2-(5-(1,1-dimethyl-3-(pent-4-yn-1-yl)-1,3-dihydro-2H-benzo[e]indol-2-ylidene)penta-1,3-dien-1-yl)-1,1,3-trimethyl-1H-benzo[e]indol-3-ium iodide | 1354932-61-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(5-(1,1-dimethyl-3-(pent-4-yn-1-yl)-1,3-dihydro-2H-benzo[e]indol-2-ylidene)penta-1,3-dien-1-yl)-1,1,3-trimethyl-1H-benzo[e]indol-3-ium iodide
• CAS: 1354932-61-8
• 化学式: C₃₉H₃₉N₂*I
• 分子量: 662.657
• InChiKey: VYPGEHHHVAZMKW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.21
• 重原子数：
  42.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  6.25
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-(5-(1,1-dimethyl-3-(pent-4-yn-1-yl)-1,3-dihydro-2H-benzo[e]indol-2-ylidene)penta-1,3-dien-1-yl)-1,1,3-trimethyl-1H-benzo[e]indol-3-ium iodide 在 Dowex 1x2-200 ion-exchange resin (chloride) 作用下， 生成
  参考文献：
  名称：

  Efficient reverse click labeling of azide oligonucleotides with multiple alkynyl Cy-Dyes applied to the synthesis of HyBeacon probes for genetic analysis

  摘要：

  A convenient method of oligonucleotide labeling using click chemistry has been developed. A 2'-mesyloxyethyl ribothymidine phosphoramidite monomer was incorporated into DNA at several loci during solid phase oligonucleotide synthesis and converted to 2'-azidoethyl ribothymidine in high yield on the synthesis resin. The resultant azide oligonucleotides were doubly and triply labeled with alkynemodified cyanine dyes and their biophysical properties were studied. The influence of the dye structures and method of labeling on the fluorescence properties of the DNA probes is discussed and compared with a standard labeling method using active esters of Cy-Dyes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.041
• 作为产物：
  描述：

  1,1,2-三甲基苯-1H-苯并[e]吲哚 在 乙酸酐 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 24.5h， 生成 2-(5-(1,1-dimethyl-3-(pent-4-yn-1-yl)-1,3-dihydro-2H-benzo[e]indol-2-ylidene)penta-1,3-dien-1-yl)-1,1,3-trimethyl-1H-benzo[e]indol-3-ium iodide
  参考文献：
  名称：

  Efficient reverse click labeling of azide oligonucleotides with multiple alkynyl Cy-Dyes applied to the synthesis of HyBeacon probes for genetic analysis

  摘要：

  A convenient method of oligonucleotide labeling using click chemistry has been developed. A 2'-mesyloxyethyl ribothymidine phosphoramidite monomer was incorporated into DNA at several loci during solid phase oligonucleotide synthesis and converted to 2'-azidoethyl ribothymidine in high yield on the synthesis resin. The resultant azide oligonucleotides were doubly and triply labeled with alkynemodified cyanine dyes and their biophysical properties were studied. The influence of the dye structures and method of labeling on the fluorescence properties of the DNA probes is discussed and compared with a standard labeling method using active esters of Cy-Dyes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.041