2-mercapto-3-propargylaminonaphtoquinone | 1429188-71-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-mercapto-3-propargylaminonaphtoquinone
• CAS: 1429188-71-5
• 化学式: C₁₃H₉NO₂S
• 分子量: 243.286
• InChiKey: KDQDTHGJMHJOQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.43
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  46.17
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-chloro-3-propargylaminonaphtoquinone 在 sodium sulfide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以63%的产率得到2-mercapto-3-propargylaminonaphtoquinone
  参考文献：
  名称：

  Surface Display of a Redox Enzyme and its Site-Specific Wiring to Gold Electrodes

  摘要：

  The generation of a current through interaction between bacteria and electrodes has been explored by various methods. We demonstrate the attachment of living bacteria through a surface displayed redox enzyme, alcohol dehydrogenase II. The unnatural amino acid para-azido-L-phenylalanine was incorporated into a specific site of the displayed enzyme, facilitating electron transfer between the enzyme and an electrode. In order to attach the bacteria carrying the surface displayed enzyme to a surface, a linker containing an alkyne and a thiol moiety on opposite ends was synthesized and attached to the dehydrogenase site specifically through a copper(I)-catalyzed azide-alkyne cydoaddition reaction. Using this approach we were able to covalently link bacteria to gold-coated surfaces and to gold nanoparticles, while maintaining viability and catalytic activity. We show the performance of a biofuel cell using these modified bacteria at the anode, which resulted in site-specific dependent fuel cell performance for at least a week. This is the first example of site-specific attachment of a true living biohybrid to inorganic material.

  DOI：

  10.1021/ja310556n