[deamino-Cys(1),Leu(4),Lys(β-Ala)(8)]vasopressin | 1283598-57-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [deamino-Cys(1),Leu(4),Lys(β-Ala)(8)]vasopressin
• 英文别名: H-bAla-(2).deamino-Cys(1)-Tyr-Phe-Leu-Asn-Cys(1)-Pro-Lys(2)-Gly-NH2；(2S)-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-6-(3-aminopropanoylamino)-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-10-(2-methylpropyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
• CAS: 1283598-57-1
• 化学式: C₅₀H₇₂N₁₂O₁₂S₂
• 分子量: 1097.33
• InChiKey: MGZOQDGBWXDPRH-ZTYVOHGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  76
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  436
• 氢给体数：
  12
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 [deamino-Cys(1),Leu(4),Lys(β-Ala)(8)]vasopressin
  参考文献：
  名称：

  Design, Synthesis, and Pharmacological Characterization of Fluorescent Peptides for Imaging Human V1b Vasopressin or Oxytocin Receptors

  摘要：

  Among the four known vasopressin and oxytocin receptors, the specific localization of the V1b isoform is poorly described because of the lack of selective pharmacological tools. In an attempt to address this need, we decided to :design, synthesize, and characterize fluorescent selective V1b analogues. Starting. with tilt selective V1b agonist [deamino-Cys(1),Leu(4),Lys(8)]vasopressin (d[Leu(4), Lys(8)]VP) synthesized earlier, we added blue, green, or red fluorophores to the lysine residue at position 8 either directly:or by the use of linkers of different lengths. Among the nine analogues synthesized, two exhibited very promising properties. These are d[Leu(4),Lys(Alexa 647)(8)]VP (3) and d[Leu(4),Lys(11-aminoundecanoyl-Alexa 647)(8)]VP (9). They remained full V1b agonists with nanomolar affinity and specifically decorated the plasma membrane of CHO cells stably transfected with the human V1b receptor. These new selective fluorescent peptides will allow the cellular localization of V1b or OT receptor isoforms in native tissues.

  DOI：

  10.1021/jm1016208