N-(2-aminoethyl)-6-[(2S,3S,4S,5S,6R)-5-[[(2R)-2,4-dihydroxybutanoyl]amino]-4-hydroxy-3-methoxy-6-methyloxan-2-yl]oxyhexanamide | 1053704-60-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(2-aminoethyl)-6-[(2S,3S,4S,5S,6R)-5-[[(2R)-2,4-dihydroxybutanoyl]amino]-4-hydroxy-3-methoxy-6-methyloxan-2-yl]oxyhexanamide
• CAS: 1053704-60-1
• 化学式: C₁₉H₃₇N₃O₈
• 分子量: 435.518
• InChiKey: RGERDHGADREMMI-HCKGBEJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  173
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  方酸二乙酯 、 N-(2-aminoethyl)-6-[(2S,3S,4S,5S,6R)-5-[[(2R)-2,4-dihydroxybutanoyl]amino]-4-hydroxy-3-methoxy-6-methyloxan-2-yl]oxyhexanamide 以 乙醇 为溶剂， 反应 6.0h， 以80%的产率得到
  参考文献：
  名称：

  Studies towards neoglycoconjugates from the monosaccharide determinant of Vibrio cholerae O:1, serotype Ogawa using the diethyl squarate reagent

  摘要：

  The effect of reaction time, concentration and molar excess of hapten upon the efficiency of the conjugation of carbohydrates to proteins using the diethyl squarate reagent has been studied using chicken serum albumin (CSA) as the carrier protein and a linker-equipped D-glucose derivative as the hapten. A high degree of incorporation of the latter into CSA was achieved with high efficiency, and the use of a large excess of the ligand was not necessary. Conjugation of the immunodominant monosaccharide determinant of Vibrio cholerae O:1, serotype Ogawa, bearing the same spacer, followed a similar pattern, showing that the nature of the carbohydrate does not substantially affect the outcome of the conjugation and that a predicted degree of antigen-loading onto carrier protein is possible to achieve. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00261-4
• 作为产物：
  描述：

  6-羟基己酸甲酯 在 N-碘代丁二酰亚胺 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 30.0h， 生成 N-(2-aminoethyl)-6-[(2S,3S,4S,5S,6R)-5-[[(2R)-2,4-dihydroxybutanoyl]amino]-4-hydroxy-3-methoxy-6-methyloxan-2-yl]oxyhexanamide
  参考文献：
  名称：

  Studies towards neoglycoconjugates from the monosaccharide determinant of Vibrio cholerae O:1, serotype Ogawa using the diethyl squarate reagent

  摘要：

  The effect of reaction time, concentration and molar excess of hapten upon the efficiency of the conjugation of carbohydrates to proteins using the diethyl squarate reagent has been studied using chicken serum albumin (CSA) as the carrier protein and a linker-equipped D-glucose derivative as the hapten. A high degree of incorporation of the latter into CSA was achieved with high efficiency, and the use of a large excess of the ligand was not necessary. Conjugation of the immunodominant monosaccharide determinant of Vibrio cholerae O:1, serotype Ogawa, bearing the same spacer, followed a similar pattern, showing that the nature of the carbohydrate does not substantially affect the outcome of the conjugation and that a predicted degree of antigen-loading onto carrier protein is possible to achieve. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00261-4

文献信息

• Studies towards neoglycoconjugates from the monosaccharide determinant of Vibrio cholerae O:1, serotype Ogawa using the diethyl squarate reagent
  作者：Jian Zhang、Alfred Yergey、Jeffrey Kowalak、Pavol Kovác

  DOI：10.1016/s0008-6215(98)00261-4

  日期：1998.11

  The effect of reaction time, concentration and molar excess of hapten upon the efficiency of the conjugation of carbohydrates to proteins using the diethyl squarate reagent has been studied using chicken serum albumin (CSA) as the carrier protein and a linker-equipped D-glucose derivative as the hapten. A high degree of incorporation of the latter into CSA was achieved with high efficiency, and the use of a large excess of the ligand was not necessary. Conjugation of the immunodominant monosaccharide determinant of Vibrio cholerae O:1, serotype Ogawa, bearing the same spacer, followed a similar pattern, showing that the nature of the carbohydrate does not substantially affect the outcome of the conjugation and that a predicted degree of antigen-loading onto carrier protein is possible to achieve. (C) 1998 Elsevier Science Ltd. All rights reserved.