persipeptide B | 1356174-93-0

• 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: persipeptide B
• 英文别名: cyclo(L-Val-N-Me-L-Val-L-Val-L-Phe-N-Me-L-Phe)；(3S,6S,9S,12S,15S)-6,9-dibenzyl-1,7-dimethyl-3,12,15-tri(propan-2-yl)-1,4,7,10,13-pentazacyclopentadecane-2,5,8,11,14-pentone
• CAS: 1356174-93-0
• 化学式: C₃₅H₄₉N₅O₅
• 分子量: 619.805
• InChiKey: DODNTHZJBKKFNW-IIZANFQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  45
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  persipeptide 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 水 、 丙酮 为溶剂， 反应 25.0h， 生成 L-Phe-L-FDAA 、 L-N-Me-Phe-FDAA 、 (S)-2-(5-((S)-1-amino-1-oxopropan-2-ylamino)-2,4-dinitrophenylamino)-3-methylbutanoic acid 、 (S)-2-((5-((S)-1-amino-1-oxopropan-2-ylamino)-2,4-dinitrophenyl)(methyl)amino)-3-methylbutanoic acid
  参考文献：
  名称：

  Persipeptides A and B, two cyclic peptides from Streptomyces sp. UTMC 1154

  摘要：

  Two new N-methylated cyclopeptides, persipeptide A (1) and B (2), have been isolated from Streptomyces sp. UTMC1154. Their structures were established using 1D and 2D NMR experiments. 2D TOCSY experiments were applied to identify the amino acid residues, while HMBC correlations were used to determine their sequence. According to Marfey's method, all amino acids had the L-configuration. The two cyclic peptides had the same ring size and amino acid composition, but differed in their sequence; they did not show activity against the tested bacteria, fungi and algae. Molecular identification experiments placed the strain in the genus Streptomyces closely related to Streptomyces coerulescens DSM40146(T) (99.45%) and Streptomyces varsoviensis DSM40346(T) (99.25%). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.076

文献信息

• Persipeptides A and B, two cyclic peptides from Streptomyces sp. UTMC 1154
  作者：Fatemeh Mohammadipanah、Josphat Matasyoh、Javad Hamedi、Hans-Peter Klenk、Hartmut Laatsch

  DOI：10.1016/j.bmc.2011.10.076

  日期：2012.1

  Two new N-methylated cyclopeptides, persipeptide A (1) and B (2), have been isolated from Streptomyces sp. UTMC1154. Their structures were established using 1D and 2D NMR experiments. 2D TOCSY experiments were applied to identify the amino acid residues, while HMBC correlations were used to determine their sequence. According to Marfey's method, all amino acids had the L-configuration. The two cyclic peptides had the same ring size and amino acid composition, but differed in their sequence; they did not show activity against the tested bacteria, fungi and algae. Molecular identification experiments placed the strain in the genus Streptomyces closely related to Streptomyces coerulescens DSM40146(T) (99.45%) and Streptomyces varsoviensis DSM40346(T) (99.25%). (C) 2011 Elsevier Ltd. All rights reserved.