3-(2,4-dinitrophenylamino)-2-methylpropanoic acid | 1361150-31-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2,4-dinitrophenylamino)-2-methylpropanoic acid
• 英文别名: 3-(2,4-dinitro-phenylamino)-2-methyl-propionic acid；(2S)-3-(2,4-dinitroanilino)-2-methylpropanoic acid
• CAS: 1361150-31-3
• 化学式: C₁₀H₁₁N₃O₆
• 分子量: 269.214
• InChiKey: RZJOCECCSXIOAS-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.64
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  135.61
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-(2,4-dinitrophenylamino)-2-methylpropanoic acid 、 甲基2-(苯基氨基)乙酸酯 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 23.0h， 生成 methyl (S)-2-((S)-3-((2,4-dinitrophenyl)amino)-2-methylpropanamido)-2-phenylacetate
  参考文献：
  名称：

  Tripartilactam, a Cyclobutane-Bearing Tricyclic Lactam from aStreptomycessp. in a Dung Beetle’s Brood Ball

  摘要：

  Tripartilactam, a structurally unprecedented cyclobutane-bearing tricyclic lactam metabolite, was discovered from Streptomyces sp. isolated from a brood ball of the dung beetle, Copris tripartitus. The structure of this compound was elucidated by the combination of NMR, MS, UV, and IR spectroscopy and multistep chemical derivatization. Tripartilactam was evaluated as a Na+/K+ ATPase inhibitor (IC50 = 16.6 mu g/mL).

  DOI：

  10.1021/ol300108z
• 作为产物：
  描述：

  (2S)-3-氨基-2-甲基丙酸 、 2,4-二硝基氟苯 在 碳酸氢钠 作用下， 以 水 、 丙酮 为溶剂， 反应 21.0h， 生成 3-(2,4-dinitrophenylamino)-2-methylpropanoic acid
  参考文献：
  名称：

  Tripartilactam, a Cyclobutane-Bearing Tricyclic Lactam from aStreptomycessp. in a Dung Beetle’s Brood Ball

  摘要：

  Tripartilactam, a structurally unprecedented cyclobutane-bearing tricyclic lactam metabolite, was discovered from Streptomyces sp. isolated from a brood ball of the dung beetle, Copris tripartitus. The structure of this compound was elucidated by the combination of NMR, MS, UV, and IR spectroscopy and multistep chemical derivatization. Tripartilactam was evaluated as a Na+/K+ ATPase inhibitor (IC50 = 16.6 mu g/mL).

  DOI：

  10.1021/ol300108z

文献信息

• Bombyxamycins A and B, Cytotoxic Macrocyclic Lactams from an Intestinal Bacterium of the Silkworm <i>Bombyx mori</i>
  作者：Yern-Hyerk Shin、Ji Yoon Beom、Beomkoo Chung、Yoonho Shin、Woong Sub Byun、Kyuho Moon、Munhyung Bae、Sang Kook Lee、Ki-Bong Oh、Jongheon Shin、Yeo Joon Yoon、Dong-Chan Oh

  DOI：10.1021/acs.orglett.9b00384

  日期：2019.3.15

  Bombyxamycins A and B (1 and 2) were discovered from a silkworm gut Streptomyces bacterium. Spectroscopic analysis and multiple-step chemical derivatization identified them as 26-membered cyclic lactams with polyene features. Bombyxamycin A showed significant antibacterial and antiproliferative effects. The bombyxamycin biosynthetic gene cluster was identified by genetic analysis. Gene deletion experiments confirmed that the cytochrome P450 BomK is responsible for the generation of 2, which unprecedentedly bears tetrahydrofuran in its macrocyclic ring.