4-(13-azido-2,5,8,11-tetraoxatridecyl)-benzylalcohol | 680622-74-6

• 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: 4-(13-azido-2,5,8,11-tetraoxatridecyl)-benzylalcohol
• 英文别名: [4-[2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethoxymethyl]phenyl]methanol
• CAS: 680622-74-6
• 化学式: C₁₆H₂₅N₃O₅
• 分子量: 339.392
• InChiKey: VAWAJVULHYOMLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(13-azido-2,5,8,11-tetraoxatridecyl)-benzylalcohol 在 1,3-丙二硫醇 、 potassium tert-butylate 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 70.5h， 生成 O⁶-[4-(13-amino-2,5,8,11-tetraoxa-tridecyl)-oxymethylbenzyl]guanine
  参考文献：
  名称：

  融合蛋白的共价和选择性固定

  摘要：

  介绍了融合蛋白共价固定的通用方法。该方法基于人类 O6-烷基鸟嘌呤-DNA 烷基转移酶的不寻常机制，该酶不可逆地将烷基从其底物（烷基化或苄基化鸟嘌呤）转移到反应性半胱氨酸残基。通过将苄基连接到表面，hAGT 融合蛋白以特定的共价方式固定自身。hAGT 与其底物反应的特异性甚至允许直接从细胞提取物中特异性固定 hAGT 融合蛋白，使该方法成为当前使用的固定程序的有吸引力的替代方法。

  DOI：

  10.1021/ja034145s
• 作为产物：
  描述：

  11-叠氮基-3,6,9-三氧杂十一醇 在 吡啶 、 氢氟酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 4-(13-azido-2,5,8,11-tetraoxatridecyl)-benzylalcohol
  参考文献：
  名称：

  融合蛋白的共价和选择性固定

  摘要：

  介绍了融合蛋白共价固定的通用方法。该方法基于人类 O6-烷基鸟嘌呤-DNA 烷基转移酶的不寻常机制，该酶不可逆地将烷基从其底物（烷基化或苄基化鸟嘌呤）转移到反应性半胱氨酸残基。通过将苄基连接到表面，hAGT 融合蛋白以特定的共价方式固定自身。hAGT 与其底物反应的特异性甚至允许直接从细胞提取物中特异性固定 hAGT 融合蛋白，使该方法成为当前使用的固定程序的有吸引力的替代方法。

  DOI：

  10.1021/ja034145s

文献信息

• Substrates for o6-alkylguanina-dna alkyltransferase
  申请人：Kindermann Maik

  公开号：US20060024775A1

  公开（公告）日：2006-02-02

  The present invention relates to methods of transferring a label from novel substrates to O 6 -alkylguanine-DNA alkyltransferases (AGT) and O 6 -alkylguanine-DNA alkyltransferase fusion proteins, and to novel substrates suitable in such methods. Proteins of interest are incorporated into an AGT fusion protein, the AGT fusion protein is contacted with particular AGT substrates carrying a label, and the AGT fusion protein is detected and optionally further manipulated using the label in a system designed for recognising and/or handling the label. The particular AGT substrates used in the method of the invention are O 6 -substituted guanine derivatives or related nitrogen containing hydroxy-heterocycles and their sulfur analogs wherein the O 6 -substituent is an activated methyl derivative suitable for transfer from guanine or the corresponding heterocycle to AGT, and further carrying a label or a plurality of same or different labels. The invention relates also to the novel AGT substrates as such, to methods of manufacture of such novel substrates, and to intermediates useful in the synthesis of such novel AGT substrates.

  本发明涉及将标签从新型底物转移至O6-烷基鸟嘌呤-DNA烷基转移酶（AGT）和O6-烷基鸟嘌呤-DNA烷基转移酶融合蛋白质的方法，以及适用于这种方法的新型底物。感兴趣的蛋白质被并入AGT融合蛋白质中，AGT融合蛋白质与携带标签的特定AGT底物接触，并使用系统识别和/或处理标签来检测AGT融合蛋白质并可选地进一步操作。本发明中使用的特定AGT底物是O6取代鸟嘌呤衍生物或相关氮含杂环氢氧基化合物及其硫化物，其中O6取代基是适合从鸟嘌呤或相应杂环到AGT转移的活性甲基衍生物，并进一步携带一个标签或多个相同或不同的标签。本发明还涉及新型AGT底物本身，制造这种新型底物的方法，以及合成这种新型AGT底物的中间体。
• SUBSTRATES FOR O6-ALKYLGUANINE-DNA ALKYLTRANSFERASE
  申请人：ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL)

  公开号：EP1546371A1

  公开（公告）日：2005-06-29
• US7799524B2
  申请人：——

  公开号：US7799524B2

  公开（公告）日：2010-09-21
• [EN] SUBSTRATES FOR O<6>-ALKYLGUANINE-DNA ALKYLTRANSFERASE<br/>[FR] SUBSTRATS DE O<6>-ALKYLGUANINE-ADN ALKYLTRANSFERASE
  申请人：ECOLE POLYTECH

  公开号：WO2004031405A1

  公开（公告）日：2004-04-15

  The present invention relates to methods of transferring a label from novel substrates to O6-alkylguanine-DNA alkyltransferases (AGT) and O6-alkylguanine-DNA alkyltransferase fusion proteins, and to novel substrates suitable in such methods. Proteins of interest are incorporated into an AGT fusion protein, the AGT fusion protein is contacted with particular AGT substrates carrying a label, and the AGT fusion protein is detected and optionally further manipulated using the label in a system designed for recognising and/or handling the label. The particular AGT substrates used in the method of the invention are O6-substituted guanine derivatives or related nitrogen containing hydroxy-heterocycles and their sulfur analogs wherein the O6-substituent is an activated methyl derivative suitable for transfer from guanine or the corresponding heterocycle to AGT, and further carrying a label or a plurality of same or different labels. The invention relates also to the novel AGT substrates as such, to methods of manufacture of such novel substrates, and to intermediates useful in the synthesis of such novel AGT substrates.
• Covalent and Selective Immobilization of Fusion Proteins
  作者：Maik Kindermann、Nathalie George、Nils Johnsson、Kai Johnsson

  DOI：10.1021/ja034145s

  日期：2003.7.1

  general method for the covalent immobilization of fusion proteins is presented. The approach is based on the unusual mechanism of the human O6-alkylguanine-DNA alkyltransferase, which irreversibly transfers the alkyl group from its substrate, alkylated or benzylated guanine, to a reactive cysteine residue. By attaching the benzyl group to a surface, hAGT fusion proteins immobilize themselves in a specific

  介绍了融合蛋白共价固定的通用方法。该方法基于人类 O6-烷基鸟嘌呤-DNA 烷基转移酶的不寻常机制，该酶不可逆地将烷基从其底物（烷基化或苄基化鸟嘌呤）转移到反应性半胱氨酸残基。通过将苄基连接到表面，hAGT 融合蛋白以特定的共价方式固定自身。hAGT 与其底物反应的特异性甚至允许直接从细胞提取物中特异性固定 hAGT 融合蛋白，使该方法成为当前使用的固定程序的有吸引力的替代方法。