4-氨基丁-2-炔酸 | 34014-16-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 4-氨基丁-2-炔酸
• 中文别名: 4-氨基-2-丁炔酸
• 英文名称: 4-Aminotetrolic acid
• 英文别名: 4-Aminotetrolsaeure；4-Amino-but-2-ynoic Acid；4-amino-2-butynoic acid；4-Azaniumylbut-2-ynoate
• CAS: 34014-16-9
• 化学式: C₄H₅NO₂
• mdl: MFCD19204064
• 分子量: 99.0892
• InChiKey: JAGBKMXGOMEWNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-芴甲基-N-琥珀酰亚胺基碳酸酯 、 4-氨基丁-2-炔酸 在 sodium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以41%的产率得到4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]tetrolic acid
  参考文献：
  名称：

  Structure−Affinity Relationships of Glutamine Mimics Incorporated into Phosphopeptides Targeted to the SH2 Domain of Signal Transducer and Activator of Transcription 3

  摘要：

  In cancer cells, signal transducer and activator of transcription 3 (Stat3) participates in aberrant growth, survival, angiogenesis, and invasion signals and is a validated target for anticancer drug design. We are targeting its SH2 domain to prevent docking to cytokine and growth factor receptors and subsequent signaling. One of the important elements of the recognition sequence, pTyr-Xxx-Xxx-Gln, is glutamine. We incorporated novel Gin mimics into a lead peptide, pCinn-Leu-Pro-Gln-NHBn, and found that a linear, unconstrained side chain and carboxamide are necessary for high affinity, and the benzamide can be eliminated. Replacement of Gln-NHBn with (R)-4-aminopentanamide or 2-aminoethylurea produced inhibitors with equal or greater potency than that of the lead, as judged by fluorescence polarization (IC50 values were 110 and 130 nM, respectively). When Pro was replaced with cis-3,4-methanoproline, the glutamine mimic, (4R,5S)-4-amino-5-benzyloxyhexanamide resulted in an IC50 of 69 nM, the highest affinity Stat3 inhibitor reported to date.

  DOI：

  10.1021/jm901105k
• 作为产物：
  描述：

  二氧化碳 、 3-Iminobenzyl-1-propin 在 乙基溴化镁 、 盐酸 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.5h， 以37%的产率得到4-氨基丁-2-炔酸
  参考文献：
  名称：

  4-氨基乙醇酸的改进合成

  摘要：

  摘要描述了从受保护的炔丙胺 2 合成 4-氨基四乙醇酸 1 的改进和有效的一锅法。

  DOI：

  10.1081/scc-120002416

文献信息

• Design and Remarkable Efficiency of the Robust Sandwich Cluster Composite Nanocatalysts ZIF-8@Au₂₅@ZIF-67
  作者：Yapei Yun、Hongting Sheng、Kang Bao、Li Xu、Yu Zhang、Didier Astruc、Manzhou Zhu

  DOI：10.1021/jacs.0c00378

  日期：2020.3.4

  Heterogeneous catalysts with precise surface and interface structures are of great interest to decipher the structure-property relationships and maintain remarkable stability while achieving high activity. Here, we report the design and fabrication of the new sandwich composites ZIF-8@Au-25@ZIF-67[tkn] and ZIF-8@Au-25@ZIF-8[tkn] [tkn = thickness of shell] by coordination assisted self-assembly with well-defined structures and interfaces. The composites ZIF-8@Au-25@ZIF-67 efficiently catalyzed both 4-nitrophenol reduction and terminal alkyne carboxylation with CO2 under ambient conditions with remarkably improved activity and stability, compared to the simple components Au-25/ZIF-8 and Au-25@ZIF-8, highlighting the highly useful function of the ultrathin shell. In addition, the performances of these composite sandwich catalysts are conveniently regulated by the shell thickness. This concept and achievements should open a new avenue to the targeted design of well-defined nanocatalysts with enhanced activities and stabilities for challenging reactions.
• Structure−Affinity Relationships of Glutamine Mimics Incorporated into Phosphopeptides Targeted to the SH2 Domain of Signal Transducer and Activator of Transcription 3
  作者：Pijus K. Mandal、Zhiyong Ren、Xiaomin Chen、Chiyi Xiong、John S. McMurray

  DOI：10.1021/jm901105k

  日期：2009.10.8

  In cancer cells, signal transducer and activator of transcription 3 (Stat3) participates in aberrant growth, survival, angiogenesis, and invasion signals and is a validated target for anticancer drug design. We are targeting its SH2 domain to prevent docking to cytokine and growth factor receptors and subsequent signaling. One of the important elements of the recognition sequence, pTyr-Xxx-Xxx-Gln, is glutamine. We incorporated novel Gin mimics into a lead peptide, pCinn-Leu-Pro-Gln-NHBn, and found that a linear, unconstrained side chain and carboxamide are necessary for high affinity, and the benzamide can be eliminated. Replacement of Gln-NHBn with (R)-4-aminopentanamide or 2-aminoethylurea produced inhibitors with equal or greater potency than that of the lead, as judged by fluorescence polarization (IC50 values were 110 and 130 nM, respectively). When Pro was replaced with cis-3,4-methanoproline, the glutamine mimic, (4R,5S)-4-amino-5-benzyloxyhexanamide resulted in an IC50 of 69 nM, the highest affinity Stat3 inhibitor reported to date.
• AN IMPROVED SYNTHESIS OF 4-AMINOTETROLIC ACID
  作者：David G. Ahern、Anne G. Laseter、Crist N. Filer

  DOI：10.1081/scc-120002416

  日期：2002.1.1

  ABSTRACT An improved and efficient one pot synthesis of 4-aminotetrolic acid 1 from protected propargyl amine 2 is described.

  摘要描述了从受保护的炔丙胺 2 合成 4-氨基四乙醇酸 1 的改进和有效的一锅法。