totopotensamide B | 1370031-22-3

• 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: totopotensamide B
• 英文别名: (8S,9R,10S,11S,12R)-N-[(2R,3R)-1-[[(2S)-1-[[(2R,5S,11R,12R)-5-[(2S)-butan-2-yl]-2-(2-chloro-3,5-dihydroxy-4-methylphenyl)-11-methyl-3,6,9,13-tetraoxo-1,4,7,10-tetrazacyclotridec-12-yl]amino]-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]-9,11,12-trihydroxy-4,6,8,10-tetramethyl-3-oxotridecanamide
• CAS: 1370031-22-3
• 化学式: C₄₅H₇₂ClN₇O₁₄
• 分子量: 970.558
• InChiKey: LACOKYPQGAPLII-HYZVQEKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  67
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  342
• 氢给体数：
  13
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  totopotensamide B 、 N-A-(2,4-二硝基-5-氟苯基)-L-丙氨酸 在 盐酸 、 水 、 碳酸氢钠 作用下， 以 丙酮 为溶剂， 反应 16.83h， 生成 (2S,3S)-2-(5-((S)-1-amino-1-oxopropan-2-ylamino)-2,4-dinitrophenylamino)-3-methylpentanoic acid 、 DAA-allo-Thr
  参考文献：
  名称：

  Totopotensamides, Polyketide–Cyclic Peptide Hybrids from a Mollusk-Associated Bacterium Streptomyces sp.

  摘要：

  Two new compounds, the peptide polyketide glycoside totopotensamide A (1) and its aglycone totopotensamide B (2), were isolated from a Streptomyces sp. cultivated from the gastropod mollusk Lienardia totopotens collected in the Philippines. The compounds contain a previously undescribed polyketide component, a novel 2,3-diaminobutyric acid-containing macrolactam, and a new amino acid, 4-chloro-5,7-dihydroxy-6-methylphenylglycine. The application of Marfey's method to phenylglycine derivatives was explored using quantum mechanical calculations and NMR.

  DOI：

  10.1021/np200886x

文献信息

• Totopotensamides, Polyketide–Cyclic Peptide Hybrids from a Mollusk-Associated Bacterium <i>Streptomyces</i> sp.
  作者：Zhenjian Lin、Malem Flores、Imelda Forteza、Niel M. Henriksen、Gisela P. Concepcion、Gary Rosenberg、Margo G. Haygood、Baldomero M. Olivera、Alan R. Light、Thomas E. Cheatham、Eric W. Schmidt

  DOI：10.1021/np200886x

  日期：2012.4.27

  Two new compounds, the peptide polyketide glycoside totopotensamide A (1) and its aglycone totopotensamide B (2), were isolated from a Streptomyces sp. cultivated from the gastropod mollusk Lienardia totopotens collected in the Philippines. The compounds contain a previously undescribed polyketide component, a novel 2,3-diaminobutyric acid-containing macrolactam, and a new amino acid, 4-chloro-5,7-dihydroxy-6-methylphenylglycine. The application of Marfey's method to phenylglycine derivatives was explored using quantum mechanical calculations and NMR.