Fmoc-Asp(OH)-OChol | 1393674-74-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Fmoc-Asp(OH)-OChol
• 英文别名: Fmoc-Asp-OChol
• CAS: 1393674-74-2
• 化学式: C₄₆H₆₁NO₆
• 分子量: 723.993
• InChiKey: XXGYBOLRHNCBCQ-LQMRQLNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.32
• 重原子数：
  53.0
• 可旋转键数：
  12.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  101.93
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-(tert-butyl) 1-((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl) (((9H-fluoren-9-yl)methoxy)carbonyl)-L-aspartate 在 水 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以2.7 g的产率得到Fmoc-Asp(OH)-OChol
  参考文献：
  名称：

  Addition of artificial salt bridge by Ile646Lys mutation in gp41 coiled-coil domain regulates 6-helical bundle formation

  摘要：

  HIV entry is mediated by the envelope glycoproteins gp120 and gp41. The gp41 subunit contains several functional domains: the N-terminal heptad repeat (NHR) domains fold a triple stranded coiled-coil forming a meta-stable prefusion intermediate. C-terminal heptad repeat (CHR) subsequently folds onto the hydrophobic grooves of the NHR coiled-coil to form a stable 6-helix bundle, which juxtaposes the viral and cellular membranes for fusion. The C34 which has 34 amino acid residues is known as the core structure in CHR. A highly anti-HIV peptide inhibitor derived from C34 was designed. An artificial salt bridge was added in the 6-helical bundle by substitution of lysine for Ile646. With a cholesterol modification at C-terminal, the inhibitor containing I646K mutation represented higher anti-viral activity than C34-cholesterol combination without mutation. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.071