(6S,12S,15S)-tert-butyl 15-(4-(((benzyloxy)carbonyl)amino)butyl)-6,12-bis((R)-1-(tert-butoxy)ethyl)-2,2-dimethyl-4,7,10,13,16,19-hexaoxo-3-oxa-5,8,11,14,17,20-hexaazadocosan-22-oate | 1393646-43-9

• 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
• 英文名称: (6S,12S,15S)-tert-butyl 15-(4-(((benzyloxy)carbonyl)amino)butyl)-6,12-bis((R)-1-(tert-butoxy)ethyl)-2,2-dimethyl-4,7,10,13,16,19-hexaoxo-3-oxa-5,8,11,14,17,20-hexaazadocosan-22-oate
• 英文别名: Boc-Thr(tBu)-Gly-Thr(tBu)-Lys(Cbz)-Gly-Gly-OtBu；tert-butyl 2-[[2-[[(2S)-2-[[(2S,3R)-3-[(2-methylpropan-2-yl)oxy]-2-[[2-[[(2S,3R)-3-[(2-methylpropan-2-yl)oxy]-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoyl]amino]acetyl]amino]butanoyl]amino]-6-(phenylmethoxycarbonylamino)hexanoyl]amino]acetyl]amino]acetate
• CAS: 1393646-43-9
• 化学式: C₄₅H₇₅N₇O₁₃
• 分子量: 922.13
• InChiKey: PMSNAQAZIRMKNG-ORAUCFDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  65
• 可旋转键数：
  30
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  267
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  (6S,12S,15S)-tert-butyl 15-(4-(((benzyloxy)carbonyl)amino)butyl)-6,12-bis((R)-1-(tert-butoxy)ethyl)-2,2-dimethyl-4,7,10,13,16,19-hexaoxo-3-oxa-5,8,11,14,17,20-hexaazadocosan-22-oate 在 10% Pd/C 、 氢气 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Design and Synthesis of a Stable Oxidized Phospholipid Mimic with Specific Binding Recognition for Macrophage Scavenger Receptors

  摘要：

  Macrophage scavenger receptors appear to play a major role in the clearance of oxidized phospholipid (OxPL) products. Discrete peptide-phospholipid conjugates with the phosphatidylcholine headgroup have been shown to exhibit binding affinity for these receptors. We report the preparation of a water-soluble, stable peptide-phospholipid conjugate (9) that possesses the necessary physical properties to enable more detailed study of the role(s) of OxPL in metabolic disease.

  DOI：

  10.1021/jm300685s
• 作为产物：
  描述：

  2-chlorotrityl resin 、 叔丁基三氯乙酰亚胺酯 、 二碳酸二叔丁酯 、 Fmoc-甘氨酸 、 N'-芴甲氧羰基-N-苄氧羰基-L-赖氨酸 、 Fmoc-O-叔丁基-L-苏氨酸 在 N,N-二异丙基乙胺 、 3-(二乙氧基邻酰氧基)-1,2,3-苯并三嗪-4-酮 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以76%的产率得到(6S,12S,15S)-tert-butyl 15-(4-(((benzyloxy)carbonyl)amino)butyl)-6,12-bis((R)-1-(tert-butoxy)ethyl)-2,2-dimethyl-4,7,10,13,16,19-hexaoxo-3-oxa-5,8,11,14,17,20-hexaazadocosan-22-oate
  参考文献：
  名称：

  Design and Synthesis of a Stable Oxidized Phospholipid Mimic with Specific Binding Recognition for Macrophage Scavenger Receptors

  摘要：

  Macrophage scavenger receptors appear to play a major role in the clearance of oxidized phospholipid (OxPL) products. Discrete peptide-phospholipid conjugates with the phosphatidylcholine headgroup have been shown to exhibit binding affinity for these receptors. We report the preparation of a water-soluble, stable peptide-phospholipid conjugate (9) that possesses the necessary physical properties to enable more detailed study of the role(s) of OxPL in metabolic disease.

  DOI：

  10.1021/jm300685s

文献信息

• Design and Synthesis of a Stable Oxidized Phospholipid Mimic with Specific Binding Recognition for Macrophage Scavenger Receptors
  作者：William W. Turner、Karsten Hartvigsen、Agnes Boullier、Erica N. Montano、Joseph L. Witztum、Michael S. VanNieuwenhze

  DOI：10.1021/jm300685s

  日期：2012.9.27

  Macrophage scavenger receptors appear to play a major role in the clearance of oxidized phospholipid (OxPL) products. Discrete peptide-phospholipid conjugates with the phosphatidylcholine headgroup have been shown to exhibit binding affinity for these receptors. We report the preparation of a water-soluble, stable peptide-phospholipid conjugate (9) that possesses the necessary physical properties to enable more detailed study of the role(s) of OxPL in metabolic disease.