(E)-(2-(3-cyano-4-(2-(2-(2-methoxyethoxy)ethoxy)ethylamino)styryl)-5,5-dimethylfuran-2(5H)-ylidene)propane-1,3-dinitrile | 1004325-00-1

• 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)-(2-(3-cyano-4-(2-(2-(2-methoxyethoxy)ethoxy)ethylamino)styryl)-5,5-dimethylfuran-2(5H)-ylidene)propane-1,3-dinitrile
• 英文别名: 2-[3-cyano-4-[(E)-2-[4-[2-[2-(2-methoxyethoxy)ethoxy]ethylamino]phenyl]ethenyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile
• CAS: 1004325-00-1
• 化学式: C₂₅H₂₈N₄O₄
• 分子量: 448.522
• InChiKey: CRYBUQBWODXKBM-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  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

文献信息

• 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.