aspereline B | 1169571-13-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: aspereline B
• 英文别名: Ac-Ala-Aib-Val-Aib-Ile-Aib-Aib-Ala-Aib-prolinol；(2S,3S)-2-[[2-[[(2S)-2-[[2-[[(2S)-2-acetamidopropanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-N-[1-[[1-[[(2S)-1-[[1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]-3-methylpentanamide
• CAS: 1169571-13-4
• 化学式: C₄₄H₇₈N₁₀O₁₁
• 分子量: 923.164
• InChiKey: MORKULGKMOXVCQ-QXUMGSNFSA-N

物化性质

• 沸点：
  1263.0±65.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  65
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  302
• 氢给体数：
  10
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  aspereline B 在 盐酸 作用下， 以 水 为溶剂， 反应 24.0h， 生成 L-丙氨酸 、 L-缬氨酸 、 L-异亮氨酸 、 2-甲基丙氨酸 、 L-脯氨醇
  参考文献：
  名称：

  Asperelines A−F, Peptaibols from the Marine-Derived Fungus Trichoderma asperellum

  摘要：

  Fermentation of the marine-derived fungus Trichoderma asperellum, collected from the sediment of the Antarctic Penguin Island, resulted in the isolation of six new peptaibols named asperelines A-F (1-6), which are characterized by an acetylated N-terminus and a C-terminus containing an uncommon prolinol residue. Structures were determined by extensive 1D and 2D NMR (H-1-H-1 COSY, HMQC, HMBC, NOESY) spectroscopic data analysis combined with ESIMS/MS fragmentation. The absolute configurations of the amino acid residues possessing a chiral alpha-carbon and of the prolinol residue were determined to be L and S, respectively, using a new method of H-1 NMR spectroscopic comparison of complexes formed between the chiral reagent Ru(D-4-Por*)CO and amino acids derived from the peptaibols with those formed with reference standards.

  DOI：

  10.1021/np900190w

文献信息

• Asperelines A−F, Peptaibols from the Marine-Derived Fungus <i>Trichoderma asperellum</i>
  作者：Jinwei Ren、Chunmei Xue、Li Tian、Minjuan Xu、Jian Chen、Zhiwei Deng、Peter Proksch、Wenhan Lin

  DOI：10.1021/np900190w

  日期：2009.6.26

  Fermentation of the marine-derived fungus Trichoderma asperellum, collected from the sediment of the Antarctic Penguin Island, resulted in the isolation of six new peptaibols named asperelines A-F (1-6), which are characterized by an acetylated N-terminus and a C-terminus containing an uncommon prolinol residue. Structures were determined by extensive 1D and 2D NMR (H-1-H-1 COSY, HMQC, HMBC, NOESY) spectroscopic data analysis combined with ESIMS/MS fragmentation. The absolute configurations of the amino acid residues possessing a chiral alpha-carbon and of the prolinol residue were determined to be L and S, respectively, using a new method of H-1 NMR spectroscopic comparison of complexes formed between the chiral reagent Ru(D-4-Por*)CO and amino acids derived from the peptaibols with those formed with reference standards.