N-[4-(2,7-difluoro-6-hydroxy-3-oxo-3H-xanthen-9-yl)-3-methylbenzoyl]-β-alanyl-N-(3-{(3β)-cholest-5-en-3-ylamino}propyl)-β-alaninamide

• 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: N-[4-(2,7-difluoro-6-hydroxy-3-oxo-3H-xanthen-9-yl)-3-methylbenzoyl]-β-alanyl-N-(3-{(3β)-cholest-5-en-3-ylamino}propyl)-β-alaninamide
• 英文别名: 4-(2,7-difluoro-3-hydroxy-6-oxoxanthen-9-yl)-N-[3-[[3-[3-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]amino]propylamino]-3-oxopropyl]amino]-3-oxopropyl]-3-methylbenzamide
• 化学式: C₅₇H₇₄F₂N₄O₆
• 分子量: 949.235
• InChiKey: AKARATXFUYNWCM-CDQGPMPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.9
• 重原子数：
  69
• 可旋转键数：
  18
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1-氟-2,4-二甲氧基-5-硝基苯 在 palladium on activated charcoal 盐酸 、 lithium hydroxide 、 N-羟基丁二酰亚胺 、 氢气 、 异丙基氯化镁 、 三溴化硼 、 sodium hydride 、 potassium carbonate 、 苯硫酚 、 N,N'-二环己基碳二亚胺 、 sodium iodide 、 sodium nitrite 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 87.01h， 生成 N-[4-(2,7-difluoro-6-hydroxy-3-oxo-3H-xanthen-9-yl)-3-methylbenzoyl]-β-alanyl-N-(3-{(3β)-cholest-5-en-3-ylamino}propyl)-β-alaninamide
  参考文献：
  名称：

  The Pennsylvania Green Fluorophore: A Hybrid of Oregon Green and Tokyo Green for the Construction of Hydrophobic and pH-Insensitive Molecular Probes

  摘要：

  Fluorescent small molecules are powerful tools for exploring cellular biology. As a more hydrophobic, photostable, and less pH-sensitive alternative to fluorescein, we synthesized Pennsylvania Green, a bright, monoanionic fluorophore related to Oregon Green and Tokyo Green. Comparison of membrane probes comprising N-alkyl-3 beta-cholesterylamine linked to 4-carboxy-Tokyo Green (pK(a) similar to 6.2) and 4-carboxy-Pennsylvania Green (pK(a) similar to 4.8) revealed that only Pennsylvania Green was highly fluorescent in acidic early and recycling endosomes within living mammalian cells.

  DOI：

  10.1021/ol052655g

文献信息

• The Pennsylvania Green Fluorophore: A Hybrid of Oregon Green and Tokyo Green for the Construction of Hydrophobic and pH-Insensitive Molecular Probes
  作者：Laurie F. Mottram、Siwarutt Boonyarattanakalin、Rebecca E. Kovel、Blake R. Peterson

  DOI：10.1021/ol052655g

  日期：2006.2.1

  Fluorescent small molecules are powerful tools for exploring cellular biology. As a more hydrophobic, photostable, and less pH-sensitive alternative to fluorescein, we synthesized Pennsylvania Green, a bright, monoanionic fluorophore related to Oregon Green and Tokyo Green. Comparison of membrane probes comprising N-alkyl-3 beta-cholesterylamine linked to 4-carboxy-Tokyo Green (pK(a) similar to 6.2) and 4-carboxy-Pennsylvania Green (pK(a) similar to 4.8) revealed that only Pennsylvania Green was highly fluorescent in acidic early and recycling endosomes within living mammalian cells.