L-2-aminobutyric acid n-octyl ester hydrochloride | 859210-28-9

• 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: L-2-aminobutyric acid n-octyl ester hydrochloride
• 英文别名: (S)-2-Aminooctylbutanoate HCl；octyl (2S)-2-aminobutanoate;hydrochloride
• CAS: 859210-28-9
• 化学式: C₁₂H₂₅NO₂*ClH
• 分子量: 251.797
• InChiKey: BMMXETSEPWNPEM-MERQFXBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  52.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  L-2-aminobutyric acid n-octyl ester hydrochloride 、 N₆-cyclopropyl-2,6-diamino-9-[2-(phosphonomethoxy)ethyl]purine 在 三乙胺 、 2,2'-二硫二吡啶 、 三苯基膦 作用下， 以 吡啶 为溶剂， 反应 0.08h， 以55%的产率得到octyl (2S)-2-[[2-[2-amino-6-(cyclopropylamino)purin-9-yl]ethoxymethyl-[[(2S)-1-octoxy-1-oxobutan-2-yl]amino]phosphoryl]amino]butanoate
  参考文献：
  名称：

  [EN] PHOSPHONATES, MONOPHOSPHONAMIDATES, BISPHOSPHONAMIDATES FOR THE TREATMENT OF VIRAL DISEASES
  [FR] PHOSPHONATES, MONOPHOSPHONAMIDATES, BISPHOSPHONAMIDATES POUR TRAITER DES MALADIES VIRALES

  摘要：

  化合物和组合物的化学式（I）被描述，可用作抗增殖剂，特别是抗HPV。

  公开号：

  WO2005066189A1
• 作为产物：
  描述：

  辛醇 、 L-2-氨基丁酸 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以50%的产率得到L-2-aminobutyric acid n-octyl ester hydrochloride
  参考文献：
  名称：

  Role of the CAI-1 Fatty Acid Tail in the Vibrio cholerae Quorum Sensing Response

  摘要：

  Quorum sensing is a mechanism of chemical communication among bacteria that enables collective behaviors. In V. cholerae, the etiological agent of the disease cholera, quorum sensing controls group behaviors including virulence factor production and biofilm formation. The major V. cholerae quorum-sensing system consists of the extracellular signal molecule called CAI-1 and its cognate membrane bound receptor called CqsS. Here, the ligand binding activity of CqsS is probed with structural analogues of the natural signal. Enabled by our discovery of a structurally simplified analogue of CAI-1, we prepared and analyzed a focused library. The molecules were designed to probe the effects of conformational and structural changes along the length of the fatty acid tail of CAI-1. Our results, combined with pharmacophore modeling, suggest a molecular basis for signal molecule recognition and receptor fidelity with respect to the fatty acid tail portion of CAI-1. These efforts provide novel probes to enhance discovery of antivirulence agents for the treatment of V. cholerae.

  DOI：

  10.1021/jm300908t

文献信息

• Role of the CAI-1 Fatty Acid Tail in the <i>Vibrio cholerae</i> Quorum Sensing Response
  作者：Lark J. Perez、Wai-Leung Ng、Paul Marano、Karolina Brook、Bonnie L. Bassler、Martin F. Semmelhack

  DOI：10.1021/jm300908t

  日期：2012.11.26

  Quorum sensing is a mechanism of chemical communication among bacteria that enables collective behaviors. In V. cholerae, the etiological agent of the disease cholera, quorum sensing controls group behaviors including virulence factor production and biofilm formation. The major V. cholerae quorum-sensing system consists of the extracellular signal molecule called CAI-1 and its cognate membrane bound receptor called CqsS. Here, the ligand binding activity of CqsS is probed with structural analogues of the natural signal. Enabled by our discovery of a structurally simplified analogue of CAI-1, we prepared and analyzed a focused library. The molecules were designed to probe the effects of conformational and structural changes along the length of the fatty acid tail of CAI-1. Our results, combined with pharmacophore modeling, suggest a molecular basis for signal molecule recognition and receptor fidelity with respect to the fatty acid tail portion of CAI-1. These efforts provide novel probes to enhance discovery of antivirulence agents for the treatment of V. cholerae.
• [EN] PHOSPHONATES, MONOPHOSPHONAMIDATES, BISPHOSPHONAMIDATES FOR THE TREATMENT OF VIRAL DISEASES<br/>[FR] PHOSPHONATES, MONOPHOSPHONAMIDATES, BISPHOSPHONAMIDATES POUR TRAITER DES MALADIES VIRALES
  申请人：GILEAD SCIENCES INC

  公开号：WO2005066189A1

  公开（公告）日：2005-07-21

  Compounds and compositions of Formula (I) are described, useful as anti-proliferative agents, and in particular anti-HPV.

  化合物和组合物的化学式（I）被描述，可用作抗增殖剂，特别是抗HPV。