cystomanamide C | 1593896-98-0

• 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 C
• 英文别名: Cystomanamide C；(2R,3S)-2-[[(2S,3R)-4-amino-2-[[(2R)-4-amino-2-[[(3R)-9-methyl-3-[[(2R,3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methylamino]decanoyl]amino]-4-oxobutanoyl]amino]-3-hydroxy-4-oxobutanoyl]amino]-3-hydroxy-3-phenylpropanoic acid
• CAS: 1593896-98-0
• 化学式: C₃₄H₅₄N₆O₁₄
• 分子量: 770.835
• InChiKey: ZQVAGUCMGLTYLM-XYGWJPTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.5
• 重原子数：
  54
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  353
• 氢给体数：
  13
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  cystomanamide C 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 果糖 、 L-天冬酰胺 、 erythro-3-hydroxy-L-asparagine 、 、 3-苯基-L-丝氨酸
  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.