二乙酰荧光素-5-马来亚胺 | 150322-01-3

• 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: 二乙酰荧光素-5-马来亚胺
• 英文名称: 5-maleimidofluorescein diacetate
• 英文别名: Fluorescein diacetate 5-maleimide；[6'-acetyloxy-5-(2,5-dioxopyrrol-1-yl)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] acetate
• CAS: 150322-01-3
• 化学式: C₂₈H₁₇NO₉
• 分子量: 511.444
• InChiKey: WZBJWHQRQDEKOF-UHFFFAOYSA-N

物化性质

• 熔点：
  228-229°C
• 溶解度：
  在DMF中可溶

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  9

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338

反应信息

• 作为反应物：
  描述：

  二乙酰荧光素-5-马来亚胺 、 Ac-U-N-I-I-U-P-L-L-U-P-I-C 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以60%的产率得到
  参考文献：
  名称：

  Translocation of an Aib-containing peptide through cell membranes

  摘要：

  The biophysical characteristics and channel-forming activity of peptaibols inserted into artificial membranes have been studied over the last 30 years. However, to our knowledge, no studies have addressed directly their behavior in living cells. In this work, a novel strategy has been employed to precisely assess the living cell membrane-penetrating activity of a fluorescein-labeled Aib (alpha-aminoisobutyric acid)-containing peptide derived from a peptaibol, trichorovin-XIIa (TV-XIIa). We have demonstrated for the first time that the peptide containing an unusual amino acid residue, Aib, is taken up by cells via a non endocytic pathway. The replacement of Aib in the TV-XIIa sequence with Ala inhibits the cellular uptake. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.005

文献信息

• <i>λ</i>-Orthogonal Pericyclic Macromolecular Photoligation
  作者：Kai Hiltebrandt、Thomas Pauloehrl、James P. Blinco、Katharina Linkert、Hans G. Börner、Christopher Barner-Kowollik

  DOI：10.1002/anie.201410789

  日期：2015.2.23

  A photochemical strategy enabling λ‐orthogonal reactions is introduced to construct macromolecular architectures and to encode variable functional groups with site‐selective precision into a single molecule by the choice of wavelength. λ‐Orthogonal pericyclic reactions proceed independently of one another by the selection of functional groups that absorb light of specific wavelengths. The power of

  引入了实现λ正交反应的光化学策略，以构建大分子结构，并通过选择波长将位点选择精度的可变功能基团编码为单个分子。通过选择吸收特定波长的光的官能团，λ-正交周环反应彼此独立地进行。等摩尔量的马来酰亚胺与两种带有不同马来酰亚胺反应性端基的聚合物（即光活性二烯（光烯醇）和腈亚胺（四唑））的一锅反应显示了新概念的强大功能。在λ= 310-350 nm的选择性照射下，任何马来酰亚胺（或活化的烯）封端的化合物都仅与光烯醇官能团聚合物发生反应。完成光烯醇的转化后，随后在λ= 270-310 nm处的辐照激活了四唑基团与功能烯的反应。复杂的马来酰亚胺，官能烯和聚合物与中心聚合物支架的λ正交点击反应表明了该方法的多功能性。
• MODIFIED WOUND DRESSINGS
  申请人：CONVATEC TECHNOLOGIES IN C.

  公开号：US20210275693A1

  公开（公告）日：2021-09-09

  Embodiments described herein relate to compounds for the detection of wounds, e.g., chronic wounds or infected wounds, including compositions, substrates, kits, dressing materials, and articles, and systems containing such compounds. Further embodiments relate to methods of using these compositions, kits and systems in diagnostic assays, and in the diagnosis and/or detection of chronic or infected wounds based on enzymatic conversion of specific substrates which are contained in the compositions. Additional embodiments relate to methods of characterizing wounds based on expression of a plurality of markers and using such information to treat, manage, and follow-up patients suffering from chronic or infected wounds.
• [EN] MODIFIED WOUND DRESSINGS<br/>[FR] PANSEMENTS MODIFIÉS POUR PLAIES
  申请人：CONVATEC TECHNOLOGIES INC

  公开号：WO2017173026A1

  公开（公告）日：2017-10-05

  Embodiments described herein relate to compounds for the detection of wounds, e.g., chronic wounds or infected wounds, including compositions, substrates, kits, dressing materials, and articles, and systems containing such compounds. Further embodiments relate to methods of using these compositions, kits and systems in diagnostic assays, and in the diagnosis and/or detection of chronic or infected wounds based on enzymatic conversion of specific substrates which are contained in the compositions. Additional embodiments relate to methods of characterizing wounds based on expression of a plurality of markers and using such information to treat, manage, and follow-up patients suffering from chronic or infected wounds.
• Translocation of an Aib-containing peptide through cell membranes
  作者：Shun-ichi Wada、Yasunari Hitora、Reiko Tanaka、Hidehito Urata

  DOI：10.1016/j.bmcl.2008.06.005

  日期：2008.7

  The biophysical characteristics and channel-forming activity of peptaibols inserted into artificial membranes have been studied over the last 30 years. However, to our knowledge, no studies have addressed directly their behavior in living cells. In this work, a novel strategy has been employed to precisely assess the living cell membrane-penetrating activity of a fluorescein-labeled Aib (alpha-aminoisobutyric acid)-containing peptide derived from a peptaibol, trichorovin-XIIa (TV-XIIa). We have demonstrated for the first time that the peptide containing an unusual amino acid residue, Aib, is taken up by cells via a non endocytic pathway. The replacement of Aib in the TV-XIIa sequence with Ala inhibits the cellular uptake. (c) 2008 Elsevier Ltd. All rights reserved.