(S)-3-{2-{2-[2-(3-tert-Butoxycarbonylamino-propoxy)-ethoxy]-ethoxy}-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester | 801239-46-3

• 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: (S)-3-{2-{2-[2-(3-tert-Butoxycarbonylamino-propoxy)-ethoxy]-ethoxy}-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester
• 英文别名: tert-butyl (2S)-3-[[4-[2-[6-(methylamino)pyridin-2-yl]ethyl]-2-[2-[2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propoxy]ethoxy]ethoxy]benzoyl]amino]-2-[(2,4,6-trimethylphenyl)sulfonylamino]propanoate
• CAS: 801239-46-3
• 化学式: C₄₃H₆₃N₅O₁₀S
• 分子量: 842.067
• InChiKey: ADIZLWUBSQCOCA-DHUJRADRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  59
• 可旋转键数：
  26
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  201
• 氢给体数：
  4
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 (S)-3-{2-{2-[2-(3-tert-Butoxycarbonylamino-propoxy)-ethoxy]-ethoxy}-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester 在 苯甲醚 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 (S)-3-{2-{2-[2-(3-Amino-propoxy)-ethoxy]-ethoxy}-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Chemical Adaptor Immunotherapy:  Design, Synthesis, and Evaluation of Novel Integrin-Targeting Devices

  摘要：

  A series of beta-diketone derivatives of RGD peptidornimetics that selectively bind to alphabbeta3 and alphavbeta5 integrins were synthesized and covalently docked to the reactive lysine residues of monoclonal aldolase antibody 38C2. The resulting targeting devices strongly and selectively bound to human cancer cells expressing integrins alphavbeta3 and alphavbeta5 as analyzed by flow cytometry. In vitro and in vivo studies revealed that these novel integrin-targeting devices efficiently inhibit tumor growth. Thus, the combination of beta-diketone derivatives of RGD peptidomimetics that target cell surface integrins alphavbeta3 and alphavbeta5 with monoclonal aldolase antibodies through formation of a covalent bond of defined stoichiometry holds promise as a new approach to cancer therapy.

  DOI：

  10.1021/jm049666k
• 作为产物：
  描述：

  4-碘水杨酸甲酯 在 palladium on activated charcoal N-甲基吗啉 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 copper(l) iodide 、 偶氮二甲酸二异丙酯 、 氢气 、 potassium carbonate 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 82.0h， 生成 (S)-3-{2-{2-[2-(3-tert-Butoxycarbonylamino-propoxy)-ethoxy]-ethoxy}-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester
  参考文献：
  名称：

  Chemical Adaptor Immunotherapy:  Design, Synthesis, and Evaluation of Novel Integrin-Targeting Devices

  摘要：

  A series of beta-diketone derivatives of RGD peptidornimetics that selectively bind to alphabbeta3 and alphavbeta5 integrins were synthesized and covalently docked to the reactive lysine residues of monoclonal aldolase antibody 38C2. The resulting targeting devices strongly and selectively bound to human cancer cells expressing integrins alphavbeta3 and alphavbeta5 as analyzed by flow cytometry. In vitro and in vivo studies revealed that these novel integrin-targeting devices efficiently inhibit tumor growth. Thus, the combination of beta-diketone derivatives of RGD peptidomimetics that target cell surface integrins alphavbeta3 and alphavbeta5 with monoclonal aldolase antibodies through formation of a covalent bond of defined stoichiometry holds promise as a new approach to cancer therapy.

  DOI：

  10.1021/jm049666k

文献信息

• Chemical Adaptor Immunotherapy:  Design, Synthesis, and Evaluation of Novel Integrin-Targeting Devices
  作者：Lian-Sheng Li、Christoph Rader、Masayuki Matsushita、Sanjib Das、Carlos F. Barbas、Richard A. Lerner、Subhash C. Sinha

  DOI：10.1021/jm049666k

  日期：2004.11.1

  A series of beta-diketone derivatives of RGD peptidornimetics that selectively bind to alphabbeta3 and alphavbeta5 integrins were synthesized and covalently docked to the reactive lysine residues of monoclonal aldolase antibody 38C2. The resulting targeting devices strongly and selectively bound to human cancer cells expressing integrins alphavbeta3 and alphavbeta5 as analyzed by flow cytometry. In vitro and in vivo studies revealed that these novel integrin-targeting devices efficiently inhibit tumor growth. Thus, the combination of beta-diketone derivatives of RGD peptidomimetics that target cell surface integrins alphavbeta3 and alphavbeta5 with monoclonal aldolase antibodies through formation of a covalent bond of defined stoichiometry holds promise as a new approach to cancer therapy.