D-N,N,N-trimethyl-3,5-dibromotyrosine

• 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: D-N,N,N-trimethyl-3,5-dibromotyrosine
• 化学式: C₁₂H₁₅Br₂NO₃
• 分子量: 381.064
• InChiKey: GLYRJOBFHAWKCJ-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  60.36
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3,5-二溴-D-酪氨酸 、 碘甲烷 在 potassium hydrogencarbonate 作用下， 以 甲醇 为溶剂， 生成 D-N,N,N-trimethyl-3,5-dibromotyrosine
  参考文献：
  名称：

  Bromotyrosine-derived metabolites from the spongeAiolochroia crassa

  摘要：

  A chemical investigation of secondary metabolites from the sponge Aiolochroia crassa has been performed and five bromotyrosine derivatives (1-5) were identified. Their structures have been assigned on the basis of spectroscopic analysis, of which araplysillin III (2) and hexadellin C (3) possess new structures. The absolute configurations of dibromotyrosine moieties of 2 were determined by HPLC analysis of derivatized constituent amino acids obtained from acid hydrolysis. The stereochemistry of the spirocyclohexadienylisoxazoline moiety of compounds 1-3 was deduced from spectroscopic comparison of the same moiety of aerothionin, of which the absolute configuration was previously assigned by X-ray and CD analysis. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00553-0

文献信息

• Bromotyrosine-derived metabolites from the spongeAiolochroia crassa
  作者：Hongfeng Gao、Michelle Kelly、Mark T. Hamann

  DOI：10.1016/s0040-4020(99)00553-0

  日期：1999.8

  A chemical investigation of secondary metabolites from the sponge Aiolochroia crassa has been performed and five bromotyrosine derivatives (1-5) were identified. Their structures have been assigned on the basis of spectroscopic analysis, of which araplysillin III (2) and hexadellin C (3) possess new structures. The absolute configurations of dibromotyrosine moieties of 2 were determined by HPLC analysis of derivatized constituent amino acids obtained from acid hydrolysis. The stereochemistry of the spirocyclohexadienylisoxazoline moiety of compounds 1-3 was deduced from spectroscopic comparison of the same moiety of aerothionin, of which the absolute configuration was previously assigned by X-ray and CD analysis. (C) 1999 Elsevier Science Ltd. All rights reserved.