trifluoro-N-(2-(2-(2-hydroxyethoxy)ethoxy)ethyl)acetamide | 1087255-08-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: trifluoro-N-(2-(2-(2-hydroxyethoxy)ethoxy)ethyl)acetamide
• 英文别名: 8-trifluoroacetamido-3,6-dioxa-1-octanol；2,2,2-trifluoro-N-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]acetamide
• CAS: 1087255-08-0
• 化学式: C₈H₁₄F₃NO₄
• 分子量: 245.199
• InChiKey: CWHNIDIAZXOAEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  trifluoro-N-(2-(2-(2-hydroxyethoxy)ethoxy)ethyl)acetamide 、 二苄基磷酰基氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以623 mg的产率得到O-(dibenzyloxyphosphoryl)-8-trifluoroacetamido-3,6-dioxa-1-octanol
  参考文献：
  名称：

  Potent Ligands for Prokaryotic UDP-Galactopyranose Mutase That Exploit an Enzyme Subsite

  摘要：

  UDP-Galactopyranose mutase (UGM or Glf), which catalyzes the interconversion of UDP-galactopyranose and UDP-galactofuranose, is implicated in the viability and virulence of multiple pathogenic microorganisms. Here we report the synthesis of high-affinity ligands for UGM homologues from Klebsiella pneumoniae and Mycobacterium tuberculosis. The potency of these compounds stems from their ability to access both the substrate binding pocket and an adjacent site.

  DOI：

  10.1021/ol802094p
• 作为产物：
  描述：

  2-[2-(2-氨乙氧基)乙氧基]乙醇 、 三氟乙酸甲酯 反应 24.0h， 以98%的产率得到trifluoro-N-(2-(2-(2-hydroxyethoxy)ethoxy)ethyl)acetamide
  参考文献：
  名称：

  一种新型的胸苷亚磷酰胺合成子，用于在自动化寡聚脱氧核苷酸合成过程中掺入核苷间磷酸酯连接子

  摘要：

  合成了新型的胸苷亚磷酰胺合成子，并成功地用于在自动寡聚脱氧核苷酸合成过程中的所需位置上通过三甘醇接头连接至核苷间磷酸的伯氨基的掺入。合成的带有氨基接头的寡核苷酸在脱保护条件下是稳定的，并表现出Watson-Crick碱基配对特性。与含有碱基连接的氨基连接子的寡核苷酸相比，用碳菁近红外荧光染料对寡核苷酸进行共价标记可产生2.5倍的标记产率。我们预期，开发的合成方法将对单个或多个配体或报道分子的核苷酸序列特异性连接有用。

  DOI：

  10.1080/15257770701795938

文献信息

• [EN] PHOSPHORAMIDITE NUCLEOSIDE ANALOGS<br/>[FR] ANALOGUES NUCLÉOSIDIQUES DE PHOSPHORAMIDITE
  申请人：UNIV MASSACHUSETTS

  公开号：WO2009029868A1

  公开（公告）日：2009-03-05

  Described are phosphoramidite nucleoside analog monomers, precursors thereof, and oligonucleotides including one or more of the monomers. The monomers can be used during automated synthesis of oligonucleotide derivatives, and allow for incorporation of one or several reporter groups, organic molecules, bio-molecules, small molecules or other chemical groups at the internucleoside phosphotriesters. Oligonucleotides including the monomers have a number of uses in therapeutic, diagnostic, and research applications.

  本文描述了磷酰胺基核苷酸类似物单体、其前体以及包括一个或多个该单体的寡核苷酸。该单体可用于寡核苷酸衍生物的自动合成，并允许在核苷酸间磷酸三酯处结合一个或多个报告基团、有机分子、生物分子、小分子或其他化学基团。包含该单体的寡核苷酸在治疗、诊断和研究应用中具有多种用途。
• INHIBITORS OF UDP-GALACTOPYRANOSE MUTASE THWART MYCOBACTERIAL GROWTH
  申请人：Kiessling Laura Lee

  公开号：US20100056586A1

  公开（公告）日：2010-03-04

  Compounds which inhibit microbial growth or attenuate the virulence of pathogen microorganisms. Compounds of the invention inhibit UDP-galactopyranose mutase (UGM) and have activity as inhibitors of microbial growth of microorganisms which contain this enzyme and particularly those microorganisms in which this enzyme is responsible for the incorporation of galactofuranose residues, particularly for uridine 5′-diphosphate (UDP) galactopyranose mutase. Compounds of the invention inhibit UDP-galactopyranose mutase (UGM) and have activity to attenuate virulence of pathogenic microorganisms, including mycobacteria.

  本发明的化合物抑制微生物生长或减弱病原微生物的毒力。该发明的化合物抑制UDP半乳糖吡喃酮异构酶（UGM）并具有抑制含有该酶的微生物生长的活性，特别是对于该酶负责加入半乳糖呋喃糖残基的微生物，特别是对于尿苷5'-二磷酸（UDP）半乳糖吡喃酮异构酶。该发明的化合物抑制UDP半乳糖吡喃酮异构酶（UGM）并具有减弱病原微生物，包括分枝杆菌的毒力的活性。
• Inhibitors of UDP-galactopyranose mutase thwart mycobacterial growth
  申请人：Wisconsin Alumni Research Foundation

  公开号：US08273778B2

  公开（公告）日：2012-09-25

  Compounds which inhibit microbial growth or attenuate the virulence of pathogen microorganisms. Compounds of the invention inhibit UDP-galactopyranose mutase (UGM) and have activity as inhibitors of microbial growth of microorganisms which contain this enzyme and particularly those microorganisms in which this enzyme is responsible for the incorporation of galactofuranose residues, particularly for uridine 5′-diphosphate (UDP) galactopyranose mutase. Compounds of the invention inhibit UDP-galactopyranose mutase (UGM) and have activity to attenuate virulence of pathogenic microorganisms, including mycobacteria.

  抑制微生物生长或减弱病原微生物毒力的化合物。本发明的化合物抑制UDP-半乳糖吡喃糖异构酶（UGM），并具有抑制含有该酶的微生物生长的活性，特别是那些该酶负责加入半乳糖呋喃糖残基的微生物，特别是对脱氧尿苷5'-磷酸（UDP）半乳糖吡喃糖异构酶的微生物。本发明的化合物抑制UDP-半乳糖吡喃糖异构酶（UGM），并具有减弱病原微生物毒力的活性，包括分枝杆菌。
• Phosphoramidite nucleoside analogs
  申请人：University of Massachusetts

  公开号：US08084589B2

  公开（公告）日：2011-12-27

  Described are phosphoramidite nucleoside analog monomers, precursors thereof, and oligonucleotides including one or more of the monomers. The monomers can be used during automated synthesis of oligonucleotide derivatives, and allow for incorporation of one or several reporter groups, organic molecules, bio-molecules, small molecules or other chemical groups at the internucleoside phosphotriesters. Oligonucleotides including the monomers have a number of uses in therapeutic, diagnostic, and research applications.

  本文描述了磷酰胺基核苷酸模拟单体、其前体以及包括一个或多个单体的寡核苷酸。这些单体可用于寡核苷酸衍生物的自动合成，并允许在核苷酸间磷酸三酯酯基上结合一个或多个报告基团、有机分子、生物分子、小分子或其他化学基团。包括这些单体的寡核苷酸在治疗、诊断和研究应用中有多种用途。
• PHOSPHORAMIDITE NUCLEOSIDE ANALOGS
  申请人：Bogdanov Alexei

  公开号：US20090136940A1

  公开（公告）日：2009-05-28

  Described are phosphoramidite nucleoside analog monomers, precursors thereof, and oligonucleotides including one or more of the monomers. The monomers can be used during automated synthesis of oligonucleotide derivatives, and allow for incorporation of one or several reporter groups, organic molecules, bio-molecules, small molecules or other chemical groups at the internucleoside phosphotriesters. Oligonucleotides including the monomers have a number of uses in therapeutic, diagnostic, and research applications.

  描述了磷酰胺基核苷酸类似物单体、其前体以及包括一个或多个单体的寡核苷酸。这些单体可用于寡核苷酸衍生物的自动化合成，并允许在核苷酸间磷酸三酯处结合一个或多个报告基团、有机分子、生物分子、小分子或其他化学基团。包括这些单体的寡核苷酸在治疗、诊断和研究应用中具有多种用途。