bisphenol A 4,4'-bisulfate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bisphenol A 4,4'-bisulfate
• 英文别名: Bisphenol A disulfate；[4-[2-(4-sulfooxyphenyl)propan-2-yl]phenyl] hydrogen sulfate
• 化学式: C₁₅H₁₆O₈S₂
• 分子量: 388.419
• InChiKey: CFNHGEFYZSZOMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  双酚A 在 N-hydroxysulfosuccinimide sodium salt 作用下， 反应 8.0h， 以70%的产率得到bisphenol A 4,4'-bisulfate
  参考文献：
  名称：

  Sulfation made easy: A new versatile donor for enzymatic sulfation by a bacterial arylsulfotransferase

  摘要：

  An efficient and versatile donor for the sulfation by a bacterial arylsulfotransferase of various phenolic acceptor molecules is reported. Most studies in the past used toxic p-nitrophenyl sulfate as a sulfate donor for sulfation by this enzyme. However both the donor and p-nitrophenol are difficult to remove from the sulfated products. This new donor N-hydroxysuccinimide sulfate is easy to synthesize and has the advantage that at pH values above 7 it hydrolyzes to N-hydroxysuccinimide which is a safe compound and can easily be removed. As examples we demonstrated the formation of sulfated resveratrol and synthesized efficiently 3-sulfo-17-beta-estradiol and bisphenol A bisulfate. It is likely that many other phenolic compounds are sulfated using this donor. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2016.04.007

文献信息

• Sulfation made easy: A new versatile donor for enzymatic sulfation by a bacterial arylsulfotransferase
  作者：Aloysius F. Hartog、Ron Wever

  DOI：10.1016/j.molcatb.2016.04.007

  日期：2016.7

  An efficient and versatile donor for the sulfation by a bacterial arylsulfotransferase of various phenolic acceptor molecules is reported. Most studies in the past used toxic p-nitrophenyl sulfate as a sulfate donor for sulfation by this enzyme. However both the donor and p-nitrophenol are difficult to remove from the sulfated products. This new donor N-hydroxysuccinimide sulfate is easy to synthesize and has the advantage that at pH values above 7 it hydrolyzes to N-hydroxysuccinimide which is a safe compound and can easily be removed. As examples we demonstrated the formation of sulfated resveratrol and synthesized efficiently 3-sulfo-17-beta-estradiol and bisphenol A bisulfate. It is likely that many other phenolic compounds are sulfated using this donor. (C) 2016 Elsevier B.V. All rights reserved.