cystomanamide A | 1593896-93-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: cystomanamide A
• 英文别名: Cystomanamide A；(2R,3S)-2-[[(2S,3R)-4-amino-2-[[(2R)-4-amino-2-[[(3R)-3-amino-9-methyldecanoyl]amino]-4-oxobutanoyl]amino]-3-hydroxy-4-oxobutanoyl]amino]-3-hydroxy-3-phenylpropanoic acid
• CAS: 1593896-93-5
• 化学式: C₂₈H₄₄N₆O₉
• 分子量: 608.692
• InChiKey: JENXRARIASYFRK-LXTLSNALSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  43
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  277
• 氢给体数：
  9
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  cystomanamide A 、 NAlpha-(5-氟-2,4-二硝基苯基)-L-亮氨酰胺 在 盐酸 、 碳酸氢钠 作用下， 以 水 为溶剂， 反应 16.67h， 生成 、 、 、
  参考文献：
  名称：

  Cystomanamides: Structure and Biosynthetic Pathway of a Family of Glycosylated Lipopeptides from Myxobacteria

  摘要：

  Cystomanamides A-D were isolated as novel natural product scaffolds from Cystobacter fuscus MCy9118, and their structures were established by spectroscopic techniques including 2D NMR, LC-SPE-NMR/-MS, and HR-MS. The cystomanamides contain beta-hydroxy amino acids along with 3-amino-9-methyldecanoic acid that is N-glycosylated in cystomanamide C and D. The gene cluster for cystomanamide biosynthesis was identified by gene disruption as PKS/NRPS hybrid incorporating an iso-fatty acid as starter unit and including a reductive amination step at the interface of the PKS and NRPS modules.

  DOI：

  10.1021/ol500779s

文献信息

• Cystomanamides: Structure and Biosynthetic Pathway of a Family of Glycosylated Lipopeptides from Myxobacteria
  作者：Lena Etzbach、Alberto Plaza、Ronald Garcia、Sascha Baumann、Rolf Müller

  DOI：10.1021/ol500779s

  日期：2014.5.2

  Cystomanamides A-D were isolated as novel natural product scaffolds from Cystobacter fuscus MCy9118, and their structures were established by spectroscopic techniques including 2D NMR, LC-SPE-NMR/-MS, and HR-MS. The cystomanamides contain beta-hydroxy amino acids along with 3-amino-9-methyldecanoic acid that is N-glycosylated in cystomanamide C and D. The gene cluster for cystomanamide biosynthesis was identified by gene disruption as PKS/NRPS hybrid incorporating an iso-fatty acid as starter unit and including a reductive amination step at the interface of the PKS and NRPS modules.