| 1273322-32-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• CAS: 1273322-32-9
• 化学式: CH₃O₄S*C₉H₁₁N₂S₂
• 分子量: 322.43
• InChiKey: ARGOFLUXIKHTFW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.24
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  83.2
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-甲基噌啉 、 反应 0.25h， 生成
  参考文献：
  名称：

  Synthesis and study of nucleic acids interactions of novel monomethine cyanine dyes

  摘要：

  Six asymmetric monomethine cyanine dyes have been synthesized and their spectral characteristics and interaction with double stranded (ds)DNA have been investigated for their prospective use as fluorescent markers in molecular biology. Therefore, the non-covalent binding of the compounds with dsDNA was explored. Apart from the fluorescence spectroscopy, the study includes UV/Vis spectrophotometry and circular dichroism spectroscopy, as well as the thermal melting experiments. Although the compounds show relatively low binding affinity toward dsDNA and do not have intrinsic fluorescence, in the presence of dsDNA they exhibited considerable enhancement in fluorescence intensity. Therefore the studied dyes show interesting platform for future modifications directed toward more sequence selective derivatives. The compound with the highest affinity toward dsDNA showed interesting anti-proliferative potential and specificity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.08.019
• 作为产物：
  描述：

  6-methyl-2-methylthiothiazolo[4,5-b]pyridine 、 硫酸二甲酯 在 三氯乙烯 作用下， 反应 0.5h， 生成
  参考文献：
  名称：

  Synthesis and study of nucleic acids interactions of novel monomethine cyanine dyes

  摘要：

  Six asymmetric monomethine cyanine dyes have been synthesized and their spectral characteristics and interaction with double stranded (ds)DNA have been investigated for their prospective use as fluorescent markers in molecular biology. Therefore, the non-covalent binding of the compounds with dsDNA was explored. Apart from the fluorescence spectroscopy, the study includes UV/Vis spectrophotometry and circular dichroism spectroscopy, as well as the thermal melting experiments. Although the compounds show relatively low binding affinity toward dsDNA and do not have intrinsic fluorescence, in the presence of dsDNA they exhibited considerable enhancement in fluorescence intensity. Therefore the studied dyes show interesting platform for future modifications directed toward more sequence selective derivatives. The compound with the highest affinity toward dsDNA showed interesting anti-proliferative potential and specificity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.08.019

文献信息

• Probing the Structural Properties of DNA/RNA Grooves with Sterically Restricted Phosphonium Dyes: Screening of Dye Cytotoxicity and Uptake
  作者：Ivo Crnolatac、Lidija-Marija Tumir、Nedyalko Y. Lesev、Aleksey A. Vasilev、Todor G. Deligeorgiev、Katarina Mišković、Ljubica Glavaš-Obrovac、Oliver Vugrek、Ivo Piantanida

  DOI：10.1002/cmdc.201300085

  日期：2013.7

  reported rare kinetic differentiation between homo‐polymeric and alternating AT‐DNA sequences by using sterically restricted phosphonium dyes that form dimers within the DNA minor groove, new analogues were prepared in which the quinolone phosphonium moiety was kept constant, while the size and hydrogen bonding properties of the rest of the molecule were varied. Structure–activity relationship studies

  为了更详细地研究最近报道的通过使用在DNA小沟内形成二聚体的空间受限phospho染料，在均聚物和交替AT-DNA序列之间罕见的动力学区别，制备了新的类似物，其中喹诺酮phospho部分保持恒定，而其余分子的大小和氢键键合特性则有所不同。结构与活性之间的关系研究表明，附加亚甲基单元的长度略有增加会导致动力学AT选择性丧失，但会产生AT选择性荧光反应。这些与DNA / RNA结合的染料将极低的细胞毒性与有效的细胞摄取以及线粒体的独特荧光标记相结合。与更长的类似物相比，长度的减少（通过亚甲基单元的去除）和正电荷的重排导致染料转换为与GC DNA / dsRNA的插入结合模式，但仍在AT序列的小沟中形成二聚体，因此产生明显不同的手性光学响应。后者染料还显示出对HeLa癌细胞具有高度选择性的抗增殖活性。
• A novel general method for preparation of neutral monomethine cyanine dyes
  作者：Todor Deligeorgiev、Stefka Kaloyanova、Aleksey Vasilev

  DOI：10.1016/j.dyepig.2010.10.012

  日期：2011.8

  Two novel general experimental procedures for preparation of neutral monomethine cyanine dyes without using a basic agent have been developed. The procedures allow synthesis of cyanine dyes by reaction of substituted methylthio aromatic heterocycles with different quaternized nitrogen containing heterocycles by simple melting or by their reaction in acetic anhydride for short reaction times. The proposed

  已经开发出两种新颖的不使用碱性试剂制备中性单次甲基花青染料的常规实验程序。该程序允许通过简单的熔融或通过它们在乙酸酐中的短反应时间的反应，使取代的甲硫基芳香族杂环与不同的季铵化的含氮杂环反应来合成花青染料。所提出的方法用途广泛，因为可以使用多种不同的起始原料。