apelin-13 | 1358074-51-7

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: apelin-13
• CAS: 1358074-51-7
• 化学式: C₆₉H₁₀₈N₂₂O₁₆S
• 分子量: 1533.82
• InChiKey: GGMAXEWLXWJGSF-XVBOSMDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.03
• 重原子数：
  108.0
• 可旋转键数：
  44.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  587.96
• 氢给体数：
  20.0
• 氢受体数：
  20.0

反应信息

• 作为产物：
  描述：

  Fmoc-甘氨酸 、 Fmoc-L-亮氨酸 、 Fmoc-L-苯丙氨酸 、 Fmoc-L-蛋氨酸 、 alkaline earth salt of/the/ methylsulfuric acid 、 alkaline earth salt of/the/ methylsulfuric acid 、 alkaline earth salt of/the/ methylsulfuric acid 、 alkaline earth salt of/the/ methylsulfuric acid 、 alkaline earth salt of/the/ methylsulfuric acid 、 alkaline earth salt of/the/ methylsulfuric acid 在 N,N-二异丙基乙胺 、 哌啶 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.25h， 生成 apelin-13
  参考文献：
  名称：

  Discovery and Structure–Activity Relationship of a Bioactive Fragment of ELABELA that Modulates Vascular and Cardiac Functions

  摘要：

  ELABELA (ELA) was recently discovered as a novel endogenous ligand of the apelin receptor (APJ), a G protein-coupled receptor. ELA signaling was demonstrated to be crucial for normal heart and vasculature development during embryogenesis. We delineate here ELA's structure- activity relationships and report the identification of analogue 3 (ELA(19-32)), a fragment of ELA that binds to APJ, activates the G alpha(i1) and beta-arrestin-2 signaling pathways, and induces receptor internalization similarly to its parent endogenous peptide. An alanine scan performed on 3 revealed that the C-terminal residues are critical for binding to APJ and signaling. Finally, using isolated-perfused hearts and in vivo hemodynamic and echocardiographic measurements, we demonstrate that ELA and 3 both reduce arterial pressure and exert positive inotropic effects on the heart. Altogether, these results present ELA and 3 as potential therapeutic options in managing cardiovascular diseases.

  DOI：

  10.1021/acs.jmedchem.5b01549