(S)-3-(Thiophen-2-ylsulfanyl)-butyramide | 915791-97-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (S)-3-(Thiophen-2-ylsulfanyl)-butyramide
• 英文别名: (3S)-3-[(Thiophen-2-yl)sulfanyl]butanamide；(3S)-3-thiophen-2-ylsulfanylbutanamide
• CAS: 915791-97-8
• 化学式: C₈H₁₁NOS₂
• 分子量: 201.313
• InChiKey: WRWZJCTVCCDYBR-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  96.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (S)-3-(thiophen-2-ylthio)butanenitrile 在 Brevibacterium A₄ 作用下， 以 phosphate buffer 、 乙腈 为溶剂， 反应 24.0h， 生成 (S)-3-(Thiophen-2-ylsulfanyl)-butyramide
  参考文献：
  名称：

  Biohydrolysis of (S)-3-(thiophen-2-ylthio)butanenitrile

  摘要：

  Whole-cell enzymatic hydrolysis was shown to be the choice in the preparation of (S)-3-(thiophen-2-ylthio)butanoic acid. While all chemical methods of hydrolysis failed, 12 bacterial strains expressing nitrile hydratase and amidase activities have been identified to hydrolyze (S)-3-(thiophen-2-ylthio)butanenitrile I directly into the corresponding acid. The substrate was also shown to be an efficient inducer of the enzymatic activity. However, it inhibited microbial growth. Acid 3 was prepared on a gram scale with the recombinant Rhodococcus erythropolis, formerly Brevibacteritan sp. pYG811b as shown by sequencing of its 16S rRNA. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.038

文献信息

• Biohydrolysis of (S)-3-(thiophen-2-ylthio)butanenitrile
  作者：M. Gelo-Pujic、C. Marion、C. Mauger、M. Michalon、T. Schlama、J. Turconi

  DOI：10.1016/j.tetlet.2006.09.038

  日期：2006.11

  Whole-cell enzymatic hydrolysis was shown to be the choice in the preparation of (S)-3-(thiophen-2-ylthio)butanoic acid. While all chemical methods of hydrolysis failed, 12 bacterial strains expressing nitrile hydratase and amidase activities have been identified to hydrolyze (S)-3-(thiophen-2-ylthio)butanenitrile I directly into the corresponding acid. The substrate was also shown to be an efficient inducer of the enzymatic activity. However, it inhibited microbial growth. Acid 3 was prepared on a gram scale with the recombinant Rhodococcus erythropolis, formerly Brevibacteritan sp. pYG811b as shown by sequencing of its 16S rRNA. (c) 2006 Elsevier Ltd. All rights reserved.