(2S,3R)-2-[[(2S)-5-(二氨基亚甲基氨基)-2-[(2,3-二羟基苯甲酰)氨基]戊酰]氨基]-3-羟基丁酸 | 143651-45-0

• 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
• 中文名称: (2S,3R)-2-[[(2S)-5-(二氨基亚甲基氨基)-2-[(2,3-二羟基苯甲酰)氨基]戊酰]氨基]-3-羟基丁酸
• 中文别名: 乙基1-(5-氯-2-硝基-苯基)磺酰吲哚-2-羧酸酯
• 英文名称: benarthin
• 英文别名: (2S,3R)-2-[[(2S)-5-(diaminomethylideneamino)-2-[(2,3-dihydroxybenzoyl)amino]pentanoyl]amino]-3-hydroxybutanoic acid
• CAS: 143651-45-0
• 化学式: C₁₇H₂₅N₅O₇
• 分子量: 411.415
• InChiKey: RYFDAFYFFUVLNW-QRTLGDNMSA-N

物化性质

• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  221
• 氢给体数：
  8
• 氢受体数：
  8

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  (2S,3R)-2-[[(2S)-5-(二氨基亚甲基氨基)-2-[(2,3-二羟基苯甲酰)氨基]戊酰]氨基]-3-羟基丁酸 在 盐酸 、 水 作用下， 反应 14.0h， 生成 L-精氨酸
  参考文献：
  名称：

  Streptobactin, a Tricatechol-Type Siderophore from Marine-Derived Streptomyces sp. YM5-799

  摘要：

  A new catechol-type siderophore, streptobactin (1), was isolated from a culture broth of the marine-derived actinomycete Streptomyces sp. YM5-799. The structure of streptobactin was determined by NMR and MS analyses and ESIMS/MS experiments to be a cyclic trimer of benarthin. A dibenarthin (2), a tribenarthin (3), and benarthin (4) were also obtained. The production of 1 was regulated by an iron concentration in the culture. The iron-chelating activity of the compounds was evaluated by the chrome azurol sulfonate assay.

  DOI：

  10.1021/np200290j

文献信息

• Streptobactin, a Tricatechol-Type Siderophore from Marine-Derived <i>Streptomyces</i> sp. YM5-799
  作者：Yoshihide Matsuo、Kaneo Kanoh、Jae-Hyuk Jang、Kyoko Adachi、Satoru Matsuda、Osamu Miki、Toshiaki Kato、Yoshikazu Shizuri

  DOI：10.1021/np200290j

  日期：2011.11.28

  A new catechol-type siderophore, streptobactin (1), was isolated from a culture broth of the marine-derived actinomycete Streptomyces sp. YM5-799. The structure of streptobactin was determined by NMR and MS analyses and ESIMS/MS experiments to be a cyclic trimer of benarthin. A dibenarthin (2), a tribenarthin (3), and benarthin (4) were also obtained. The production of 1 was regulated by an iron concentration in the culture. The iron-chelating activity of the compounds was evaluated by the chrome azurol sulfonate assay.