| 1420656-56-9

• 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
• CAS: 1420656-56-9
• 化学式: C₁₅₉H₂₃₉N₂₅O₃₅S₂
• 分子量: 3124.93
• InChiKey: GIOCUXXIPPTOLN-OSLNGUDLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.58
• 重原子数：
  221.0
• 可旋转键数：
  77.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  808.8
• 氢给体数：
  21.0
• 氢受体数：
  40.0

反应信息

• 作为产物：
  描述：

  二甘醇酐 、 BOC-L-异亮氨酸 、 Fmoc-L-亮氨酸 、 Fmoc-L-脯氨酸 、 Fmoc-O-叔丁基-L-酪氨酸 、 Fmoc-N-三苯甲基-L-天冬酰胺 、 Fmoc-Lys(ivDde)-OH 、 Fmoc-Pbf-L-精氨酸 、 1,4,7,10-四氮杂环十二烷-1,4,7,10-四乙酸三叔丁酯 、 [2-[2-(Fmoc-氨基)乙氧基]乙氧基]乙酸 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三异丙基硅烷 、 三氟乙酸 、 苯酚 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 、 水 为溶剂， 生成
  参考文献：
  名称：

  Heterobivalent dual-target probe for targeting GRP and Y1 receptors on tumor cells

  摘要：

  Receptor targeting ligands for imaging and/or therapy of cancer are limited by heterogeneity of receptor expression by tumor cells, both inter-patient and intra-patient. It is often more important for imaging agents to identify local and distant spread of disease than it is to identify a specific receptor presence. Two natural hormone peptide receptors, GRPR and Y1, are specifically interesting because expression of GRPR, Y1 or both is up-regulated in most breast cancers. We describe here the design and development of a new heterobivalent peptide ligand, truncated bombesin (t-BBN)/BVD15-DO3A, for dual-targeting of GRPR and Y1, and validation of its dual binding capability. Such a probe should be useful in imaging cells, tissues and tumors that are GRPR and/or Y1 positive and should target radioisotopes, for example, Ga-68 and/or Lu-177, to more tumors cells than single GRPR or Y1 targeted probes. A GRP targeting ligand, J-G-Abz4-QWAVGHLM-NH2 (J-G-Abz4-t-BBN), and an Y1 targeting ligand, INP-K[epsilon-J-(alpha-DO3A-epsilon-DGa)-K]-YRLRY- NH2([epsilon-J-(alpha-DO3A-epsilon-DGa)-K]-BVD-15), were synthesized and coupled to produce the heterobivalent ligand, t-BBN/BVD15-DO3A. Competitive displacement binding assays using t-BBN/BVD15-DO3A against I-125-Tyr(4)-BBN yielded an IC50 value of 18 +/- 0.7 nM for GRPR in T-47D cells, a human breast cancer cell line. A similar assay using t-BBN/BVD15-DO3A against porcine I-125-NPY showed IC50 values of 80 +/- 11 nM for Y1 receptor in MCF7 cells, another human breast cancer cell line. In conclusion, it is possible to construct a single DO3A chelate containing probe that can target both GRPR and Y1 on human tumor cells. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.110