N-Mor-rhodamine 110 | 628302-72-7

• 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: N-Mor-rhodamine 110
• 英文别名: N-(6'-amino-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl)morpholine-4-carboxamide
• CAS: 628302-72-7
• 化学式: C₂₅H₂₁N₃O₅
• 分子量: 443.459
• InChiKey: SDIXFSJSTGHYQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-Mor-rhodamine 110 在 三氟乙酸 、 亚硝酸异戊酯 、 sodium azide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 以81%的产率得到Sulfidefluor-2
  参考文献：
  名称：

  Reaction-Based Fluorescent Probes for Selective Imaging of Hydrogen Sulfide in Living Cells

  摘要：

  Hydrogen sulfide (H2S) is emerging as an important mediator of human physiology and pathology but remains difficult to study, in large part because of the lack of methods for selective monitoring of this small signaling molecule in live biological specimens. We now report a pair of new reaction-based fluorescent probes for selective imaging of H2S in living cells that exploit the H2S-mediated reduction of azides to fluorescent amines. Sulfidefluor-1 (SF1) and Sulfidefluor-2 (SF2) respond to H2S by a turn-on fluorescence signal enhancement and display high selectivity for H2S over other biologically relevant reactive sulfur, oxygen, and nitrogen species. In addition, SF1 and SF2 can be used to detect H2S in both water and live cells, providing a potentially powerful approach for probing H2S chemistry in biological systems.

  DOI：

  10.1021/ja203661j
• 作为产物：
  描述：

  4-吗啉碳酰氯 、 3',6'-diamino-spiro[phthalan-1,9'-xanthen]-3-one 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-Mor-rhodamine 110
  参考文献：
  名称：

  Reaction-Based Fluorescent Probes for Selective Imaging of Hydrogen Sulfide in Living Cells

  摘要：

  Hydrogen sulfide (H2S) is emerging as an important mediator of human physiology and pathology but remains difficult to study, in large part because of the lack of methods for selective monitoring of this small signaling molecule in live biological specimens. We now report a pair of new reaction-based fluorescent probes for selective imaging of H2S in living cells that exploit the H2S-mediated reduction of azides to fluorescent amines. Sulfidefluor-1 (SF1) and Sulfidefluor-2 (SF2) respond to H2S by a turn-on fluorescence signal enhancement and display high selectivity for H2S over other biologically relevant reactive sulfur, oxygen, and nitrogen species. In addition, SF1 and SF2 can be used to detect H2S in both water and live cells, providing a potentially powerful approach for probing H2S chemistry in biological systems.

  DOI：

  10.1021/ja203661j

文献信息

• FLUORESCENT PROBES FOR REACTIVE SULFUR SPECIES
  申请人：CHANG Christopher J.

  公开号：US20120329085A1

  公开（公告）日：2012-12-27

  The invention provides reaction-based fluorescent probes for selective imaging of hydrogen sulfide in living cells.

  本发明提供了一种基于反应的荧光探针，用于活细胞中硫化氢的选择性成像。
• Substrate optimization for monitoring cathepsin C activity in live cells
  作者：Jun Li、H. Michael Petrassi、Christine Tumanut、Brian T. Masick、Christopher Trussell、Jennifer L. Harris

  DOI：10.1016/j.bmc.2008.02.002

  日期：2009.2

  A series of peptidic fluorogenic substrates were synthesized to develop a flow cytometry assay (FACS) to monitor the proteolytic activity of cathepsin C in live cells. Of the 16 substrates tested, (NH2-aminobutyric-homophenylalanine)(2)-rhodamine demonstrated the best reactivity and selectivity profile in the FACS assay using the B721 human B-lymphoblastoid cell line. The resulting FACS assay was validated through correlation of the IC50 values with a competitive radiolabeling assay against a series of small molecule inhibitors of cathepsin C. (C) 2008 Elsevier Ltd. All rights reserved.
• [EN] LUMINOGENIC PROTEASE SUBSTRATES<br/>[FR] SUBSTRATS LUMINOGENES POUR PROTEASES
  申请人：——

  公开号：WO2003099780A3

  公开（公告）日：2004-04-01
• FLUORESCENCE ASSAYS WITH IMPROVED SENSITIVITY
  申请人：RAINES Ronald T.

  公开号：US20090299061A1

  公开（公告）日：2009-12-03

  Latent fluorescent compounds, comprising a fluorescent molecule with one or more blocking groups attached and optionally one or more urea-containing groups are provided. The urea-containing group can be used to further attach one or more molecules of interest, such as proteins, peptides or nucleic acids. The blocking group(s) is released from the latent fluorescent compound by reaction with a trigger, forming the fluorescent molecule which can be detected. Also provided herein are methods of using latent fluorescent compounds to detect triggers.
• US7534902B2
  申请人：——

  公开号：US7534902B2

  公开（公告）日：2009-05-19