3,4,5-Tris[2-[2-[2-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]ethoxy]ethoxy]ethoxy]benzoic acid | 1114988-29-2

• 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-Tris[2-[2-[2-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]ethoxy]ethoxy]ethoxy]benzoic acid
• 英文别名: 3,4,5-tris[2-[2-[2-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]ethoxy]ethoxy]ethoxy]benzoic acid
• CAS: 1114988-29-2
• 化学式: C₅₈H₉₉N₉O₂₃
• 分子量: 1290.47
• InChiKey: GKVGVAPHQGGPIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  90
• 可旋转键数：
  49
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  387
• 氢给体数：
  7
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  3,4,5-Tris[2-[2-[2-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]ethoxy]ethoxy]ethoxy]benzoic acid 、 对二氨基偶氮苯 在 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以27%的产率得到
  参考文献：
  名称：

  Friction-Mediated Dynamic Disordering of Phospholipid Membrane by Mechanical Motions of Photoresponsive Molecular Glue: Activation of Ion Permeation

  摘要：

  A water-soluble photoresponsive molecular glue, Azo-(18)Glue, consisting of a photochromic azobenzene core and two adhesive dendritic wedges with a total of 18 peripheral guanidinium ion (Gu(+)) pendants tightly adheres to the surface of a phospholipid membrane, even in buffer, via a multivalent salt-bridge formation with phosphate anions. A photomechanical motion of adhering Azo-(18)Glue possibly gives rise to dynamic structural disordering of the phospholipid membrane and activates transmembrane ion permeation. In sharp contrast, no activation of ion permeation results when poorly adhesive Azo-(6)Glue carrying only six Gu(+) pendants is used in place of Azo-(18)Glue.

  DOI：

  10.1021/ja3074424
• 作为产物：
  描述：

  N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine 、 3,4,5-Tris[2-[2-(2-aminoethoxy)ethoxy]ethoxy]benzoic acid 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 以59%的产率得到3,4,5-Tris[2-[2-[2-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]ethoxy]ethoxy]ethoxy]benzoic acid
  参考文献：
  名称：

  Okuro, Kou; Kinbara, Kazushi; Tsumoto, Kouhei, Journal of the American Chemical Society, 2009, vol. 131, p. 1626 - 1627

  摘要：

  DOI：

文献信息

• Okuro, Kou; Kinbara, Kazushi; Tsumoto, Kouhei, Journal of the American Chemical Society, 2009, vol. 131, p. 1626 - 1627
  作者：Okuro, Kou、Kinbara, Kazushi、Tsumoto, Kouhei、Lshii, Noriyuki、Aida, Takuzo

  DOI：——

  日期：——
• Molecular Glue that Spatiotemporally Turns on Protein–Protein Interactions
  作者：Rina Mogaki、Kou Okuro、Ryosuke Ueki、Shinsuke Sando、Takuzo Aida

  DOI：10.1021/jacs.9b02427

  日期：2019.5.22

  We developed a dendritic molecular glue (PC)Glue-NBD that can serve universally to "turn on" protein-protein interactions (PPIs) spatiotemporally. (PC)Glue-NBD carrying multiple guanidinium ion (Gu(+)) pendants can adhere strongly to target proteins and cover their surfaces including the PPI interface regions, thereby suppressing PPIs with their receptor proteins. Upon irradiation with UV light, (PC)Glue-NBD on a target protein is photocleaved at butyrate-substituted nitroveratryloxycarbonyl linkages in the dendrimer framework, so that the multivalency for the adhesion is reduced. Consequently, the guest protein is liberated and becomes eligible for a PPI. We found that hepatocyte growth factor HGF, when mixed with (PC)Glue-NBD, lost the affinity toward its receptor c-Met. However, upon exposure of the (PC)Glue-NBD/HGF hybrid to light-emitting diode light (365 nm), the (PC)Glue-NBD molecules on HGF were photocleaved as described above, so that HGF was liberated and retrieved its intrinsic PPI affinity toward c-Met. The turn-on PPI, thus achieved for HGF and c-Met, leads to cell migration, which can be made spatiotemporally with a millimeter-scale resolution by pointwise irradiation with UV light.
• Friction-Mediated Dynamic Disordering of Phospholipid Membrane by Mechanical Motions of Photoresponsive Molecular Glue: Activation of Ion Permeation
  作者：Yushi Suzuki、Kou Okuro、Tadashi Takeuchi、Takuzo Aida

  DOI：10.1021/ja3074424

  日期：2012.9.19

  A water-soluble photoresponsive molecular glue, Azo-(18)Glue, consisting of a photochromic azobenzene core and two adhesive dendritic wedges with a total of 18 peripheral guanidinium ion (Gu(+)) pendants tightly adheres to the surface of a phospholipid membrane, even in buffer, via a multivalent salt-bridge formation with phosphate anions. A photomechanical motion of adhering Azo-(18)Glue possibly gives rise to dynamic structural disordering of the phospholipid membrane and activates transmembrane ion permeation. In sharp contrast, no activation of ion permeation results when poorly adhesive Azo-(6)Glue carrying only six Gu(+) pendants is used in place of Azo-(18)Glue.