1-(5-carboxypentyl)-4-methylpyridinium bromide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-(5-carboxypentyl)-4-methylpyridinium bromide
• 英文别名: 1-(5-carboxypentyl)pyridinium bromide；6-(4-Methylpyridin-1-ium-1-yl)hexanoate;hydrobromide
• 化学式: Br*C₁₂H₁₈NO₂
• 分子量: 288.184
• InChiKey: PENIZIFVHDDNKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.07
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(5-carboxypentyl)-4-methylpyridinium bromide 在 N,N'-二环己基碳二亚胺 作用下， 生成 6-{4-[3-(3-methyl-2,3-dihydro-1,3-benzothiazol-2-yliden)-1-propenyl] 1-pyridiniumyl}hexanoic acid N-succinimidoyl ester bromide
  参考文献：
  名称：

  Novel Diode Laser-compatible Fluorophores and Their Application to Single Molecule Detection, Protein Labeling and Fluorescence Resonance Energy Transfer Immunoassay

  摘要：

  We describe a series of new long-wave absorbing and fluorescing cyanine dyes and labels (based on a general logic for the design of such dyes), their spectra, covalent and noncovalent linkage to proteins, their use in single molecule detection (SMD) and as donors and acceptors, respectively, in fluorescence resonance energy transfer studies. The new labels represent water-soluble and reactive fluorophores whose quantum yields increase substantially if noncovalently or covalently bound to proteins. Due to their strong absorptions between 550 and 700 nm they are excitable by light-emitting diodes or diode lasers. Their high absorbances (epsilon around 100000) and adequate fluorescence quantum yields (phi up to 0.68 if bound to proteins) along with their availability as reactive NHS esters make them viable labels for proteins and oligomers, e.g. in context with SMD or fluorescence energy transfer immunoassay which is demonstrated for the system HSA/anti-HSA.

  DOI：

  10.1562/0031-8655(2001)074<0237:ndlcfa>2.0.co;2
• 作为产物：
  描述：

  4-甲基吡啶 、 6-溴己酸 在 potassium iodide 作用下， 以 甲苯 为溶剂， 以90%的产率得到1-(5-carboxypentyl)-4-methylpyridinium bromide
  参考文献：
  名称：

  具有大斯托克斯位移的1-（5-羧基戊基）-4-（2-（N-乙基咔唑-3-基）乙烯基）溴化吡啶鎓的光谱，稳定性和标记

  摘要：

  咔唑及其衍生物由于其优异的溶解性，稳定性和生物活性而被广泛用作有机药物，农药，材料等的制造中的功能性结构单元。本文合成了具有大斯托克斯位移的1-（5-羧基戊基）-4-（2-（N-乙基咔唑-3-基）乙烯基）溴化吡啶鎓，并用以下公式表征了11 H NMR和MS。初步研究了在不同溶剂和不同pH值下的UV / vis吸收和荧光光谱。还研究了光稳定性和热稳定性，结果表明该化合物是稳定的。该化合物还用于标记牛血清白蛋白（BSA）和小牛胸腺（ct）DNA。结果表明，当用BSA标记时，荧光强度增强，并且结合能力强于ctDNA，使其可用作生物探针。版权所有©2015 John Wiley＆Sons，Ltd.

  DOI：

  10.1002/bio.2970

文献信息

• Compound, especially marker-dye on the basis of polymethines
  申请人：Dyomics GmbH

  公开号：US20040260093A1

  公开（公告）日：2004-12-23

  The invention relates to fluorescent dyes (fluorophores) based on polymethines for use in optical measurement and detection procedures, in particular those employing fluorescence, for example in medicine, in pharmacology and in the biological, materials and environmental sciences. The objective was to create fluorophores based on polymethines that have a large Stokes shift, high photostability, long storage life and a high fluorescent quantum yield, and that can be excited in the simplest possible manner by white-light sources or laser radiation in the UV, visible or NIR spectral region. According to the invention dyes on the basis of polymethines having the general formulas I, II or III 1 are employed.

  本发明涉及基于聚甲烯蓝的荧光染料（荧光团）用于光学测量和检测程序，特别是那些使用荧光的程序，例如在医学、药理学和生物、材料和环境科学中。其目的是创建基于聚甲烯蓝的荧光团，具有大的斯托克斯位移、高光稳定性、长期储存寿命和高荧光量子产率，可以通过白光源或紫外、可见或近红外光激发。根据本发明，基于聚甲烯蓝的染料具有I、II或III1通用公式。
• Compound, especially marker-dye, on the basis of polymethines
  申请人：Dyomics GmbH

  公开号：US20030165942A1

  公开（公告）日：2003-09-04

  The invention relates to fluorescent dyes (fluorophores) based on polymethines for use in optical measurement and detection procedures, in particular those employing fluorescence, for example in medicine, in pharmacology and in the biological, materials and environmental sciences. The objective was to create fluorophores based on polymethines that have a large Stokes shift, high photostability, long storage life and a high fluorescent quantum yield, and that can be excited in the simplest possible manner by white-light sources or laser radiation in the UV, visible or NIR spectral region. According to the invention dyes on the basis of polymethines having the general formulas I, II and III 1 are employed.

  本发明涉及基于聚甲烯的荧光染料（荧光物质）的使用，用于光学测量和检测程序，特别是那些使用荧光的程序，例如在医学、药理学以及生物、材料和环境科学中。本发明的目的是创建基于聚甲烯的荧光物质，具有大的Stokes位移、高光稳定性、长期存储寿命和高荧光量子产率，并且可以通过白光源或紫外、可见或近红外光谱区的激光辐射以最简单的方式激发。根据本发明，采用具有一般式I、II和III1的聚甲烯基染料。
• 一种大分子半花菁阳离子荧光染料及其制备 方法
  申请人：南通纺织丝绸产业技术研究院

  公开号：CN106009776B

  公开（公告）日：2018-01-02

  本发明公开了一种大分子半花菁阳离子荧光染料的制备方法。将6‑溴己酸与4‑甲基吡啶溶于乙醇中，油浴加热，回流反应，得到6‑溴己酸吡啶盐；将6‑溴己酸吡啶盐与4‑二乙胺基苯甲醛溶于乙醇中，哌啶为催化剂，油浴加热，回流反应，层析提纯，得到苯乙烯吡啶盐染料；将羧甲基壳聚糖溶于水中，加入苯乙烯吡啶盐染料和4‑(4，6‑二甲氧基‑1，3，5，‑三嗪‑2‑基)‑4‑甲基吗啉盐酸盐水合物，水浴加热反应，得到大分子半花菁阳离子荧光染料。本发明利用酰胺键将小分子苯乙烯吡啶盐染料与羧甲基壳聚糖结合起来，使其染料分子既具有苯乙烯吡啶盐荧光染料的发色结构，具有荧光效果，又具有羧甲基壳聚糖大分子本身的结构与性质。
• Compounds based on polymethines
  申请人：Dyomics GmBH

  公开号：US07563907B2

  公开（公告）日：2009-07-21

  The invention relates to fluorescent dyes (fluorophores) based on polymethines for use in optical measurement and detection procedures, in particular those employing fluorescence, for example in medicine, in pharmacology and in the biological, materials and environmental sciences. The objective was to create fluorophores based on polymethines that have a large Stokes shift, high photostability, long storage life and a high fluorescent quantum yield, and that can be excited in the simplest possible manner by white-light sources or laser radiation in the UV, visible or NIR spectral region. According to the invention dyes on the basis of polymethines having the general formulas I, II or III are employed.

  本发明涉及基于聚甲烯基的荧光染料（荧光团）的使用，用于光学测量和检测程序，特别是那些使用荧光的程序，例如在医学、药理学以及生物、材料和环境科学中。其目标是创建基于聚甲烯基的荧光团，具有大的Stokes位移、高的光稳定性、长的储存寿命和高的荧光量子产率，并且可以通过白光源或紫外、可见或近红外光谱区的激光辐射以最简单的方式激发。根据本发明，采用具有一般式I、II或III的聚甲烯基染料。
• Cyanine dye conjugates as probes for live cell imaging
  作者：Jay R. Carreon、Kelly M. Stewart、Kerry P. Mahon、Stephanie Shin、Shana O. Kelley

  DOI：10.1016/j.bmcl.2007.06.097

  日期：2007.9

  A series of fluorescent compounds suitable for live cell imaging is described. Functionalized forms of four different asymmetric cyanine dyes are reported that are amenable to peptide conjugation. The photophysical properties of the modified dyes and conjugates and the use of the compounds as cellular imaging agents are described. The results obtained indicate that these spectrally versatile compounds, which have absorption and emission profiles spanning the visible spectrum, are useful probes for cellular imaging. (c) 2007 Elsevier Ltd. All rights reserved.