Ac-VUUVGLUUPQUPUFol | 1569296-21-4

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: Ac-VUUVGLUUPQUPUFol
• 英文别名: Ac-Val-Aib-Aib-Val-Gly-Leu-Aib-Aib-Pro-Gln-Aib-Pro-Aib-Phe-ol；(2S)-2-[[(2S)-1-[2-[[2-[[(2S)-2-[[2-[[(2S)-2-[[2-[[2-[[(2S)-2-acetamido-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-N-[1-[(2S)-2-[[1-[[(2S)-1-hydroxy-3-phenylpropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl]pentanediamide
• CAS: 1569296-21-4
• 化学式: C₆₈H₁₁₁N₁₅O₁₆
• 分子量: 1394.72
• InChiKey: UUVSTZURBXQZQN-OOTPNMCQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  99
• 可旋转键数：
  35
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  453
• 氢给体数：
  14
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  Fmoc-甘氨酸 、 Fmoc-L-缬氨酸 、 Fmoc-L-亮氨酸 、 L-苯丙氨醇 、 Fmoc-L-脯氨酸 、 乙酸酐 、 Fmoc-L-谷氨酰胺 、 Fmoc-2-氨基异丁酸 在 哌啶 、 ethyl cyanoglyoxylate-2-oxime 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.39h， 生成 Ac-VUUVGLUUPQUPUFol
  参考文献：
  名称：

  Efficient Microwave-Assisted One Shot Synthesis of Peptaibols Using Inexpensive Coupling Reagents

  摘要：

  A diisopropylcarbodiimide/Oxyma (ethyl 2-cyano-2-(hydroxyimino)acetate) coupling cocktail was successfully incorporated into the automated microwave-assisted synthesis of two peptaibols and one analog, whose previously reported syntheses were complicated by steric hindrance. This method utilizes commercially available reagents and affords alamethicin F50/5 and bergofungin D in high yields and purities along with an appreciable reduction of synthesis time and cost. when compared to previously reported methods.

  DOI：

  10.1021/ol5003253

文献信息

• Efficient Microwave-Assisted One Shot Synthesis of Peptaibols Using Inexpensive Coupling Reagents
  作者：Khoubaib Ben Haj Salah、Nicolas Inguimbert

  DOI：10.1021/ol5003253

  日期：2014.3.21

  A diisopropylcarbodiimide/Oxyma (ethyl 2-cyano-2-(hydroxyimino)acetate) coupling cocktail was successfully incorporated into the automated microwave-assisted synthesis of two peptaibols and one analog, whose previously reported syntheses were complicated by steric hindrance. This method utilizes commercially available reagents and affords alamethicin F50/5 and bergofungin D in high yields and purities along with an appreciable reduction of synthesis time and cost. when compared to previously reported methods.