AFDye 594-NHS

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: AFDye 594-NHS
• 英文别名: Alexa Fluor 594 meta-isomer；[13-[2-carboxy-4-(2,5-dioxopyrrolidin-1-yl)oxycarbonylphenyl]-6,7,7,19,19,20-hexamethyl-17-(sulfomethyl)-2-oxa-20-aza-6-azoniapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(14),3,5,8,10,12,15,17,21-nonaen-9-yl]methanesulfonate
• 化学式: C₃₉H₃₇N₃O₁₃S₂
• 分子量: 819.867
• InChiKey: KWHCBZDWVYWWLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  57
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  245
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  AFDye 594-NHS 、 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 以40%的产率得到
  参考文献：
  名称：

  多细胞荧光成像的超快速循环。

  摘要：

  在现代诊断中，对单细胞和少量细胞群体进行快速分析是必不可少的，但是现有方法通常是有限且缓慢的。在这里，我们描述了一种基于四嗪（Tz）/反式环辛烯（TCO）介导的猝灭作用的独特接头的用于分析单细胞的超快速，高效循环方法。出乎意料的是，淬灭反应速率比预期的快3个数量级以上（t1 / 2 <1秒）。这样就可以在一小时内完成多周期染色和免疫细胞谱分析，并利用加速的动力学特性为快速细胞分析开辟了新的诊断可能性。

  DOI：

  10.1002/anie.201915153

文献信息

• [EN] METHODS FOR CELL IMAGING<br/>[FR] PROCÉDÉS D'IMAGERIE CELLULAIRE
  申请人：MASSACHUSETTS GEN HOSPITAL

  公开号：WO2021119268A1

  公开（公告）日：2021-06-17

  The present application provides a compound of Formula (A), or a pharmaceutically acceptable salt thereof, wherein R1, L1, n, L2, m, L3, p, Y1, Y2, and Y3 are as described herein. Methods of using the compound of Formula (A) to prepare an antibody conjugate, and methods of using these conjugates for cellular imaging are also described.

  本申请提供了一种公式（A）的化合物或其药学上可接受的盐，其中R1、L1、n、L2、m、L3、p、Y1、Y2和Y3的描述如下。还描述了使用公式（A）的化合物制备抗体偶联物的方法，以及使用这些偶联物进行细胞成像的方法。
• Small-molecule fluorescent probes for specific RNA targets
  作者：Asako Murata、Shin-ichi Sato、Yoshinori Kawazoe、Motonari Uesugi

  DOI：10.1039/c1cc10393h

  日期：——

  A method was developed that uses small molecules as fluorescent probes to detect specific mRNAs. In this approach, the fluorescence of fluorophore–quencher conjugates is restored by the binding of an mRNA aptamer tag to the quencher segment of the molecules. The method allows real-time detection of mRNA transcripts in vitro.

  我们开发了一种利用小分子作为荧光探针来检测特定 mRNA 的方法。在这种方法中，荧光团-淬灭剂共轭物的荧光通过 mRNA aptamer 标记与分子中的淬灭段结合而恢复。这种方法可在体外实时检测 mRNA 转录本。
• β-Peptides with improved affinity for hDM2 and hDMX
  作者：Elizabeth A. Harker、Douglas S. Daniels、Danielle A. Guarracino、Alanna Schepartz

  DOI：10.1016/j.bmc.2009.01.039

  日期：2009.3

  We previously described a series of 3(14)-helical beta-peptides that bind the hDM2 protein and inhibit its interaction with a p53-derived peptide in vitro. Here we present a detailed characterization of the interaction of these peptides with hDM2 and report two new beta-peptides in which non-natural side chains have been substituted into the hDM2-recognition epitope. These peptides feature both improved affinity and inhibitory potency in fluorescence polarization and ELISA assays. Additionally, one of the new beta-peptides also binds the hDM2- related protein, hDMX, which has been identified as another key therapeutic target for activation of the p53 pathway in tumors. (C) 2009 Elsevier Ltd. All rights reserved.
• In Vivo Targeting of Hydrogen Peroxide by Activatable Cell-Penetrating Peptides
  作者：Roy Weinstain、Elamprakash N. Savariar、Csilla N. Felsen、Roger Y. Tsien

  DOI：10.1021/ja411547j

  日期：2014.1.22

  A hydrogen peroxide (H2O2)-activated cell-penetrating peptide was developed through incorporation of a boronic acid-containing cleavable linker between polycationic cell-penetrating peptide and polyanionic fragments. Fluorescence labeling of the two ends of the molecule enabled monitoring its reaction with H2O2 through release of the highly adhesive cell-penetrating peptide and disruption of fluorescence resonance energy transfer. The H2O2 sensor selectively reacts with endogenous H2O2 in cell culture to monitor the oxidative burst of promyelocytes and in vivo to image lung inflammation. Targeting H2O2 has potential applications in imaging and therapy of diseases related to oxidative stress.
• Ultra‐fast Cycling for Multiplexed Cellular Fluorescence Imaging
  作者：Jina Ko、Juhyun Oh、Maaz S. Ahmed、Jonathan C. T. Carlson、Ralph Weissleder

  DOI：10.1002/anie.201915153

  日期：2020.4.20

  existing methods are often limited and slow. Here we describe an ultra-fast, highly efficient cycling method for the analysis of single cells based on unique linkers for tetrazine (Tz) / trans- cyclooctene (TCO) mediated quenching. Surprisingly, the quenching reaction rates were more than 3 orders of magnitude faster (t1/2 < 1 sec) than predicted. This allowed multi-cycle staining and immune cell profiling

  在现代诊断中，对单细胞和少量细胞群体进行快速分析是必不可少的，但是现有方法通常是有限且缓慢的。在这里，我们描述了一种基于四嗪（Tz）/反式环辛烯（TCO）介导的猝灭作用的独特接头的用于分析单细胞的超快速，高效循环方法。出乎意料的是，淬灭反应速率比预期的快3个数量级以上（t1 / 2 <1秒）。这样就可以在一小时内完成多周期染色和免疫细胞谱分析，并利用加速的动力学特性为快速细胞分析开辟了新的诊断可能性。