tert-butyl (6-(piperazin-1-yl)hexyl)oxycarbamate | 1446743-43-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl (6-(piperazin-1-yl)hexyl)oxycarbamate
• CAS: 1446743-43-6
• 化学式: C₁₅H₃₁N₃O₃
• 分子量: 301.429
• InChiKey: POERBYBFTHHCNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  21.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  62.83
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (6-(piperazin-1-yl)hexyl)oxycarbamate 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成
  参考文献：
  名称：

  A General Method for Fluorescent Labeling of the N-Termini of Lanthipeptides and Its Application to Visualize their Cellular Localization

  摘要：

  Labeling of natural products with biophysical probes has greatly contributed to investigations of their modes of action and has provided tools for visualization of their targets. A general challenge is the availability of a suitable functional group for chemoselective modification. We demonstrate here that an N-terminal ketone is readily introduced into various lanthipeptides by the generation of a cryptic N-terminal dehydro amino acid by the cognate biosynthetic enzymes. Spontaneous hydrolysis of the N-terminal enamines results in alpha-ketoamides that site-specifically react with an aminooxy-derivatized alkyne or fluorophore. The methodology was successfully applied to prochlorosins 1.7 and 2.8, as well as the lantibiotics lacticin 481, haloduracin alpha, and haloduracin beta. The fluorescently modified lantibiotics were added to bacteria, and their cellular localization was visualized by confocal fluorescence microscopy. Lacticin 481 and haloduracin alpha localized predominantly at sites of new and old cell division as well as in punctate patterns along the long axis of rod-shaped bacilli, similar to the localization of lipid II. On the other hand, haloduracin beta was localized nonspecifically in the absence of haloduracin a, but formed specific patterns when coadministered with haloduracin alpha. Using two-color labeling, colocalization of both components of the two-component lantibiotic haloduracin was demonstrated. These data with living cells supports a model in which the a component recognizes lipid II and then recruits the beta-component.

  DOI：

  10.1021/ja4010706
• 作为产物：
  描述：

  N-羟基氨基甲酸叔丁酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 4.0h， 生成 tert-butyl (6-(piperazin-1-yl)hexyl)oxycarbamate
  参考文献：
  名称：

  The conjugation of rhodamine B enables carrier-free mitochondrial delivery of functional proteins

  摘要：

  小分子引导的线粒体载体自由传递和功能蛋白的肿瘤抑制。

  DOI：

  10.1039/d0ob01305f