[(18)F]FPEGBA | 1190206-08-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [(18)F]FPEGBA
• 英文别名: 2-bromo-N-[2-[2-[2-[2-[2-[2-[2-[4-[2-[2-[2-[2-[2-(2-(18F)fluoranylethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxymethyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]acetamide
• CAS: 1190206-08-6
• 化学式: C₃₁H₅₈BrFN₄O₁₃
• 分子量: 792.725
• InChiKey: BMZIGDLRDGYQDV-VUKKNECJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  50
• 可旋转键数：
  41
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  171
• 氢给体数：
  1
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  1-[(18)F]fluoro-3,6,9,12,15,18-hexaoxahenicos-20-yne 、 溴-CH2CONH-六聚乙二醇-叠氮 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 乙腈 为溶剂， 生成 [(18)F]FPEGBA
  参考文献：
  名称：

  A Modular Platform for the Rapid Site-Specific Radiolabeling of Proteins with ¹⁸F Exemplified by Quantitative Positron Emission Tomography of Human Epidermal Growth Factor Receptor 2

  摘要：

  Receptor-specific proteins produced by genetic engineering are attractive as PET imaging agents, but labeling with conventional F-18-based prosthetic groups is problematic due to long synthesis times, poor radiochemical yields, and low specific activities. Therefore, we developed a modular platform for the rapid preparation of water-soluble prosthetic groups capable of efficiently introducing F-18 into proteins. The utility of this platform is demonstrated by the thiol-specific prosthetic group, [F-18]FPEGMA, which was used to produce site-specifically F-18-labeled protein (F-18-trastuzumab-ThioFab) in 82 min with a total radiochemical yield of 13 +/- 3% and a specific activity of 2.2 +/- 0.2 Ci/mu mol. F-18-trastuzumab-ThioFab retained the biological activity of native protein and was successfully validated in vivo with microPET imaging of Her2 expression in a xenograft tumor-bearing murine model modulated by. the Hsp90 inhibitor, 17-(allylamino)-17-demethoxygeldanamycin.

  DOI：

  10.1021/jm900420c