4'-(4''-hydroxybutoxy)methyl-4,5',8-trimethylpsoralen | 186416-76-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4'-(4''-hydroxybutoxy)methyl-4,5',8-trimethylpsoralen
• 英文别名: 3-(4-Hydroxybutoxymethyl)-2,5,9-trimethylfuro[3,2-g]chromen-7-one
• CAS: 186416-76-2
• 化学式: C₁₉H₂₂O₅
• 分子量: 330.381
• InChiKey: MKFWLEQKEJRRRS-UHFFFAOYSA-N

物化性质

• 沸点：
  513.1±50.0 °C(predicted)
• 密度：
  1.220±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  68.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4'-(4''-hydroxybutoxy)methyl-4,5',8-trimethylpsoralen 在 吡啶 、 四氯化碳 、 三苯基膦 作用下， 反应 9.0h， 以88%的产率得到4'-(4''-chlorobutoxy)methyl-4,5',8-trimethylpsoralen
  参考文献：
  名称：

  Synthesis of antisense oligonucleotides containing 2′-O-psoralenylmethoxyalkyl adenosine for photodynamic regulation of point mutations in RNA

  摘要：

  2'-O-Psoralen-conjugated antisense oligonucleotide was able to recognize a point mutation of mRNA. It had outstanding ability to photo-cross-link only to oligoribonucleotides (ORN) having a point mutation. This type of antisense molecule is the only one of its kind so far. To give high photo-cross-linking efficiency and sequence selectivity to antisense molecules, we synthesized novel photo-reactive oligonucleotides (2'-Ps-xom) containing psoralen at the 2'-O-position adenosine via an ethoxymethylene (2'-Pseom), propoxymethylene (2'-Ps-pom) and butoxymethylene (2'-Ps-bom) linker, respectively. We evaluated the photo-cross-linking efficiency and sequence selectivity in photo-cross-linking of 2'-Ps-xom to the complementary ORN and to an ORN having a mismatch base. Among them, 2'-Ps-eom exhibited superior photo-cross-linking efficiency with high sequence selectivity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.12.001
• 作为产物：
  描述：

  1,4-丁二醇 、 3-氯甲基-2,5,9-三甲基-7H-呋喃并[3,2-g][1]苯并吡喃-7-酮 以71%的产率得到4'-(4''-hydroxybutoxy)methyl-4,5',8-trimethylpsoralen
  参考文献：
  名称：

  Synthesis of antisense oligonucleotides containing 2′-O-psoralenylmethoxyalkyl adenosine for photodynamic regulation of point mutations in RNA

  摘要：

  2'-O-Psoralen-conjugated antisense oligonucleotide was able to recognize a point mutation of mRNA. It had outstanding ability to photo-cross-link only to oligoribonucleotides (ORN) having a point mutation. This type of antisense molecule is the only one of its kind so far. To give high photo-cross-linking efficiency and sequence selectivity to antisense molecules, we synthesized novel photo-reactive oligonucleotides (2'-Ps-xom) containing psoralen at the 2'-O-position adenosine via an ethoxymethylene (2'-Pseom), propoxymethylene (2'-Ps-pom) and butoxymethylene (2'-Ps-bom) linker, respectively. We evaluated the photo-cross-linking efficiency and sequence selectivity in photo-cross-linking of 2'-Ps-xom to the complementary ORN and to an ORN having a mismatch base. Among them, 2'-Ps-eom exhibited superior photo-cross-linking efficiency with high sequence selectivity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.12.001

文献信息

• Treating blood or blood products with compounds which have a mustard, aziridinium or aziridine group and a nucleic acid binding group
  申请人：Cerus Corporation

  公开号：US20020182581A1

  公开（公告）日：2002-12-05

  Methods and compositions for treating pathogens in material are described, including methods of decontaminating human fluids prior to processing in the clinical laboratory and methods for decontaminating blood products prior to in vivo use. The techniques handle large volumes of human serum without impairing the testing results. Novel compounds for photodecontaminating biological material are also contemplated which are compatible with clinical testing, in that they do not interfere with serum analytes.

  本文介绍了处理材料中病原体的方法和组合物，包括在临床实验室处理前净化人体液的方法和在体内使用前净化血液制品的方法。这些技术可处理大量人体血清而不影响检测结果。此外，还考虑了用于生物材料光净化的新型化合物，这些化合物与临床测试兼容，不会干扰血清分析物。
• Synthesis of antisense oligonucleotides containing 2′-O-psoralenylmethoxyalkyl adenosine for photodynamic regulation of point mutations in RNA
  作者：Maiko Higuchi、Akio Kobori、Asako Yamayoshi、Akira Murakami

  DOI：10.1016/j.bmc.2008.12.001

  日期：2009.1

  2'-O-Psoralen-conjugated antisense oligonucleotide was able to recognize a point mutation of mRNA. It had outstanding ability to photo-cross-link only to oligoribonucleotides (ORN) having a point mutation. This type of antisense molecule is the only one of its kind so far. To give high photo-cross-linking efficiency and sequence selectivity to antisense molecules, we synthesized novel photo-reactive oligonucleotides (2'-Ps-xom) containing psoralen at the 2'-O-position adenosine via an ethoxymethylene (2'-Pseom), propoxymethylene (2'-Ps-pom) and butoxymethylene (2'-Ps-bom) linker, respectively. We evaluated the photo-cross-linking efficiency and sequence selectivity in photo-cross-linking of 2'-Ps-xom to the complementary ORN and to an ORN having a mismatch base. Among them, 2'-Ps-eom exhibited superior photo-cross-linking efficiency with high sequence selectivity. (C) 2008 Elsevier Ltd. All rights reserved.