4-(2-丙炔基)-2-环戊烯-1-醇 | 344242-97-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-(2-丙炔基)-2-环戊烯-1-醇
• 英文名称: 4-(2-Propinyl)-2-cyclopenten-1-ol
• 英文别名: 4-Prop-2-ynylcyclopent-2-en-1-ol
• CAS: 344242-97-3
• 化学式: C₈H₁₀O
• 分子量: 122.167
• InChiKey: CJZLGECAXUVOLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(2-丙炔基)-2-环戊烯-1-醇 在 盐酸 、 zinc(II) chloride 作用下， 以 乙醚 、 二氯甲烷 、 正戊烷 为溶剂， 反应 1.25h， 生成 3-Chlorbicyclo<3.2.1>octa-2,6-dien
  参考文献：
  名称：

  Mayr, Herbert; Halberstadt-Kausch, Inge K., Chemische Berichte, 1982, vol. 115, # 11, p. 3479 - 3515

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴丙炔 、 环戊二烯 生成 4-(2-丙炔基)-2-环戊烯-1-醇
  参考文献：
  名称：

  MAYR, H.;HALBERSTADT-KAUSCH, I. K., CHEM. BER., 1982, 115, N 11, 3479-3515

  摘要：

  DOI：

文献信息

• A Generalizable Platform for Interrogating Target- and Signal-Specific Consequences of Electrophilic Modifications in Redox-Dependent Cell Signaling
  作者：Hong-Yu Lin、Joseph A. Haegele、Michael T. Disare、Qishan Lin、Yimon Aye

  DOI：10.1021/ja5132648

  日期：2015.5.20

  Despite the known propensity of small-molecule electrophiles to react with numerous cysteine-active proteins, biological actions of individual signal inducers have emerged to be chemotype-specific. To pinpoint and quantify the impacts of modifying one target out of the whole proteome, we develop a target-protein-personalized "electrophile toolbox" with which specific intracellular targets can be selectively modified at a precise time by specific reactive signals. This general methodology, T-REX (targetable reactive electrophiles and oxidants), is established by (1),constructing a platform that can deliver a range of electronic and sterically different bioactive lipid-derived signaling electrophiles to specific proteins in cells; (2) probing the kinetics of targeted delivery concept, which revealed that targeting efficiency in cells is largely driven by initial on-rate of alkylation; and (3) evaluating the consequences of protein-target- and small-molecule-signal-specific modifications on the strength of downstream signaling These data Show that T-REX allows quantitative interrogations into the extent to which the Nrf2 transcription factor-dependent antioxidant response element (ARE) signaling is activated by selective electrophilic modifications on Keapl protein, one of several redox-sensitive regulators of the Nrf2-ARE axis. The results document Keapl as a promiscuous electrophile-responsive sensor able to respond with similar efficiencies to discrete electrophilic signals, promoting comparable strength of Nrf2-ARE induction. T-REX is also able to elicit cell activation in cases in which whole-cell electrophile flooding fails to stimulate ARE induction prior to causing cytotoxicity. The platform presents a previously unavailable opportunity to elucidate the functional consequences of small-inolecule-signal- and protein-target-specific electrophilic modifications in an otherwise unaffected cellular background.