pinacol diester of biotinoylaminophenylboronic acid | 863118-15-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: pinacol diester of biotinoylaminophenylboronic acid
• 英文别名: 5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pentanamide；pinacol 4-biotinamidophenylboronate；5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pentanamide
• CAS: 863118-15-4
• 化学式: C₂₂H₃₂BN₃O₄S
• 分子量: 445.391
• InChiKey: MQDZDBYDQUXOIL-LNLFQRSKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  pinacol diester of biotinoylaminophenylboronic acid 在 potassium hydrogen bifluoride 作用下， 以 甲醇 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  Arylfluoroborates and Alkylfluorosilicates as Potential PET Imaging Agents:  High-Yielding Aqueous Biomolecular ¹⁸F-Labeling

  摘要：

  Organometalloid compositions of silicon and boron permit rapid, high-yielding, one-step radiolabeling of a covalently linked protein ligand (biotin) under aqueous conditions to give the corresponding alkyltetrafluorosilicates and aryltrifluoroborate salts. Biotin was chosen as a test ligand for protein targeting because of its quantitative interaction with avidin, which in turn allowed us to calculate fluoridation yields that approach 80-100%. The silicate was found to be moderately stable to hydrolysis, whereas the borate appears to be so stable that its hydrolytic decomposition was not readily measured. With the stability of both compounds ascertained, this work describes a novel and robust radiolabeling method that may find use in the development of positron emission tomography radiopharmaceuticals.

  DOI：

  10.1021/ja053293a
• 作为产物：
  描述：

  D-生物素 在 氯化亚砜 作用下， 以 乙腈 为溶剂， 反应 0.66h， 生成 pinacol diester of biotinoylaminophenylboronic acid
  参考文献：
  名称：

  Arylfluoroborates and Alkylfluorosilicates as Potential PET Imaging Agents:  High-Yielding Aqueous Biomolecular ¹⁸F-Labeling

  摘要：

  Organometalloid compositions of silicon and boron permit rapid, high-yielding, one-step radiolabeling of a covalently linked protein ligand (biotin) under aqueous conditions to give the corresponding alkyltetrafluorosilicates and aryltrifluoroborate salts. Biotin was chosen as a test ligand for protein targeting because of its quantitative interaction with avidin, which in turn allowed us to calculate fluoridation yields that approach 80-100%. The silicate was found to be moderately stable to hydrolysis, whereas the borate appears to be so stable that its hydrolytic decomposition was not readily measured. With the stability of both compounds ascertained, this work describes a novel and robust radiolabeling method that may find use in the development of positron emission tomography radiopharmaceuticals.

  DOI：

  10.1021/ja053293a

文献信息

• [EN] ANTIVIRAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIVIRAUX
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014135495A1

  公开（公告）日：2014-09-12

  The present invention discloses compounds of Formula I: wherein the variables in Formula I are defined as described herein. Also disclosed are pharmaceutical compositions containing such compounds and methods for using the compounds of Formula I in the prevention or treatment of HCV infection.

  本发明公开了化合物的结构式I：其中结构式I中的变量如本文所述。还公开了含有这些化合物的药物组合物，以及使用结构式I中的化合物预防或治疗HCV感染的方法。
• Arylfluoroborates and Alkylfluorosilicates as Potential PET Imaging Agents:  High-Yielding Aqueous Biomolecular ¹⁸F-Labeling
  作者：Richard Ting、Michael J. Adam、Thomas J. Ruth、David M. Perrin

  DOI：10.1021/ja053293a

  日期：2005.9.28

  Organometalloid compositions of silicon and boron permit rapid, high-yielding, one-step radiolabeling of a covalently linked protein ligand (biotin) under aqueous conditions to give the corresponding alkyltetrafluorosilicates and aryltrifluoroborate salts. Biotin was chosen as a test ligand for protein targeting because of its quantitative interaction with avidin, which in turn allowed us to calculate fluoridation yields that approach 80-100%. The silicate was found to be moderately stable to hydrolysis, whereas the borate appears to be so stable that its hydrolytic decomposition was not readily measured. With the stability of both compounds ascertained, this work describes a novel and robust radiolabeling method that may find use in the development of positron emission tomography radiopharmaceuticals.