IR-820

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: IR-820
• 英文别名: 4-[2-[(2E)-2-[2-chloro-3-[2-[1,1-dimethyl-3-(4-sulfobutyl)benzo[e]indol-3-ium-2-yl]ethenyl]cyclohex-2-en-1-ylidene]ethylidene]-1,1-dimethylbenzo[e]indol-3-yl]butane-1-sulfonic acid
• 化学式: C₄₆H₅₂ClN₂O₆S₂
• 分子量: 828.514
• InChiKey: AWZSJBDJHOOBGX-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  57
• 可旋转键数：
  13
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  IR-820 在 tin(II) chloride dihdyrate 作用下， 以 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.5h， 生成
  参考文献：
  名称：

  An Activity-Based Near-Infrared Glucuronide Trapping Probe for Imaging β-Glucuronidase Expression in Deep Tissues

  摘要：

  beta-glucuronidase is an attractive reporter and prodrug-converting enzyme. The development of near-IR (NIR) probes for imaging of beta-glucuronidase activity would be ideal to allow estimation of reporter expression and for personalized glucuronide prodrug cancer therapy in preclinical studies. However, NIR glucuronide probes are not yet available. In this work, we developed two fluorescent probes for detection of beta-glucuronidase activity, one for the NIR range (containing IR-820 dye) and the other for the visible range [containing fluorescein isothiocyanate (FITC)], by utilizing a difluoromethylphenol-glucuronide moiety (TrapG) to trap the fluorochromes in the vicinity of the active enzyme. beta-glucuronidase-mediated hydrolysis of the glucuronyl bond of TrapG generates a highly reactive alkylating group that facilitates the attachment of the fluorochrome to nucleophilic moieties located near beta-glucuronidase-expressing sites. FITC-TrapG was selectively trapped on purified beta-glucuronidase or beta-glucuronidase-expressing CT26 cells (CT26/m beta G) but not on bovine serum albumin or non-beta-glucuronidase-expressing CT26 cells used as controls. beta-glucuronidase-activated FITC-TrapG did not interfere with beta-glucuronidase activity and could label bystander proteins near beta-glucuronidase. Both FITC-TrapG and NIR-TrapG specifically imaged subcutaneous CT26/m beta G tumors, but only NIR-TrapG could image CT26/m beta G tumors transplanted deep in the liver. Thus NIR-TrapG may provide a valuable tool for visualizing beta-glucuronidase activity in vivo.

  DOI：

  10.1021/ja209335z

文献信息

• SWITCHING FLUORESCENT NANOPARTICLE PROBE AND FLUORESCENT PARTICLE IMAGING METHOD USING SAME
  申请人：Hara Isao

  公开号：US20130149252A1

  公开（公告）日：2013-06-13

  The present invention provides a novel fluorescent nanoparticle imaging probe having a switching function (a function to quench a fluorescent dye during nanoparticle preparation, and emit fluorescence during imaging). A switching fluorescent nanoparticle probe comprising: a molecular assembly composed of an amphiphilic block polymer having a hydrophilic block chain and a hydrophobic block chain; and a fluorescent dye encapsulated in the molecular assembly, wherein (a) the hydrophilic block chain comprises, as an essential hydrophilic structural unit, a unit selected from a sarcosine unit and an alkylene oxide unit, (b) the hydrophobic block chain comprises, as an essential hydrophobic structural unit, a unit selected from the group consisting of an amino acid unit and a hydroxylic acid unit, and (c) the fluorescent dye is a cyanine compound represented by the formula (I): and two or more molecules of the fluorescent dye are encapsulated in the single molecular assembly.

  本发明提供一种新型荧光纳米颗粒成像探针，具有切换功能（在纳米颗粒制备过程中熄灭荧光染料，并在成像过程中发射荧光）。一种切换荧光纳米颗粒探针包括：由具有亲水性块链和疏水性块链的两性块聚合物组成的分子组装体；以及封装在分子组装体中的荧光染料，其中（a）亲水性块链包括作为必要亲水性结构单元的一种选自肌氨酸单元和烷氧基单元的单元，（b）疏水性块链包括作为必要疏水性结构单元的一种选自氨基酸单元和羟基酸单元的单元，（c）荧光染料是由式（I）表示的青菁化合物：并且两个或更多分子的荧光染料被封装在单个分子组装体中。
• CYANOBORATE, FLUOROALKYLPHOSPHATE, FLUOROALKYLBORATE OR IMIDE DYES
  申请人：IGNATYEV Nikolai (Mykola)

  公开号：US20110190480A1

  公开（公告）日：2011-08-04

  The present invention relates to dyes of the general formula CAT + Y − (I), where Y − is an anion selected from the group of the cyanoborates, fluoroalkylphosphates, fluoroalkylborates or imidates and CAT + is a cation selected from the group of the azine, xanthene, polymethine, styryl, azo, tetrazolium, pyrylium, benzopyrylium, thiopyrylium, benzothiopyrylium, thiazine, oxazine, triarylmethane, diarylmethane, methine, acridine, quinoline, isoquinoline or quaternary azafluorenone dyes, for colouring plastics and plastic fibres, for the preparation of flexographic printing inks, as ball-point pen pastes, as stamp ink, for colouring leather and paper, for use in data acquisition systems, reprography, in ink microfilters, in photogalvanics, laser technology and the photo industry.

  本发明涉及一般式CAT+Y−（I）的染料，其中Y−是从氰硼酸盐、氟烷基磷酸盐、氟烷基硼酸盐或咪唑盐群中选择的阴离子，CAT+是从偶氮、黄色素、聚甲烯、苯乙烯、偶氮、四唑、吡啶、苯并吡喃、硫吡喃、苯并硫吡喃、噻吩、噁唑、三芳基甲烷、二芳基甲烷、甲烷、吖啶、喹啉、异喹啉或季铵氮芴酮染料群中选择的阳离子，用于着色塑料和塑料纤维，制备柔性版印刷油墨，作为圆珠笔膏、邮票墨水，用于着色皮革和纸张，用于数据采集系统，复印术，墨水微滤器，光电镀技术，激光技术和光学工业。
• FLUORESCENT SOLID LIPID NANOPARTICLES COMPOSITION AND PREPARATION THEREOF
  申请人：BRACCO IMAGING S.P.A.

  公开号：US20160106869A1

  公开（公告）日：2016-04-21

  The present invention discloses a solid lipid nanoparticle (SLN) comprising: a) a solid lipid core comprising at least a glyceride and/or at least a fatty acid; b) a mixture of amphiphilic components forming a shell around said core a); c) an alkaline-earth complex with a compound of formula I and/or II: d) at least a fluorescent dye selected from: a cyanine fluorescent dye and/or a polyetherocyclic compound selected from: coumarin, pyrano, quinoline, pyranoquinoline, indole and pyranoindole derivates in acid form or a pharmaceutically acceptable salt thereof. These nanoparticles allow a prolonged blood circulation half-life, show enhanced photostability and improved fluorescence signal. The dye is preserved from degradation and improves the fluorescent quantum yield.

  本发明揭示了一种固体脂质纳米粒子（SLN），包括：a）固体脂质核心，包括至少一种甘油酯和/或至少一种脂肪酸；b）由两性分子组成的混合物，形成包围核心a）的壳层；c）一种碱土金属配合物，其中该配合物为公式I和/或II的化合物；d）至少一种荧光染料，选自：青光鱼荧光染料和/或聚醚环化合物，选自：香豆素，吡喃，喹啉，吡喃喹啉，吲哚和吡喃吲哚衍生物的酸形式或其药学可接受的盐。这些纳米粒子可以延长血液循环半衰期，具有增强的光稳定性和改善的荧光信号。染料不会被降解，并提高荧光量子产率。
• METAL COMPOSITIONS, THERMAL IMAGING DONORS AND PATTERNED MULTILAYER COMPOSITIONS DERIVED THEREFROM
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP2042006A2

  公开（公告）日：2009-04-01
• THERMALLY IMAGEABLE DIELECTRIC LAYERS, THERMAL TRANSFER DONORS AND RECEIVERS
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP2044601A2

  公开（公告）日：2009-04-08