| 1608128-86-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• CAS: 1608128-86-4
• 化学式: C₂₀H₂₁NO₅
• 分子量: 355.39
• InChiKey: IFMBQFAAGRPUNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以79%的产率得到t-Butyl 3-(2-hydroxy-5-aminophenyl)propionate
  参考文献：
  名称：

  Photomanipulation of Vasodilation with a Blue-Light-Controllable Nitric Oxide Releaser

  摘要：

  Spatiotemporally controllable nitric oxide (NO)-releasers allow us to analyze the physiological effects of NO, a gaseous mediator that modulates many biological signaling networks, and are also candidate chemotherapeutic agents. We designed and synthesized a blue-light-controllable NO releaser, named NOBL-1, which bears an N-nitrosoaminophenol moiety for NO release tethered to a BODIPY dye moiety for harvesting blue light. Photoinduced electron transfer from N-nitrosoaniline to the antenna moiety upon irradiation with relatively noncytotoxic blue light (470-500 nm) should result in NO release with formation of a stable quinone moiety. NO release from NOBL-1 was confirmed by ESR spin trapping and fluorescence detection. Spatially controlled NO release in cells was observed with DAR-4M AM, a fluorogenic NO probe. We also demonstrated temporally controlled vasodilation of rat aorta ex vivo by blue-light-induced NO release from NOBL-1. This compound should be useful for precise examination of the functions of NO with excellent spatiotemporal control.

  DOI：

  10.1021/ja5020053

文献信息

• Synthesis, evaluation, and biological applications of visible-light-controllable nitric oxide releasers
  作者：Naoya Ieda、Hidehiko Nakagawa

  DOI：10.1016/bs.mie.2020.04.002

  日期：——