2-methyl-3-propargylbenzothiazolium bromide | 64225-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-methyl-3-propargylbenzothiazolium bromide
• 英文别名: Benzothiazolium, 2-methyl-3-(2-propyn-1-yl)-, bromide (1:1)；2-methyl-3-prop-2-ynyl-1,3-benzothiazol-3-ium;bromide
• CAS: 64225-37-2
• 化学式: Br*C₁₁H₁₀NS
• 分子量: 268.177
• InChiKey: LDIQYTLLPVOKCA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.87
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  32.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-3-propargylbenzothiazolium bromide 在 copper(l) iodide 、 sodium ascorbate 、 三乙胺 、 三[(1-苄基-1H-1,2,3-三唑-4-基)甲基]胺 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 、 正丁醇 为溶剂， 反应 0.67h， 生成
  参考文献：
  名称：

  NIR-emitting squaraine J-aggregate nanosheets

  摘要：

  一个新合成的双(喹啉酮)染料的自组装被研究，揭示了在886纳米处吸收最大值的J型聚集体的形成。

  DOI：

  10.1039/d0cc03686b
• 作为产物：
  描述：

  2-甲基苯并噻唑 、 3-溴丙炔 反应 4.0h， 以94%的产率得到2-methyl-3-propargylbenzothiazolium bromide
  参考文献：
  名称：

  Dual-channel fluorescent probe bearing two-photon activity for cell viability monitoring

  摘要：

  我们开发了一种双通道双光子荧光探针来监测细胞存活。

  DOI：

  10.1039/c9tb00512a

文献信息

• Clickable styryl dyes for fluorescence labeling of pyrrolidinyl PNA probes for the detection of base mutations in DNA
  作者：Boonsong Ditmangklo、Jaru Taechalertpaisarn、Khatcharin Siriwong、Tirayut Vilaivan

  DOI：10.1039/c9ob01492f

  日期：——

  sensitive analysis of genetic mutations. In this work, we synthesized novel alkyne-modified styryl dyes for conjugation with pyrrolidinyl peptide nucleic acid (acpcPNA) by click chemistry for the development of hybridization responsive fluorescent PNA probes. The free styryl dyes generally exhibited weak fluorescence in aqueous media, and the fluorescence was significantly enhanced (up to 125-fold) upon

  荧光杂交探针是快速，特异性和灵敏地分析遗传突变的重要工具。在这项工作中，我们通过点击化学合成了新颖的炔烃修饰的苯乙烯基染料，用于与吡咯烷基肽核酸（acpcPNA）偶联，以开发杂交响应性荧光PNA探针。游离苯乙烯基染料通常在水性介质中显示弱荧光，并且与DNA双链体结合后，荧光显着增强（最多125倍）。选定的对DNA表现出良好响应的苯乙烯基染料通过PNA与PNA偶联顺序还原烷基化-点击化学。尽管这些探针与互补DNA杂交时显示的荧光变化很小，但是在存在结构错位（包括错配，脱碱基和碱基插入的DNA靶标）的情况下，观察到了显着的荧光增强。携带碱基插入的DNA实现了最大的荧光量子产率增加（高达14.5倍）。尽管设计了许多探针以对互补的DNA靶标产生荧光反应，但对突变（例如单核苷酸多态性（SNP），碱基插入/缺失和无碱基位点）有反应的探针却很少见。因此，苯乙烯基染料标记的acpcPNA是一种独特的探针，
• Crosslinking of viral nanoparticles with “clickable” fluorescent crosslinkers at the interface
  作者：Gagandeep Kaur、WenHai Zhan、Chao Wang、Hannah Barnhill、He Tian、Qian Wang

  DOI：10.1007/s11426-010-3191-0

  日期：2010.6

  Cu (I) catalyzed alkyne-azide cycloaddition (CuAAC) reaction, a typical “click“ reaction, is one of the modular synthetic approaches which has been broadly used in various organic syntheses, medicinal chemistry, materials development and bioconjugation applications. We have for the first time synthesized two dialkyne derivatized fluorescent crosslinkers which could be applied to crosslink two biomolecules using CuAAC reaction. Turnip yellow mosaic virus, a plant virus with unique structural and chemical properties, was used as a prototypical scaffold to form a 2D single layer at the interface of two immiscible liquids and crosslinked with these two linkers by the CuAAC reaction. Upon crosslinking, the fluorescence of both linkers diminished, likely due to the distortion of the polymethylene backbone, which therefore could be used to indicate the completion of the reaction.

  Cu（I）催化的炔吖啶环加成反应（CuAAC）是一种典型的 "点击 "反应，是模块化合成方法之一，已广泛应用于各种有机合成、药物化学、材料开发和生物连接等领域。我们首次合成了两种二炔衍生物化的荧光交联剂，可用于利用 CuAAC 反应交联两种生物大分子。萝卜黄花菜病毒是一种具有独特结构和化学性质的植物病毒，我们以其为原型支架，在两种不相溶液体的界面上形成二维单层，并通过 CuAAC 反应与这两种连接剂交联。交联后，两种连接体的荧光减弱，这可能是由于聚亚甲基骨架发生了变形，因此可用于指示反应的完成。
• Internal latent image silver halide emulsion containing a heterocyclic
  申请人：Fuji Photo Film Co., Ltd.

  公开号：US04115122A1

  公开（公告）日：1978-09-19

  A direct positive silver halide photographic light-sensitive material comprising a support having thereon at least one silver halide emulsion layer of the internal latent image type and being capable of forming a direct positive image, in which at least one hydrophilic colloid layer contains at least one heterocyclic quaternary salt compound represented by the following general formula (I) ##STR1## wherein Z represents an atomic group necessary for forming a 5- or 6-membered heterocyclic nucleus, R.sub.1 represents an aliphatic group, R.sub.2 represents a hydrogen atom or an aliphatic group, R.sub.3 and R.sub.4, which may be the same or different, each represents a hydrogen atom, a halogen atom, an aliphatic group, an alkoxy group, a hydroxy group or an aromatic group, and at least one of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represents a propargyl group, a butynyl group or a substituent containing a propargyl or butynyl group, X.crclbar. represents an anion, n is 1 or 2, with n being 1 in the case that the compound forms an inner salt; in such an amount as to exert a fogging effect on the silver halide emulsion of the internal latent image type.

  一种直接正像银卤化物感光材料，包括支撑物，其上至少有一层内隐像型银卤化物乳剂层，能够形成直接正像，其中至少一层亲水性胶体层包含至少一种由以下通式（I）表示的杂环季铵盐化合物：##STR1## 其中Z代表形成5或6元杂环核所需的原子团，R.sub.1代表脂肪族基团，R.sub.2代表氢原子或脂肪族基团，R.sub.3和R.sub.4，可以相同也可以不同，每个代表氢原子、卤原子、脂肪族基团、烷氧基、羟基或芳香族基团，且R.sub.1、R.sub.2、R.sub.3和R.sub.4中至少有一个代表丙炔基、丁炔基或含有丙炔基或丁炔基的取代基，X.crclbar.代表阴离子，n为1或2，在化合物形成内盐的情况下为1；其含量足以对内隐像型银卤化物乳剂产生雾化效应。
• Red light-emitting short Mango-based system enables tracking a mycobacterial small noncoding RNA in infected macrophages
  作者：Oksana S Bychenko、Alexei A Khrulev、Julia I Svetlova、Vladimir B Tsvetkov、Polina N Kamzeeva、Yulia V Skvortsova、Boris S Tupertsev、Igor A Ivanov、Leonid V Aseev、Yuriy M Khodarovich、Evgeny S Belyaev、Liubov I Kozlovskaya、Timofei S Zatsepin、Tatyana L Azhikina、Anna M Varizhuk、Andrey V Aralov

  DOI：10.1093/nar/gkad100

  日期：——

  Progress in RNA metabolism and function studies relies largely on molecular imaging systems, including those comprising a fluorogenic dye and an aptamer-based fluorescence-activating tag. G4 aptamers of the Mango family, typically combined with a duplex/hairpin scaffold, activate the fluorescence of a green light-emitting dye TO1-biotin and hold great promise for intracellular RNA tracking. Here, we report a new Mango-based imaging platform. Its key advantages are the tunability of spectral properties and applicability for visualization of small RNA molecules that require minimal tag size. The former advantage is due to an expanded (green-to-red-emitting) palette of TO1-inspired fluorogenic dyes, and the truncated duplex scaffold ensures the latter. To illustrate the applicability of the improved platform, we tagged Mycobacterium tuberculosis sncRNA with the shortened aptamer-scaffold tag. Then, we visualized it in bacteria and bacteria-infected macrophages using the new red light-emitting Mango-activated dye.

  摘要 RNA 代谢和功能研究的进展主要依赖于分子成像系统，包括由荧光染料和基于适配体的荧光激活标签组成的成像系统。Mango 家族的 G4 合体通常与双链/发夹支架相结合，能激活绿色发光染料 TO1 生物素的荧光，在细胞内 RNA 跟踪方面大有可为。在此，我们报告了一种基于 Mango 的新型成像平台。它的主要优势在于光谱特性的可调性以及对标签尺寸要求最小的小 RNA 分子的可视化适用性。前者的优势是由 TO1 启发的荧光染料调色板（从绿色到红色发光）所带来的，而截短的双链支架则确保了后者的优势。为了说明改进平台的适用性，我们用缩短的适配体-支架标签标记了结核分枝杆菌的 sncRNA。然后，我们使用新型红光发光芒果活性染料在细菌和细菌感染的巨噬细胞中对其进行了可视化。
• Growth of Merocyanine Dye J‐Aggregate Nanosheets by Living Supramolecular Polymerization
  作者：Lara Kleine‐Kleffmann、Alexander Schulz、Vladimir Stepanenko、Frank Würthner

  DOI：10.1002/anie.202314667

  日期：2023.12.21

  The self-assembly of a new amphiphilic merocyanine dye has been investigated in an aqueous solvent mixture. Two supramolecular polymorphs were observed: The first polymorph is an off-pathway H-type nanoparticle (Agg1) and the second is a thermodynamic J-aggregate nanosheet (Agg2). A seeded living supramolecular polymerization was utilized to accelerate the transformation from metastable nanoparticles

  新型两亲部花青染料在水性溶剂混合物中的自组装进行了研究。观察到两种超分子多晶型物：第一种多晶型物是偏离路径的 H 型纳米颗粒 ( Agg1 )，第二种是热力学 J 聚集体纳米片 ( Agg2 )。利用种子活性超分子聚合来加速亚稳态纳米粒子向二维纳米片的转变。