(S)-methyl 2-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)-4-hydroxybutanoate | 1239034-81-1

• 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: (S)-methyl 2-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)-4-hydroxybutanoate
• 英文别名: methyl (2S)-4-hydroxy-2-[[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]amino]butanoate
• CAS: 1239034-81-1
• 化学式: C₁₅H₁₈F₃NO₅
• 分子量: 349.307
• InChiKey: HUMVEGHYOXUOEQ-FZMZJTMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (R)-methoxytrifluoromethylphenylacetyl chloride 、 L-高丝氨酸甲酯 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 1.0h， 生成 (S)-methyl 2-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)-4-hydroxybutanoate
  参考文献：
  名称：

  Mycenaaurin A, an Antibacterial Polyene Pigment from the Fruiting Bodies of Mycena aurantiomarginata

  摘要：

  A new polyene pigment, mycenaaurin A (1), was isolated from fruiting bodies of Mycena aurantiomarginata. Mycenaaurin A consists of a tridecaketide that is flanked by two amino acid moieties. These are likely to be derived biosynthetically from S-adenosylmethionine. The tridecaketide itself contains an alpha-pyrone, a conjugated hexaene, and an isolated alkenyl moiety. The structure of the new pigment was established by 2D NMR spectroscopic methods and APCIMS. The absolute configuration of the four stereogenic centers was determined by degradation of 1 by ozonolysis and GC-MS comparison of the resulting fragments, after appropriate derivatization, with authentic synthetic samples. Mycenaaurin A (1) might act as a constitutive defense compound, since it exhibits antibacterial activity against the Gram-positive bacterium Bacillus pumilus.

  DOI：

  10.1021/np100155z

文献信息

• Mycenaaurin A, an Antibacterial Polyene Pigment from the Fruiting Bodies of <i>Mycena aurantiomarginata</i>
  作者：Robert J. R. Jaeger、Peter Spiteller

  DOI：10.1021/np100155z

  日期：2010.8.27

  A new polyene pigment, mycenaaurin A (1), was isolated from fruiting bodies of Mycena aurantiomarginata. Mycenaaurin A consists of a tridecaketide that is flanked by two amino acid moieties. These are likely to be derived biosynthetically from S-adenosylmethionine. The tridecaketide itself contains an alpha-pyrone, a conjugated hexaene, and an isolated alkenyl moiety. The structure of the new pigment was established by 2D NMR spectroscopic methods and APCIMS. The absolute configuration of the four stereogenic centers was determined by degradation of 1 by ozonolysis and GC-MS comparison of the resulting fragments, after appropriate derivatization, with authentic synthetic samples. Mycenaaurin A (1) might act as a constitutive defense compound, since it exhibits antibacterial activity against the Gram-positive bacterium Bacillus pumilus.