for Preparation Thereof
  申请人：COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH

  公开号：US20150337000A1

  公开（公告）日：2015-11-26

  The present invention relates to the mannose-receptor selective lysinylated cationic amphiphile and a process for preparation thereof. The compounds of the present invention can target DNA vaccines to antigen presenting cells (APCs) such as macrophages and dendritic cells (DCs), via mannose receptors expressed on the cell surface of APCs. The cationic amphiphiles disclosed herein show enhanced cellular and humoral immune response compared to their mannosyl counterparts in genetic immunization in mice. The present invention discloses that immunization with electrostatic complexes (lipoplexes) of DNA vaccines encoding melanoma antigens (gp100 and tyrosinase) and liposome of the presently described novel lysinylated cationic amphiphiles with mannose-mimicking shikimoyl head-groups provides long-lasting (100 days post melanoma tumor challenge) protective immunity in all immunized mice. Cationic amphiphiles with mannose-mimicking shikimoyl head-groups described in the present invention are likely to find future applications in the field of genetic immunization.