N-1',N-3'-bis(α-methyl-6-nitropiperonyloxycarbonyl)biotin methyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: N-1',N-3'-bis(α-methyl-6-nitropiperonyloxycarbonyl)biotin methyl ester
• 英文别名: bis[1-(6-nitro-1,3-benzodioxol-5-yl)ethyl] (3aS,4S,6aR)-4-(5-methoxy-5-oxopentyl)-2-oxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazole-1,3-dicarboxylate
• 化学式: C₃₁H₃₂N₄O₁₅S
• 分子量: 732.679
• InChiKey: WXGONEJSSILRPW-WRTNQMFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  51
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  256
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  N-1',N-3'-bis(α-methyl-6-nitropiperonyloxycarbonyl)biotin methyl ester 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以74%的产率得到N-1',N-3'-bis(α-methyl-6-nitropiperonyloxycarbonyl)biotin
  参考文献：
  名称：

  Spatially-Addressable Immobilization of Macromolecules on Solid Supports

  摘要：

  A method is described for immobilization of receptors, antibodies, or other macromolecules at precise locations on solid substrates. We have combined photolithographic techniques with the use of a ''caged'' biotin analogue that has been covalently linked to the substrate surface. Exposure to near UV light through a photolithographic mask yields biotin sites for streptavidin binding. Biotinylated macromolecules are then immobilized via a biotin-streptavidin-biotin bridge. Molecules may be attached at selected locations by carrying out repeated rounds of exposure, streptavidin binding, and application of the biotinylated reagent. We have demonstrated the immobilization of fluorescein-streptavidin molecules in 500 mu m x 500 mu m sites, and the localization of two biotinylated antibodies at different sites on a planar substrate surface. We anticipate that the technique will prove useful in drug screening, diagnostics, and biosensor applications.

  DOI：

  10.1021/ja00154a003
• 作为产物：
  描述：

  D-生物素 在 盐酸 、 sodium hydride 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.5h， 生成 N-1',N-3'-bis(α-methyl-6-nitropiperonyloxycarbonyl)biotin methyl ester
  参考文献：
  名称：

  Spatially-Addressable Immobilization of Macromolecules on Solid Supports

  摘要：

  A method is described for immobilization of receptors, antibodies, or other macromolecules at precise locations on solid substrates. We have combined photolithographic techniques with the use of a ''caged'' biotin analogue that has been covalently linked to the substrate surface. Exposure to near UV light through a photolithographic mask yields biotin sites for streptavidin binding. Biotinylated macromolecules are then immobilized via a biotin-streptavidin-biotin bridge. Molecules may be attached at selected locations by carrying out repeated rounds of exposure, streptavidin binding, and application of the biotinylated reagent. We have demonstrated the immobilization of fluorescein-streptavidin molecules in 500 mu m x 500 mu m sites, and the localization of two biotinylated antibodies at different sites on a planar substrate surface. We anticipate that the technique will prove useful in drug screening, diagnostics, and biosensor applications.

  DOI：

  10.1021/ja00154a003

文献信息

• Spatially-Addressable Immobilization of Macromolecules on Solid Supports
  作者：Steven A. Sundberg、Ronald W. Barrett、Michael Pirrung、Amy L. Lu、Benjang Kiangsoontra、Christopher P. Holmes

  DOI：10.1021/ja00154a003

  日期：1995.12

  A method is described for immobilization of receptors, antibodies, or other macromolecules at precise locations on solid substrates. We have combined photolithographic techniques with the use of a ''caged'' biotin analogue that has been covalently linked to the substrate surface. Exposure to near UV light through a photolithographic mask yields biotin sites for streptavidin binding. Biotinylated macromolecules are then immobilized via a biotin-streptavidin-biotin bridge. Molecules may be attached at selected locations by carrying out repeated rounds of exposure, streptavidin binding, and application of the biotinylated reagent. We have demonstrated the immobilization of fluorescein-streptavidin molecules in 500 mu m x 500 mu m sites, and the localization of two biotinylated antibodies at different sites on a planar substrate surface. We anticipate that the technique will prove useful in drug screening, diagnostics, and biosensor applications.