N-2-((2R,4S)-bicyclo[2.2.1]heptan-2-yl)acetyl-L-cysteine[S-(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-OH | 1144162-25-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-2-((2R,4S)-bicyclo[2.2.1]heptan-2-yl)acetyl-L-cysteine[S-(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-OH
• CAS: 1144162-25-3
• 化学式: C₂₇H₄₃NO₃S
• 分子量: 461.709
• InChiKey: CANWJMDYXSGLFA-ILZZVLRDSA-N

物化性质

• 沸点：
  649.6±55.0 °C(predicted)
• 密度：
  1.061±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  (2R)-2-[[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromene-2-carbonyl]amino]-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]sulfanylpropanoic acid 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.1h， 生成 N-2-((2R,4S)-bicyclo[2.2.1]heptan-2-yl)acetyl-L-cysteine[S-(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-OH
  参考文献：
  名称：

  Solid-Phase Synthesis of Prenylcysteine Analogs

  摘要：

  [GRAPHICS]Prenylcysteine derivatives are of interest for a variety of different biological reasons, including probing the CaaX protein processing pathway. A solid-phase synthesis protocol for the preparation of prenylcysteines using 2-chlorotrityl chloride resin as a solid support has been developed. A series of novel amide-modified farnesylcysteine analogs were synthesized in both high purity and yield under mild conditions. The farnesylcysteine analogs were evaluated using human isoprenylcysteine carboxyl methyltransferase as a biological target, and several new inhibitors, one with significantly enhanced potency, were identified.

  DOI：

  10.1021/jo8021692