6-羧基-2’,7’-二氯荧光素3’,6’-二乙酸酯琥珀酰亚胺基酯 | 852299-81-1

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 6-羧基-2’,7’-二氯荧光素3’,6’-二乙酸酯琥珀酰亚胺基酯
• 中文别名: 6-羧基-2',7'-二氯荧光素3',6'-二乙酸酯琥珀酰亚胺基酯
• 英文名称: 6-carboxy-2',7'-dichlorofluorescein-3',6'-diacetate succinimidyl ester
• 英文别名: 6-Carboxy-2',7'-dichlorofluorescein 3',6'-Diacetate Succinimidyl Ester；(2,5-dioxopyrrolidin-1-yl) 3',6'-diacetyloxy-2',7'-dichloro-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylate
• CAS: 852299-81-1
• 化学式: C₂₉H₁₇Cl₂NO₁₁
• 分子量: 626.36
• InChiKey: KDFYPGVRLJRTEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  6-羧基-2’,7’-二氯荧光素3’,6’-二乙酸酯琥珀酰亚胺基酯 、 N,N-双(羧甲基)-L-赖氨酸 在 三乙胺 作用下， 以 水 、 乙腈 为溶剂， 反应 12.0h， 以33%的产率得到N-[5-(bis-carboxymethylamino)-5-carboxypentyl]-2-(2,7-dichloro-6-hydroxy-3-oxo-3H-xanthen-9-yl)-terephtalamic acid
  参考文献：
  名称：

  Selective Labeling of Extracellular Proteins Containing Polyhistidine Sequences by a Fluorescein−Nitrilotriacetic Acid Conjugate

  摘要：

  The compound NTA-DCF consists of two components, a dichlorofluorescein (DCF) reporter and a nitrilotriacetic acid (NTA) functionality. The latter binds polyhistidine sequences selectively through a bridging metal ion. The NTA-DCF conjugate has photophysical properties similar to those of the parent DCF fluorophore both by itself and as its nickel(II) complex. The insensitivity of the emission to paramagnetic ions allows the probe to label His6-tagged proteins fluorescently on the extracellular surfaces of HEK 293-T and HeLa cells.

  DOI：

  10.1021/ja0559754

文献信息

• Identification of proteins and other species with emissive chelating label
  申请人：Lippard J. Stephen

  公开号：US20070155023A1

  公开（公告）日：2007-07-05

  The present invention relates to compositions and methods for the emissive, e.g. fluorescent labeling of an analyte or other species. Emissive compositions may be attached to an analyte (e.g, a protein, a cell, or other biomolecule), where light emission from the composition may be used to determine the analyte. Emissive compositions of the present invention exhibit little or no significant decrease in light emission in the presence of metal ions.
• [EN] IDENTIFICATION OF PROTEINS AND OTHER SPECIES WITH EMISSIVE CHELATING LABEL<br/>[FR] IDENTIFICATION DE PROTEINES ET D'AUTRES ESPECES AU MOYEN D'UN MARQUAGE EMISSIF A CHELATION
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2007070479A2

  公开（公告）日：2007-06-21

  [EN] The present invention relates to compositions and methods for the emissive, e.g. fluorescent labeling of an analyte or other species. Emissive compositions may be attached to an analyte (e.g, a protein, a cell, or other biomolecule), where light emission from the composition may be used to determine the analyte. Emissive compositions of the present invention exhibit little or no significant decrease in light emission in the presence of metal ions.
  [FR] La présente invention concerne des compositions et des procédés destinés au marquage émissif, p. ex. fluorescent, d'une substance à analyser ou d'autres espèces. Les compositions émissives peuvent être fixées à une substance à analyser (p. ex. une protéine, une cellule ou une autre biomolécule), l'émission lumineuse de la composition pouvant servir à déterminer ladite substance à analyser. Les compositions émissives objets de la présente invention ne présentent qu'une faible baisse significative, ou aucune baisse de l'émission lumineuse, en présence d'ions métalliques.