半胱胺自由基 | 40055-94-5

• 分子结构分类: 有机化合物 - 有机硫化合物
• 中文名称: 半胱胺自由基
• 英文名称: cysteamine radical
• 英文别名: 2-amino-ethylsulfanyl
• CAS: 40055-94-5
• 化学式: C₂H₆NS
• 分子量: 76.1423
• InChiKey: QNFVGEYXTFRSLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  4
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  半胱胺自由基 、 chlorpromazine 以 水 为溶剂， 生成 3-(2-chloro-10H-phenothiazine-5,10-diium-10-yl)-N,N-dimethylpropan-1-amine
  参考文献：
  名称：

  Lal, Manohar; Mahal, H. S., Canadian Journal of Chemistry, 1990, vol. 68, # 8, p. 1376 - 1382

  摘要：

  DOI：
• 作为产物：
  描述：

  胱胺 以 水 为溶剂， 生成 半胱胺自由基
  参考文献：
  名称：

  Lal, Manohar; Mahal, H. S., Canadian Journal of Chemistry, 1990, vol. 68, # 8, p. 1376 - 1382

  摘要：

  DOI：
• 作为试剂：
  描述：

  醋谷胺 在 半胱胺自由基 、 异丙醇 作用下， 以 重水 为溶剂， 生成
  参考文献：
  名称：

  硫基自由基从模型肽中的 αC-H 键中提取氢原子：绝对速率常数和氨基酸结构的影响

  摘要：

  硫基自由基是生物氧化应激和酶促反应中的重要中间体，例如核糖核苷酸还原酶。仅基于均裂键解离能 (BDE)，肽和蛋白质的 (α)CH 键将成为硫自由基夺氢的合适目标。然而，极性和构象效应等附加参数可能会控制这种氢转移过程。为了评估硫基自由基从 (alpha)CH 键中提取氢的潜力，我们提供了这些与模型肽反应的第一个绝对速率常数。硫基自由基与 (alpha)CH 键反应，速率常数介于 1.7 x 10(3) M(-1) s(-1)（N-乙酰脯氨酸酰胺）和 4 x 10(5) M(-1) s(- 1) (肌氨酸酐)。然而，速率常数与 BDE 的相关性很差。

  DOI：

  10.1021/ja0293599

文献信息

• Direct rate constant measurement of radical disulphide anion formation for cysteine and cysteamine in aqueous solution
  作者：Stephen P. Mezyk

  DOI：10.1016/0009-2614(95)00100-i

  日期：1995.3

  pulse radiolysis, laser photolysis and absorption spectroscopy have been used to directly determine rate constants for radical disulphide anion formation for cysteine and cysteamine in aqueous solution. The measured values for cysteine, over the pH range 7–12, allowed calculation of individual rate constants for the constituent reactions RS. + RSH → RSSR−. + H+ and RS. + RS− → RSSR−. as (3.39 ± 0.31)

  脉冲辐射分解，激光光解和吸收光谱技术已被直接用于确定水溶液中半胱氨酸和半胱胺的自由基二硫化物阴离子形成的速率常数。在7-12的pH范围内，半胱氨酸的测量值可以计算出组成反应RS的各个速率常数。+ RSH→RSSR −。+ H +和RS 。+ RS - →RSSR - 。如（3.39±0.31）×10 8和（1.21±0.04）×10 9 dm 3 mol -1 s -1， 分别。对于半胱胺类似值也通过该技术确定为（3.06±0.16）×10 8和（3.65±0.07）×10 9分米3摩尔-1小号-1。
• Perthiyl radicals, trisulfide radical ions, and sulfate formation: a combined photolysis and radiolysis study on redox processes with organic di- and trisulfides
  作者：Steven A. Everett、Christian Schoeneich、John H. Stewart、Klaus Dieter Asmus

  DOI：10.1021/j100180a058

  日期：1992.1

  The formation of perthiyl and thiyl radicals has been studied in a combined photochemical and radiation chemical investigation of the di- and trisulfides of penicillamine and cysteine, together with glutathione disulfide, cystamine dihydrochloride, and dithiodiglycolic acid in aqueous solution. The highest RSS. yields are found from the trisulfides with little difference between PenSSSPen and CySSSCy in the case of photolysis, but with a (4-5):1 ratio in favor in PenSS. over CySS. upon radiation chemically induced processes. Thiyl radicals are the other major species formed. The RSS./RS. ratio changes significantly depending on the nature of the di- or trisulfide and the method of radical generation employed. Perthiyl radicals are found to be moderately good oxidants, weaker though than thiyl radicals, and readily react with molecular oxygen in an addition process. The following absolute rate constants have been measured: k(PenSS. + ascorbate) = (4.1 +/- 1.0) x 10(6) M-1 s-1 and k(PenSS. + O2) = (5.1 +/- 1.0) x 10(6) M-1 s-1. Probably the most interesting finding about perthiyl radicals is that inorganic SO42- is formed in their reaction with molecular oxygen. The mechanism of sulfate formation is suggested to proceed via the perthioperoxyl radical, RSSOO., structural rearrangement of this transient into the corresponding sulfonyl-type radical, RSSO2., addition of oxygen to the latter to yield a sulfonyl peroxyl, RSSO2OO., followed by a bimolecular radical-radical reaction of these peroxyl radicals (in analogy to the fate of peroxyl radicals in general) leading to RSSO3.. Cleavage of SO3 from RSSO3. and hydrolysis would then result in SO42-. Reduction of trisulfides yields (RSSSR).- radical anions which decay into either RSS. + RS- (preferred pathway in case of PenSSSPen reduction; kPenSSSPen + e(aq)-} = 2.0 x 10(10) M-1 s-1, kPenSSSPen + CO2.-} = 2.3 x 10(8) M-1 s-1), or RS. + RSS- (preferred pathway in case of CySSSCy reduction). Trisulfide radical anions could directly be identified in the case of the cysteine compound with (CySSSCy).- absorbing at 425 nm and exhibiting a half-life of ca 4-mu-s. Radical cations (PenSSSPen).+ are indicated in the oxidation of penicillamine trisulfide.
• FORNI, LUIGI G.;MORA-ARELLANO, VICTOR O.;PACKER, JOHN E.;WILLSON, ROBIN L+, J. CHEM. SOC. PERKIN TRANS. PT 2,(1988) N 8, C. 1579-1584
  作者：FORNI, LUIGI G.、MORA-ARELLANO, VICTOR O.、PACKER, JOHN E.、WILLSON, ROBIN L+

  DOI：——

  日期：——
• Lal, Manohar; Mahal, H. S., Canadian Journal of Chemistry, 1990, vol. 68, # 8, p. 1376 - 1382
  作者：Lal, Manohar、Mahal, H. S.

  DOI：——

  日期：——