(E)-N-(4-(2-(4-cyano-5-dicyanomethylene-2,2-dimethyl-2,5-dihydrofuran-3-yl)vinyl)phenyl)-N-(4-formylphenyl)-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-2,4-dinitrobenzenesulfonamide | 1004324-99-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-N-(4-(2-(4-cyano-5-dicyanomethylene-2,2-dimethyl-2,5-dihydrofuran-3-yl)vinyl)phenyl)-N-(4-formylphenyl)-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-2,4-dinitrobenzenesulfonamide
• 英文别名: ThioFluor 623；N-[4-[(E)-2-[4-cyano-5-(dicyanomethylidene)-2,2-dimethylfuran-3-yl]ethenyl]phenyl]-N-[2-[2-(2-methoxyethoxy)ethoxy]ethyl]-2,4-dinitrobenzenesulfonamide
• CAS: 1004324-99-5
• 化学式: C₃₁H₃₀N₆O₁₀S
• 分子量: 678.679
• InChiKey: CDPMXQUCTGVMFA-UXBLZVDNSA-N

物化性质

• 溶解度：
  DMF：20mg/mL；二甲基亚砜：20mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  48
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  246
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (E)-N-(4-(2-(4-cyano-5-dicyanomethylene-2,2-dimethyl-2,5-dihydrofuran-3-yl)vinyl)phenyl)-N-(4-formylphenyl)-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-2,4-dinitrobenzenesulfonamide 在 DL-半胱氨酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以82%的产率得到(E)-(2-(3-cyano-4-(2-(2-(2-methoxyethoxy)ethoxy)ethylamino)styryl)-5,5-dimethylfuran-2(5H)-ylidene)propane-1,3-dinitrile
  参考文献：
  名称：

  A Highly Selective Fluorescent Probe for Thiol Bioimaging

  摘要：

  A new fluorescent turn-on probe (3) for the selective sensing and bioimaging of thiols is reported. In aqueous buffer solutions at physiological pH, thiols cleave the 2,4-dinitrobenzenesulfonyl group to release the red-emissive donor-acceptor fluorophore (4). The probe displays excellent immunity to interference from nitrogen and oxygen nucleophiles and the imaging of thiols in living cells is demonstrated.

  DOI：

  10.1021/ol702539v
• 作为产物：
  描述：

  N-(4-formylphenyl)-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-2,4-dinitrobenzenesulfonamide 、 2-(3-氰基-4,5,5-三甲基呋喃-2(5H)-亚甲基)丙二腈 在 乙酸铵 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以47%的产率得到(E)-N-(4-(2-(4-cyano-5-dicyanomethylene-2,2-dimethyl-2,5-dihydrofuran-3-yl)vinyl)phenyl)-N-(4-formylphenyl)-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-2,4-dinitrobenzenesulfonamide
  参考文献：
  名称：

  A Highly Selective Fluorescent Probe for Thiol Bioimaging

  摘要：

  A new fluorescent turn-on probe (3) for the selective sensing and bioimaging of thiols is reported. In aqueous buffer solutions at physiological pH, thiols cleave the 2,4-dinitrobenzenesulfonyl group to release the red-emissive donor-acceptor fluorophore (4). The probe displays excellent immunity to interference from nitrogen and oxygen nucleophiles and the imaging of thiols in living cells is demonstrated.

  DOI：

  10.1021/ol702539v

文献信息

• Self-Sealing Fastener
  申请人：BRAY ALAN V.

  公开号：US20120168055A1

  公开（公告）日：2012-07-05

  An apparatus for making and using a fastener suitable for use in airplane manufacture or repair that is coated with a pre-mixed moisture cure sealant. The sealant layer is coated with a frangible moisture barrier that will break apart when the fastener is installed, thus exposing the sealant to a moisture source. Once exposed to moisture, the sealant will begin to cure. Preferred embodiments also provide a premature cure indicator that provides a visual indication that the outer moisture resistant layer has been damaged.
• A Highly Selective Fluorescent Probe for Thiol Bioimaging
  作者：Jean Bouffard、Youngmi Kim、Timothy M. Swager、Ralph Weissleder、Scott A. Hilderbrand

  DOI：10.1021/ol702539v

  日期：2008.1.1

  A new fluorescent turn-on probe (3) for the selective sensing and bioimaging of thiols is reported. In aqueous buffer solutions at physiological pH, thiols cleave the 2,4-dinitrobenzenesulfonyl group to release the red-emissive donor-acceptor fluorophore (4). The probe displays excellent immunity to interference from nitrogen and oxygen nucleophiles and the imaging of thiols in living cells is demonstrated.