| 63148-28-7

• 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
• CAS: 63148-28-7
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: OJFDOPGQMJDEPC-VIFPVBQESA-O

计算性质

• 辛醇/水分配系数(LogP)：
  0.75
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  79.11
• 氢给体数：
  3.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  在 sodium chlorite 作用下， 以 水 为溶剂， 生成 L-色氨酸
  参考文献：
  名称：

  电子从吲哚，苯酚和亚硫酸盐（SO32-）转移到二氧化氯（ClO2。）

  摘要：

  DOI：

  10.1021/j100312a029
• 作为产物：
  描述：

  L-色氨酸 在 次氮基-氰基二硫基-甲烷 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Oxidation of tryptophan and N-methylindole by N3.cntdot., Br2.-, and (SCN)2.- radicals in light- and heavy-water solutions: a pulse radiolysis study

  摘要：

  Reactions of N3., Br2.-, and (SCN)2.- with tryptophan (TRPH) and N-methylindole (NMI) have been investigated in H2O and D2O solutions. The main transients produced were the TRP. radical and the TRPH.+ radical cation from TRPH and the NMI.+ radical cation from NMI. Their extinction coefficients (epsilon) as well as the rate constants for their formation and decay were determined in the pH range 3-10. The pK of the TRPH.+ radical cation was confirmed to be 4.2 +/- 0.1. These rate constants were within experimental error, independent of pH, and the differences between the rate constants in H2O and D2O were small. On the basis of the results, it was concluded that of the two possible reactions-electron or hydrogen atom transfer-the data are more consistent with electron transfer in all cases. However, secondary acid-base reactions have an important effect on the overall redox equilibria, especially with N3.. Experimental data on these effects have also been obtained.

  DOI：

  10.1021/j100162a038

文献信息

• Reversibility of charge transfer between tryptophan and tyrosine
  作者：John Butler、Edward J. Land、Walter A. Prütz、A. John Swallow

  DOI：10.1039/c39860000348

  日期：——

  Whereas tryptophan radicals oxidise tyrosine over a wide range of pH values, the one-electron reduction potential of the electron-deficient tryptophan radical at pH 7 is only 0.093 V more positive than that of the corresponding tyrosine radical, so that the reaction proceeds in reverse in strongly acid and alkaline solution.

  色氨酸自由基在很宽的pH值范围内会氧化酪氨酸，而缺电子色氨酸自由基在pH 7时的单电子还原电位仅比相应的酪氨酸自由基高0.093 V，因此反应反向进行在强酸和强碱溶液中。
• Electron transfer from indoles, phenol, and sulfite (SO32-) to chlorine dioxide (ClO2.)
  作者：Gabor Merenyi、Johan Lind、Xinhua Shen

  DOI：10.1021/j100312a029

  日期：1988.1
• Oxidation of tryptophan and N-methylindole by N3.cntdot., Br2.-, and (SCN)2.- radicals in light- and heavy-water solutions: a pulse radiolysis study
  作者：Sonja Solar、Nikola Getoff、Parminder S. Surdhar、David A. Armstrong、Ajit Singh

  DOI：10.1021/j100162a038

  日期：1991.5

  Reactions of N3., Br2.-, and (SCN)2.- with tryptophan (TRPH) and N-methylindole (NMI) have been investigated in H2O and D2O solutions. The main transients produced were the TRP. radical and the TRPH.+ radical cation from TRPH and the NMI.+ radical cation from NMI. Their extinction coefficients (epsilon) as well as the rate constants for their formation and decay were determined in the pH range 3-10. The pK of the TRPH.+ radical cation was confirmed to be 4.2 +/- 0.1. These rate constants were within experimental error, independent of pH, and the differences between the rate constants in H2O and D2O were small. On the basis of the results, it was concluded that of the two possible reactions-electron or hydrogen atom transfer-the data are more consistent with electron transfer in all cases. However, secondary acid-base reactions have an important effect on the overall redox equilibria, especially with N3.. Experimental data on these effects have also been obtained.