methyl (2S)-3-(1H-indol-3-yl)-2-[(4-nitrophenyl)sulfanylamino]propanoate | 1421695-41-1

• 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: methyl (2S)-3-(1H-indol-3-yl)-2-[(4-nitrophenyl)sulfanylamino]propanoate
• CAS: 1421695-41-1
• 化学式: C₁₈H₁₇N₃O₄S
• 分子量: 371.417
• InChiKey: KMJIJGXJNBSSIJ-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (2S)-3-(1H-indol-3-yl)-2-[(4-nitrophenyl)sulfanylamino]propanoate 以 乙腈 为溶剂， 反应 1.0h， 生成 、
  参考文献：
  名称：

  Reactivity of the nitrogen-centered tryptophanyl radical in the catalysis by the radical SAM enzyme NosL

  摘要：

  由自由基 SAM 酶 NosL 生成的以氮为中心的色氨酸自由基可同时发生 Cα-Cβ 和 Cα-C 同解，我们的研究表明，Cα-Cβ 同解在能量上更为有利。本通讯还报告了 NosL 催化的动力学。

  DOI：

  10.1039/c6cc08869d
• 作为产物：
  描述：

  4,4'-二硝基二苯二硫醚 在 磺酰氯 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 methyl (2S)-3-(1H-indol-3-yl)-2-[(4-nitrophenyl)sulfanylamino]propanoate
  参考文献：
  名称：

  Synthesis and evaluation of novel sulfenamides as novel anti Methicillin-resistant Staphylococcus aureus agents

  摘要：

  A total of 29 novel sulfenamide compounds were synthesized, spectroscopically characterized and evaluated in vitro for antimicrobial activity against various infectious pathogens. Compounds 1b and 2c exhibited potent inhibition against clinical Methicillin-resistant Staphylococcus aureus (MRSA) strains with minimum inhibitory concentration (MIC) values of 1.56 mu g/mL. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.103

文献信息

• Synthesis and evaluation of novel sulfenamides as novel anti Methicillin-resistant Staphylococcus aureus agents
  作者：Jian-Li Shang、Hui Guo、Zai-Shun Li、Biao Ren、Zheng-Ming Li、Huan-qin Dai、Li-Xin Zhang、Jian-Guo Wang

  DOI：10.1016/j.bmcl.2012.11.103

  日期：2013.2

  A total of 29 novel sulfenamide compounds were synthesized, spectroscopically characterized and evaluated in vitro for antimicrobial activity against various infectious pathogens. Compounds 1b and 2c exhibited potent inhibition against clinical Methicillin-resistant Staphylococcus aureus (MRSA) strains with minimum inhibitory concentration (MIC) values of 1.56 mu g/mL. (c) 2012 Elsevier Ltd. All rights reserved.
• Reactivity of the nitrogen-centered tryptophanyl radical in the catalysis by the radical SAM enzyme NosL
  作者：Haocheng Qianzhu、Wenjuan Ji、Xinjian Ji、Leixia Chu、Chuchu Guo、Wei Lu、Wei Ding、Jiangtao Gao、Qi Zhang

  DOI：10.1039/c6cc08869d

  日期：——

  The nitrogen-centered tryptophanyl radical produced by the radical SAM enzyme NosL can undergo both Cα–Cβ and Cα–C homolytic cleavages, and we show that the Cα–Cβ homolysis is energetically more favorable. The kinetics of NosL catalysis are also reported in this Communication.

  由自由基 SAM 酶 NosL 生成的以氮为中心的色氨酸自由基可同时发生 Cα-Cβ 和 Cα-C 同解，我们的研究表明，Cα-Cβ 同解在能量上更为有利。本通讯还报告了 NosL 催化的动力学。