3-(4,5-dimethoxy-2-nitrophenyl)-3-hydroxypropyl 4-methylbenzenesulfonate | 956139-36-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4,5-dimethoxy-2-nitrophenyl)-3-hydroxypropyl 4-methylbenzenesulfonate
• 英文别名: Toluene-4-sulfonic acid 3-(4,5-dimethoxy-2-nitro-phenyl)-3-hydroxy-propyl ester；[3-(4,5-dimethoxy-2-nitrophenyl)-3-hydroxypropyl] 4-methylbenzenesulfonate
• CAS: 956139-36-9
• 化学式: C₁₈H₂₁NO₈S
• 分子量: 411.433
• InChiKey: KUFYSRVUCFTDKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-(4,5-dimethoxy-2-nitrophenyl)-3-hydroxypropyl 4-methylbenzenesulfonate 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以72%的产率得到3-azido-1-(4,5-dimethoxy-2-nitrophenyl)propan-1-ol
  参考文献：
  名称：

  Design, synthesis and activity of light deactivatable microRNA inhibitor

  摘要：

  miRNAs are key cellular regulators and their dysregulation is associated with many human diseases. They are usually produced locally in a spatiotemporally controlled manner to target mRNAs and regulate gene expression. Thus, developing chemical tools for manipulating miRNA with spatiotemporal precise is critical for studying miRNA. Herein, we designed a strategy to control miRNA biogenesis with light controllable inhibitor targeting the pre-miRNA processing by Dicer. By conjugating two non-inhibiting units, a low affinity Dicer inhibitor and a pre-miRNA binder, through a photocleavable linker, the bifunctional molecule obtained could inhibit miRNA production. Taking advantage of the photocleavable property of the linker, the bifunctional inhibitor can be fragmented into separate non-inhibiting units and therefore be deactivated by light. We expect that this strategy could be applied to generate chemical biological tools that allow light-mediated spatiotemporal control of miRNA maturation and contribute to the study of miRNA function.

  DOI：

  10.1016/j.bioorg.2018.07.003
• 作为产物：
  描述：

  C₁₂H₁₇NO₇ 在 吡啶 、 sodium tetrahydroborate 、 sodium periodate 、 乙醇 作用下， 以 水 、 丙酮 为溶剂， 反应 6.0h， 生成 3-(4,5-dimethoxy-2-nitrophenyl)-3-hydroxypropyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Optical Control of MicroRNA Function in Zebrafish Embryos

  摘要：

  DOI：

  10.1021/jacs.2c04479

文献信息

• Cyclic Caged Morpholinos: Conformationally Gated Probes of Embryonic Gene Function
  作者：Sayumi Yamazoe、Ilya A. Shestopalov、Elayne Provost、Steven D. Leach、James K. Chen

  DOI：10.1002/anie.201201690

  日期：2012.7.9

  Feeling a bit cagey: Morpholino‐based antisense reagents have been caged through oligonucleotide cyclization (see scheme), enabling photocontrol of gene expression in zebrafish embryos and larvae. Using these reagents, the timing of exocrine cell fate commitment in the developing pancreas has been examined.

  感觉有点笼统：基于吗啉代的反义试剂已通过寡核苷酸环化（见方案）被笼子笼罩，从而能够对斑马鱼胚胎和幼虫中的基因表达进行光控制。使用这些试剂，已经检查了发育中的胰腺中外分泌细胞命运承诺的时间。