3-氨基-2-硫基丙酸 | 17617-04-8

• 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: 3-氨基-2-硫基丙酸
• 英文名称: (+/-)-isocysteine
• 英文别名: 3-Amino-2-sulfanylpropanoic acid
• CAS: 17617-04-8
• 化学式: C₃H₇NO₂S
• 分子量: 121.16
• InChiKey: FHNLXNKFRGMOPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  64.3
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  3-氨基-2-硫基丙酸 、 亚硝酸 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Wingo; Lewis, Journal of Biological Chemistry, 1946, vol. 165, p. 341

  摘要：

  DOI：
• 作为产物：
  描述：

  L-半胱氨酸盐酸盐无水物 以 丙酮 为溶剂， 反应 1.5h， 以92%的产率得到3-氨基-2-硫基丙酸
  参考文献：
  名称：

  [EN] DENDRITIC POLYMERS, CROSSLINKED GELS, AND THEIR USES AS OPHTHALMIC SEALANTS AND LENSES
  [FR] POLYMERES DENDRITIQUES, GELS RETICULES, ET LEURS UTILISATIONS COMME AGENTS DE SCELLEMENT ET LENTILLES OPHTALMIQUES

  摘要：

  公开号：

  WO2006031358A3

文献信息

• Controlling Intracellular Macrocyclization for the Imaging of Protease Activity
  作者：Deju Ye、Gaolin Liang、Man Lung Ma、Jianghong Rao

  DOI：10.1002/anie.201006140

  日期：2011.3.1

  ground: An intramolecular macrocyclization reaction took place highly efficiently in live cells under the control of a specific enzyme and reduction by glutathione (GSH; see picture). Macrocyclic products (represented as blue rings) synthesized in cells self‐assembled into nanoparticles aggregated and retained at the site near the enzyme location to report local proteolytic activity in live cells.

  地面记者：在特定酶的控制下，谷胱甘肽（GSH）还原后，在活细胞中分子内大环化反应高效发生。在细胞中合成的大环产物（表示为蓝环）自组装成纳米颗粒，聚集并保留在酶位置附近的位置，以报告活细胞中的局部蛋白水解活性。
• Gabriel, Chemische Berichte, 1905, vol. 38, p. 637
  作者：Gabriel

  DOI：——

  日期：——
• Single nucleotide specific detection of DNA by native chemical ligation of fluorescence labeled PNA-probes
  作者：Christian Dose、Oliver Seitz

  DOI：10.1016/j.bmc.2007.04.059

  日期：2008.1

  DNA-directed chemical ligations provide the opportunity to diagnose DNA sequences with very high sequence specificity. Fluorescent labels have been attached to reactive probes to enable the homogeneous detection of DNA and RNA. However, it has frequently been found that the attachment of fluorescent labels results in decreases of ligation fidelity. Herein we describe the development of a fluorogenic ligation reaction that provides for 10(2)-fold to perfect sequence selectivity. The reaction is based on the isocysteine-mediated native chemical PNA ligation. It is shown that DNA-induced rate accelerations of similar to 43.000-fold can be obtained through subtle variations of the ligation conditions. PNA-thioesters and isocysteine-PNA conjugates were labeled with FAM and TMR fluorophores, respectively. For gaining rapid synthetic access, a convenient on-resin labeling approach was developed. A new PNA monomer featuring an Alloc-protected lysine side chain was synthesized and coupled in solid-phase PNA synthesis. In the event of a ligation reaction the two fluorophores are brought into proximity. It is shown that fluorescence resonance energy transfer provides a positive fluorescence signal which is specific for product formation rather than for loss of starting materials. Single base mutations can be detected within minutes and with very high sequence selectivity at optimized conditions. (C) 2007 Elsevier Ltd. All rights reserved.
• DE946709
  申请人：——

  公开号：——

  公开（公告）日：——
• Schoeberl; Braun, Justus Liebigs Annalen der Chemie, 1939, vol. 542, p. 274,289
  作者：Schoeberl、Braun

  DOI：——

  日期：——