cysteine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cysteine
• 英文别名: Cys；(3R)-3-amino-4-sulfanylbutan-2-one
• 化学式: C₄H₉NOS
• 分子量: 119.188
• InChiKey: PMSSGBHWXUPKOP-BYPYZUCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  44.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  松柏醇 、 cysteine 在 horseradish peroxidase type II 、 双氧水 作用下， 以 aq. phosphate buffer 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Covalent bond formation between amino acids and lignin: Cross-coupling between proteins and lignin

  摘要：

  The present study characterized the products formed from the reaction of amino acids and in turn, proteins, with lignin resulting in cross-coupling. When added to reaction mixtures containing coniferyl alcohol, horseradish peroxidase and H(2)0(2), three amino acids (Cys, Tyr, and Thr) are able to form adducts. The low molecular weight products were analyzed by HPLC and from each reaction mixture, one product was isolated and analyzed by LC/MS. LC/MS results are consistent with bond formation between the polar side-chain of these amino acids with Cot. These results are consistent with the cross-coupling of Cys, Tyr and Thr through a quinone methide intermediate. In addition to the free amino acids, it was found that the cross-coupling of proteins with protolignin through Cys or Tyr residues. The findings provide a mechanism by which proteins and lignin can cross-couple in the plant cell wall. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2013.09.012
• 作为试剂：
  描述：

  4-acrylate-N-butyl-1,8-naphthalimide 在 cysteine 作用下， 生成 N-butyl-4-hydroxy-1,8-naphthalimide
  参考文献：
  名称：

  基于1，8-萘二甲酰亚胺的巯基比色荧光探针及其在生物成像中的应用

  摘要：

  已经设计并合成了一种新的高度敏感的1，基于8-萘二甲酰亚胺的化合物（探针1）。详细研究了探针1对各种氨基酸的比色和荧光特性。在PBS缓冲溶液中发现了探针1对巯基的比色和荧光响应，这可以推导为探针1与巯基之间的硫键促进的共轭加成/环化序列反应。探针1可以快速响应时间选择性地识别水溶液中的半胱氨酸而不是其他天然氨基酸。成功进行了共聚焦荧光成像的细胞体内检测硫醇。

  DOI：

  10.1016/j.dyepig.2013.09.021

文献信息

• Covalent bond formation between amino acids and lignin: Cross-coupling between proteins and lignin
  作者：Fang Cong、Brett G. Diehl、Joseph Lee Hill、Nicole R. Brown、Ming Tien

  DOI：10.1016/j.phytochem.2013.09.012

  日期：2013.12

  The present study characterized the products formed from the reaction of amino acids and in turn, proteins, with lignin resulting in cross-coupling. When added to reaction mixtures containing coniferyl alcohol, horseradish peroxidase and H(2)0(2), three amino acids (Cys, Tyr, and Thr) are able to form adducts. The low molecular weight products were analyzed by HPLC and from each reaction mixture, one product was isolated and analyzed by LC/MS. LC/MS results are consistent with bond formation between the polar side-chain of these amino acids with Cot. These results are consistent with the cross-coupling of Cys, Tyr and Thr through a quinone methide intermediate. In addition to the free amino acids, it was found that the cross-coupling of proteins with protolignin through Cys or Tyr residues. The findings provide a mechanism by which proteins and lignin can cross-couple in the plant cell wall. (C) 2013 Elsevier Ltd. All rights reserved.