{2-[2-(4,5-dimethoxy-2-nitrobenzyloxy)-4,6-dimethylphenyl]-1-formyl-2-methylpropyl}carbamic acid tert-butyl ester | 1228829-19-3

• 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: {2-[2-(4,5-dimethoxy-2-nitrobenzyloxy)-4,6-dimethylphenyl]-1-formyl-2-methylpropyl}carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[3-[2-[(4,5-dimethoxy-2-nitrophenyl)methoxy]-4,6-dimethylphenyl]-3-methyl-1-oxobutan-2-yl]carbamate
• CAS: 1228829-19-3
• 化学式: C₂₇H₃₆N₂O₈
• 分子量: 516.591
• InChiKey: XMOYXRCXJZYYQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  {2-[2-(4,5-dimethoxy-2-nitrobenzyloxy)-4,6-dimethylphenyl]-1-formyl-2-methylpropyl}carbamic acid tert-butyl ester 在 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 作用下， 以 水 、 丙酮 、 叔丁醇 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  双光子近红外激发响应肽的发展及光响应肽键裂解反应

  摘要：

  开发了双光子近红外激发响应型氨基酸。将其掺入肽中，并在光响应性氨基酸的C-末端位置聚焦近红外脉冲激光辐照诱导的肽键裂解反应。

  DOI：

  10.1016/j.tetlet.2010.03.079
• 作为产物：
  描述：

  4,5-二甲氧基-2-硝基溴苄 在 potassium carbonate 、 溶剂黄146 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 {2-[2-(4,5-dimethoxy-2-nitrobenzyloxy)-4,6-dimethylphenyl]-1-formyl-2-methylpropyl}carbamic acid tert-butyl ester
  参考文献：
  名称：

  Polymer Nanoparticles Modified with Photo- and pH-Dual-Responsive Polypeptides for Enhanced and Targeted Cancer Therapy

  摘要：

  The cationic nature of cell penetrating peptides (CPPs) and their absence of cell selectivity restrains their applications in vivo. In this work, polymer nanoparticles (NPs) modified with photo- and pH-responsive polypeptides (PPPs) were successfully developed and respond to near-infrared (NIR) light illumination at the tumor site and a lowered tumor extracellular pH (pHe). In PPPs, the internalization function of CPPs (positively charged) is quenched by a pH-sensitive inhibitory peptide (negatively charged), which is linked via a photocleavable group. Small interfering RNA (siRNA) was loaded into NPs by a double-emulsion technique. In vivo experiments included siRNA loading, cellular uptake, cell apoptosis, siRNA transfection, tumor targeting delivery, and the in vivo antitumor efficacy. Results showed that the prepared PPP-NPs could selectively accumulate at the tumor sites and internalized into the tumor cells by the NIR light illumination and the lowered pHe at the tumor site. These studies demonstrated that PPP-NPs are a promising carrier for future tumor gene delivery.

  DOI：

  10.1021/acs.molpharmaceut.5b00977

文献信息

• Polymer Nanoparticles Modified with Photo- and pH-Dual-Responsive Polypeptides for Enhanced and Targeted Cancer Therapy
  作者：Yang Yang、Xiangyang Xie、Yanfang Yang、Zhiping Li、Fanglin Yu、Wei Gong、Ying Li、Hui Zhang、Zhiyuan Wang、Xingguo Mei

  DOI：10.1021/acs.molpharmaceut.5b00977

  日期：2016.5.2

  The cationic nature of cell penetrating peptides (CPPs) and their absence of cell selectivity restrains their applications in vivo. In this work, polymer nanoparticles (NPs) modified with photo- and pH-responsive polypeptides (PPPs) were successfully developed and respond to near-infrared (NIR) light illumination at the tumor site and a lowered tumor extracellular pH (pHe). In PPPs, the internalization function of CPPs (positively charged) is quenched by a pH-sensitive inhibitory peptide (negatively charged), which is linked via a photocleavable group. Small interfering RNA (siRNA) was loaded into NPs by a double-emulsion technique. In vivo experiments included siRNA loading, cellular uptake, cell apoptosis, siRNA transfection, tumor targeting delivery, and the in vivo antitumor efficacy. Results showed that the prepared PPP-NPs could selectively accumulate at the tumor sites and internalized into the tumor cells by the NIR light illumination and the lowered pHe at the tumor site. These studies demonstrated that PPP-NPs are a promising carrier for future tumor gene delivery.
• Development and photo-responsive peptide bond cleavage reaction of two-photon near-infrared excitation-responsive peptide
  作者：Akira Shigenaga、Jun Yamamoto、Yoshitake Sumikawa、Toshiaki Furuta、Akira Otaka

  DOI：10.1016/j.tetlet.2010.03.079

  日期：2010.5

  Two-photon near-infrared excitation-responsive amino acid was developed. It was incorporated into a peptide, and focused near-infrared pulsed laser irradiation-induced peptide bond cleavage reaction at the C-terminal position of the photo-responsive amino acid was observed.

  开发了双光子近红外激发响应型氨基酸。将其掺入肽中，并在光响应性氨基酸的C-末端位置聚焦近红外脉冲激光辐照诱导的肽键裂解反应。