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Fmoc-2-aminoadamantyl-2-carboxylic acid | 1092172-31-0

中文名称
——
中文别名
——
英文名称
Fmoc-2-aminoadamantyl-2-carboxylic acid
英文别名
Fmoc-Aac;2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)adamantane-2-carboxylic acid;2-(9H-fluoren-9-ylmethoxycarbonylamino)adamantane-2-carboxylic acid
Fmoc-2-aminoadamantyl-2-carboxylic acid化学式
CAS
1092172-31-0
化学式
C26H27NO4
mdl
——
分子量
417.505
InChiKey
RBURZOWRTXGQPH-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    4.8
  • 重原子数:
    31
  • 可旋转键数:
    5
  • 环数:
    7.0
  • sp3杂化的碳原子比例:
    0.46
  • 拓扑面积:
    75.6
  • 氢给体数:
    2
  • 氢受体数:
    4

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    Wang resin 、 Fmoc-2-aminoadamantyl-2-carboxylic acid偶氮二甲酸二叔丁酯三苯基膦 作用下, 以 四氢呋喃 为溶剂, 反应 14.0h, 生成 6-(4-Methoxy-3-(oxazol-5-yl)phenyl)-4-methylhex-4-enoic acid
    参考文献:
    名称:
    Novel insights into GPCR—Peptide interactions: Mutations in extracellular loop 1, ligand backbone methylations and molecular modeling of neurotensin receptor 1
    摘要:
    Investigating prototypical interactions between NT(8-13) and the human neurotensin receptor 1 (hNTR1), we created a receptor-ligand model that was validated by site-directed mutagenesis and structure-activity relationship studies. Stabilization of the extracellular loop 1 (EL1) by pi-stacking clusters proved to be important for agonist binding when substitution of six conserved amino acids by alanine resulted in an agonist specific loss of maximal binding capacity. In agreement with our modeling studies, EL1 seems to adopt a clamp-type border area controlling the shape of the binding site crevice. Employing chemically manipulated peptide analogs as molecular probes, the impact of backbone modi. cations on receptor-ligand interaction, especially the influence on ligand conformation, was examined in binding studies and explained by in silico analysis. (c) 2008 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.bmc.2008.08.051
  • 作为产物:
    描述:
    氯甲酸-9-芴基甲酯2-(氨基)三环[3.3.1.13,7]癸烷-2-羧酸盐酸盐三甲基氯硅烷diisopropylethyl amine 作用下, 以 二氯甲烷 为溶剂, 反应 2.33h, 以64%的产率得到Fmoc-2-aminoadamantyl-2-carboxylic acid
    参考文献:
    名称:
    Novel insights into GPCR—Peptide interactions: Mutations in extracellular loop 1, ligand backbone methylations and molecular modeling of neurotensin receptor 1
    摘要:
    Investigating prototypical interactions between NT(8-13) and the human neurotensin receptor 1 (hNTR1), we created a receptor-ligand model that was validated by site-directed mutagenesis and structure-activity relationship studies. Stabilization of the extracellular loop 1 (EL1) by pi-stacking clusters proved to be important for agonist binding when substitution of six conserved amino acids by alanine resulted in an agonist specific loss of maximal binding capacity. In agreement with our modeling studies, EL1 seems to adopt a clamp-type border area controlling the shape of the binding site crevice. Employing chemically manipulated peptide analogs as molecular probes, the impact of backbone modi. cations on receptor-ligand interaction, especially the influence on ligand conformation, was examined in binding studies and explained by in silico analysis. (c) 2008 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.bmc.2008.08.051
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文献信息

  • Novel insights into GPCR—Peptide interactions: Mutations in extracellular loop 1, ligand backbone methylations and molecular modeling of neurotensin receptor 1
    作者:Steffen Härterich、Susanne Koschatzky、Jürgen Einsiedel、Peter Gmeiner
    DOI:10.1016/j.bmc.2008.08.051
    日期:2008.10
    Investigating prototypical interactions between NT(8-13) and the human neurotensin receptor 1 (hNTR1), we created a receptor-ligand model that was validated by site-directed mutagenesis and structure-activity relationship studies. Stabilization of the extracellular loop 1 (EL1) by pi-stacking clusters proved to be important for agonist binding when substitution of six conserved amino acids by alanine resulted in an agonist specific loss of maximal binding capacity. In agreement with our modeling studies, EL1 seems to adopt a clamp-type border area controlling the shape of the binding site crevice. Employing chemically manipulated peptide analogs as molecular probes, the impact of backbone modi. cations on receptor-ligand interaction, especially the influence on ligand conformation, was examined in binding studies and explained by in silico analysis. (c) 2008 Elsevier Ltd. All rights reserved.
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同类化合物

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