4-bromopyrrole-2-carboxyarginine | 875785-84-5

• 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: 4-bromopyrrole-2-carboxyarginine
• 英文别名: (2S)-2-{[1-(4-bromo-1H-pyrrol-2-yl)methanoyl]amino}-5-guanidinopentanoic acid；(2S)-2-[(4-bromo-1H-pyrrole-2-carbonyl)amino]-5-(diaminomethylideneamino)pentanoic acid
• CAS: 875785-84-5
• 化学式: C₁₁H₁₆BrN₅O₃
• 分子量: 346.184
• InChiKey: XKZWFCSLAIKGBT-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  147
• 氢给体数：
  5
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2S)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-2-[(4-bromo-1H-pyrrole-2-carbonyl)amino]pentanoic acid 在 三氟乙酸 作用下， 反应 0.75h， 以65.3%的产率得到4-bromopyrrole-2-carboxyarginine
  参考文献：
  名称：

  Isolation and Synthesis of 4-Bromopyrrole-2-carboxyarginine and 4-Bromopyrrole-2-carboxy-N(ε)-lysine from the Marine Sponge Stylissa caribica

  摘要：

  Two new bromopyrrole alkaloids were isolated from the Caribbean sponge Stylissa caribica. The new natural products, 4-bromopyrrole-2-carboxyargi nine (1) and 4-bromopyrrole-2-carboxy-N(epsilon)-lysine (2), are derivatives of amino acids linked with a 4-bromopyrrole-2-carboxylic acid. The structures were elucidated on the basis of NMR and MS/MS data and their absolute configurations assigned via synthesis.

  DOI：

  10.1021/np0502746

文献信息

• Isolation and Synthesis of 4-Bromopyrrole-2-carboxyarginine and 4-Bromopyrrole-2-carboxy-<i>N</i>(ε)-lysine from the Marine Sponge <i>Stylissa </i><i>c</i><i>aribica</i>
  作者：Achim Grube、Ellen Lichte、Matthias Köck

  DOI：10.1021/np0502746

  日期：2006.1.1

  Two new bromopyrrole alkaloids were isolated from the Caribbean sponge Stylissa caribica. The new natural products, 4-bromopyrrole-2-carboxyargi nine (1) and 4-bromopyrrole-2-carboxy-N(epsilon)-lysine (2), are derivatives of amino acids linked with a 4-bromopyrrole-2-carboxylic acid. The structures were elucidated on the basis of NMR and MS/MS data and their absolute configurations assigned via synthesis.

表征谱图