Re LPS | 123621-04-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Re LPS
• 英文别名: 3-deoxy-D-manno-oct-2-ulosonic acid (Kdo)₂-lipid A；Kdo₂-lipid A；KDO2-lipid A；(2R,4R,5R,6R)-2-[(2R,4R,5R,6R)-2-carboxy-6-[(1R)-1,2-dihydroxyethyl]-2-[[(2R,3S,4R,5R,6R)-5-[[(3R)-3-dodecanoyloxytetradecanoyl]amino]-6-[[(2R,3S,4R,5R,6R)-3-hydroxy-5-[[(3R)-3-hydroxytetradecanoyl]amino]-4-[(3R)-3-hydroxytetradecanoyl]oxy-6-phosphonooxyoxan-2-yl]methoxy]-3-phosphonooxy-4-[(3R)-3-tetradecanoyloxytetradecanoyl]oxyoxan-2-yl]methoxy]-5-hydroxyoxan-4-yl]oxy-6-[(1R)-1,2-dihydroxyethyl]-4,5-dihydroxyoxane-2-carboxylic acid
• CAS: 123621-04-5
• 化学式: C₁₁₀H₂₀₂N₂O₃₉P₂
• 分子量: 2238.75
• InChiKey: DIXUKJUHGLIZGU-OIPVZEHTSA-N

物化性质

• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  22.7
• 重原子数：
  153
• 可旋转键数：
  98
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  638
• 氢给体数：
  18
• 氢受体数：
  39

反应信息

• 作为产物：
  描述：

  焦磷酸四苄酯 、 benzyl (3aR,4R,6S,7aR)-4-[(1R)-1,2-bis(phenylmethoxy)ethyl]-6-fluoro-2,2-dimethyl-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-carboxylate 、 benzyl (2R,4R,5S,6S)-6-[(1R)-1,2-bis(phenylmethoxy)ethyl]-2-[[(2R,3S,4R,5R,6R)-5-[[(3R)-3-dodecanoyloxytetradecanoyl]amino]-3-[(3-oxo-1,5-dihydro-2,4,3lambda5-benzodioxaphosphepin-3-yl)oxy]-6-[[(2R,3S,4R,5R,6S)-3-phenylmethoxy-6-prop-2-enoxy-5-[[(3R)-3-[[4-(trifluoromethyl)phenyl]methoxy]tetradecanoyl]amino]-4-[(3R)-3-[[4-(trifluoromethyl)phenyl]methoxy]tetradecanoyl]oxyoxan-2-yl]methoxy]-4-[(3R)-3-tetradecanoyloxytetradecanoyl]oxyoxan-2-yl]methoxy]-5-hydroxy-4-triethylsilyloxyoxane-2-carboxylate 生成 Re LPS
  参考文献：
  名称：

  First Total Synthesis of the Re-Type Lipopolysaccharide

  摘要：

  Three sequential efficient glycosylation reactions starting from D-glucosamine were used in the first total synthesis of Escherichia coli Re lipopolysaccharide, which is one of the most simple lipopolysaccharides found on the surface of living bacteria.

  DOI：

  10.1002/1521-3773(20010417)40:8<1475::aid-anie1475>3.0.co;2-v

文献信息

• First Total Synthesis of the Re-Type Lipopolysaccharide
  作者：Hiroaki Yoshizaki、Naohiro Fukuda、Kenjiro Sato、Masato Oikawa、Koichi Fukase、Yasuo Suda、Shoichi Kusumoto

  DOI：10.1002/1521-3773(20010417)40:8<1475::aid-anie1475>3.0.co;2-v

  日期：2001.4.17

  Three sequential efficient glycosylation reactions starting from D-glucosamine were used in the first total synthesis of Escherichia coli Re lipopolysaccharide, which is one of the most simple lipopolysaccharides found on the surface of living bacteria.