micropeptin LH911A | 1481598-49-5

• 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: micropeptin LH911A
• 英文别名: [3-[[(2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-2-[(2S)-butan-2-yl]-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-2-hydroxy-3-oxopropyl] hydrogen sulfate
• CAS: 1481598-49-5
• 化学式: C₃₉H₆₁N₉O₁₄S
• 分子量: 912.031
• InChiKey: JYIHYFZAIPDBTI-MYAFDKOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  63
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  360
• 氢给体数：
  9
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  micropeptin LH911A 、 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 18.0h， 生成 (2S,3S)-2-(5-((S)-1-amino-1-oxopropan-2-ylamino)-2,4-dinitrophenylamino)-3-methylpentanoic acid 、 L-FDAA-L-Thr 、 (5-(((S)-1-amino-1-oxopropan-2-yl)amino)-2,4-dinitrophenyl)-L-arginine 、 L-N-Me-Phe-FDAA 、 (S)-2-(5-((S)-1-amino-1-oxopropan-2-ylamino)-2,4-dinitrophenylamino)-3-methylbutanoic acid
  参考文献：
  名称：

  Eight micropeptins from a Microcystis spp. bloom collected from a fishpond near Kibbutz Lehavot HaBashan, Israel

  摘要：

  Eight new micropeptin-type cyclic depsipeptides, micropeptins LH920, LH1021, LH1048, LH1062, LH911A, LH911B, LH911C, and LH925, along with five known micropeptins, three known anabaenopeptins and two known microcystins (LR and RR), were isolated from a water bloom biomass of Microcystis spp. assembly that was collected from a fishpond near Kibbutz Lehavot HaBashan, Israel. The structures of the pure compounds were elucidated using 1D and 2D NMR techniques, as well as high-resolution mass spectrometry. The stereochemistry of the new natural products was determined using Marfey's method for amino acids. The inhibitory activity of the compounds was determined for the serine proteases, trypsin, and chymotrypsin. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.054