| 1380244-28-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1380244-28-9
• 化学式: C₅₇H₆₃NO₁₂
• 分子量: 954.127
• InChiKey: RHRIHMBEAMPHRZ-RPQBDHAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  70.0
• 可旋转键数：
  24.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  141.63
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  在 草酰氯 、 potassium tri-sec-butyl-borohydride 、 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  Chondroitin-4-O-sulfatase from Bacteroides thetaiotaomicron: exploration of the substrate specificity

  摘要：

  Bacterial sulfatases can be good tools to increase the molecular diversity of glycosaminoglycan synthetic fragments. A chondroitin 4-O-sulfatase from the human commensal bacterium Bacteroides thetaiotaomicron has recently been identified and expressed. In order to use this enzyme for synthetic purposes, the minimal structure required for its activity has been determined. For that, four 4-O-sulfated monosaccharides and one 4-O-sulfated disaccharide have been synthesized and used as substrates with the sulfatase. The minimum structure was shown to be a disaccharide but in contrast to the natural substrate, which must have a 4,5-insaturation, the enzyme accepts as substrate, a disaccharide with a saturated glucuronic acid at the non-reducing end and even a glucopyranosyl moiety without the carboxylic acid functionality. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.03.033
• 作为产物：
  描述：

  N-[(4aR,6R,7R,8R,8aS)-8-Hydroxy-6-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide 在 三乙基硅烷 、 三氟甲磺酸 、 水 、 mercury(II) cyanide 、 sodium hydride 、 三乙胺 作用下， 以 甲醇 、 硝基甲烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 23.5h， 生成
  参考文献：
  名称：

  Chondroitin-4-O-sulfatase from Bacteroides thetaiotaomicron: exploration of the substrate specificity

  摘要：

  Bacterial sulfatases can be good tools to increase the molecular diversity of glycosaminoglycan synthetic fragments. A chondroitin 4-O-sulfatase from the human commensal bacterium Bacteroides thetaiotaomicron has recently been identified and expressed. In order to use this enzyme for synthetic purposes, the minimal structure required for its activity has been determined. For that, four 4-O-sulfated monosaccharides and one 4-O-sulfated disaccharide have been synthesized and used as substrates with the sulfatase. The minimum structure was shown to be a disaccharide but in contrast to the natural substrate, which must have a 4,5-insaturation, the enzyme accepts as substrate, a disaccharide with a saturated glucuronic acid at the non-reducing end and even a glucopyranosyl moiety without the carboxylic acid functionality. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.03.033