| 322650-24-8

• 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
• CAS: 322650-24-8
• 化学式: C₇H₁₄N₂O₂S
• 分子量: 190.266
• InChiKey: QIMBTYLUEZSYMJ-YFKPBYRVSA-N

物化性质

• 沸点：
  371.3±27.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.27
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  72.19
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  Boc-L-Ala-SNAC 在 三氟乙酸 作用下， 以141 mg的产率得到
  参考文献：
  名称：

  Aquimarins，来自海绵衍生的 Aquimarina sp. 的具有氨基修饰的 C 末端的肽抗生素。细菌

  摘要：

  来自海洋的魔药：据报道，来自海绵衍生细菌的新肽抗生素，具有氯化作用和一个不寻常的氨基加帽的 C 末端。介绍了关于分离、结构解析、生物合成、全合成和构效关系的研究。

  DOI：

  10.1002/anie.202115802

文献信息

• Unraveling Terminal C-Domain-Mediated Condensation in Fungal Biosynthesis of Imidazoindolone Metabolites
  作者：Stuart W. Haynes、Brian D. Ames、Xue Gao、Yi Tang、Christopher T. Walsh

  DOI：10.1021/bi2004922

  日期：2011.6.28

  The fungal peptidyl alkaloids of the tryptoquialanine and fumiquinazoline families are nonribosomally assembled by annulation of the indole side chain of fumiquinazoline F (FQF) with an alaninyl or aminoisobutyryl unit by monomodular NRPS enzymes containing adenylation, thiolation, and condensation (A-T-C) domains. The Af12060 and Af12050 enzyme pair from Aspergillus fumigatus thereby converts FQF to FQA, while the homologous TqaH and TqaB enzyme pair from Penicillium aethiopicum makes the 2'-epi diastereomer of FQA, differing only in the stereochemistry of one of the C-N bonds formed in the annulation with L-Ala. To evaluate the basis for this stereochemical control, we have mixed and matched the flavoprotein oxygenases Af12060 and TqaH with the A-T-C modular enzymes Af12050 and TqaB to show that the NRPS enzymes control the stereochemical outcome. The terminal 50 kDa condensation domains of Af12050 and TqaB are solely responsible for the stereochemical control as shown both by making chimeric (e.g., A-T-C* and A*-T*-C) forms of these rnonomodular NRPS enzymes and by expression, purification, and assay of the excised C-domains. The Af12050 and TqaB condensation domains are thus a paired set of diastereospecific annulation catalysts that act on the fumiquinazoline F scaffold.