5-(hexadecanoylaminomethyl)fluoresceine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5-(hexadecanoylaminomethyl)fluoresceine
• 英文别名: 5-[(Hexadecanoylamino)methyl]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid；5-[(hexadecanoylamino)methyl]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
• 化学式: C₃₇H₄₅NO₆
• 分子量: 599.767
• InChiKey: DFILNNJZURUNDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  44
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-(aminomethyl)fluoresceine hydrochloride 、 棕榈酰氯 在 N-甲基咪唑 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 以80%的产率得到5-(hexadecanoylaminomethyl)fluoresceine
  参考文献：
  名称：

  摘要：

  Three fluorescent probes were synthesized for studying the excitation energy migration between two identical fluorophores. Each probe has two identical fluorescent groups (dansyl, 7-nitrobenzo-2-oxa-1,3diazole-4-yl, or fluoresceinyl) linked by the rigid bis-(8-aminooctyl)amide of 4,4'-biphenyldicarbonic acid or flexible dotriacontanedioic acid spacer, which enables the intramolecular energy migration through the distance of 3.2-3.5 nm.

  DOI：

  10.1023/a:1022238721223

文献信息

• ——
  作者：L. B.-Å. Johansson、S. V. Kalinin、K. A. Filatova、Jul. G. Molotkovsky

  DOI：10.1023/a:1022238721223

  日期：——

  Three fluorescent probes were synthesized for studying the excitation energy migration between two identical fluorophores. Each probe has two identical fluorescent groups (dansyl, 7-nitrobenzo-2-oxa-1,3diazole-4-yl, or fluoresceinyl) linked by the rigid bis-(8-aminooctyl)amide of 4,4'-biphenyldicarbonic acid or flexible dotriacontanedioic acid spacer, which enables the intramolecular energy migration through the distance of 3.2-3.5 nm.
• Distance Measurements Using Partial Donor−Donor Energy Migration within Pairs of Fluorescent Groups in Lipid Bilayers
  作者：Stanislav Kalinin、Julian G. Molotkovsky、Lennart B.-Å. Johansson

  DOI：10.1021/jp022672c

  日期：2003.4.1

  For distance measurements the fluorescence relaxation was explored within pairwise interacting chemically identical, but photophysically different fluorescent groups. The recently developed theory (Kalinin, S. V.; et al. Spectrochim. Acta, Part A 2002, 58, 1087-1097) of partial donor-donor energy migration (PDDEM) was tested on lipid vesicles as a model system, which, for example, enables arrangement of a pH gradient between the inside and outside of the lipid bilayer. Time-correlated single-photon counting and steady-state fluorescence experiments were per-formed on mono- and bis-lipid derivatives of fluorescein solubilized in lipid bilayers. The PDDEM approach was successfully applied in the analyses of the different experiments. The distances extracted between the fluorescein groups of bis-fluorescein derivatives in lipid vesicles composed 1,2-dioleoyl-sn-glycero-3-phosphocholine and 1,2-dimyristoyl-sn-glycero-3-phosphocholine were found to be in reasonable agreement with independent measurements of the bilayer thickness.