D-β, β-dimethylcysteic acid

• 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
• 英文名称: D-β, β-dimethylcysteic acid
• 英文别名: 3-Dimethylcysteic acid；2-amino-3-methyl-3-sulfobutanoic acid
• 化学式: C₅H₁₁NO₅S
• 分子量: 197.212
• InChiKey: IAZCXYBRDWVPNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  DL-青霉胺 在 双氧水 作用下， 以98%的产率得到D-β, β-dimethylcysteic acid
  参考文献：
  名称：

  D-?,?-dimethylcysteic acid, its preparation, structure, and spectroscopic properties

  摘要：

  DOI：

  10.1007/bf01161423

文献信息

• Peck; Folkers, Chemistry of Penicillin
  作者：Peck、Folkers

  DOI：——

  日期：——
• Kinetics and Mechanism of the Reactions of Superoxochromium(III) Ion with Biological Thiols
  作者：Joaquin F. Perez-Benito、Conchita Arias

  DOI：10.1021/jp9809336

  日期：1998.7.1

  The kinetics of the oxidation of three biological thiols (L-cysteine, glutathione, and DL-penicillamine) to their sulfinic and sulfonic acid derivatives by CrOO2+ in aqueous perchloric acid and in the presence of 2-propanol have been studied spectrophotometrically with the aid of the initial-rates method. The kinetic order of the oxidant is 2, whereas that of the reductant is not defined. The acidity of the medium has a slight effect on the initial rates (acid catalysis for both L-cysteine and DL-penicillamine and base catalysis for glutathione). An increase of the ionic strength leads to a rise of the initial rate for both L-cysteine and DL-penicillamine, whereas the initial rate for glutathione is insensitive to the ionic strength. The reactions are inhibited by both 2-propanol and dissolved O-2 and catalyzed by Mn2+, whereas Ce3+ has almost no effect on them. At low 2-propanol concentration and in the absence of Mn2+ the initial rate vs temperature plots have a minimum at around 20 degrees C, whereas in the presence of either concentrated 2-propanol or Mn2+ the Arrhenius law is fulfilled. A single mechanism is proposed for the three reactions involving a CrOO2+/thiol complex, CrOOH2+, and CrO2+ as intermediates. The bimolecular rate constants for the reactions of the intermediate CrO2+ with L-cysteine and DL-penicillamine at 25.0 degrees C have been obtained (around 10(3) M-1 s(-1) in both cases). Some kinetic data for the decomposition of CrOO2+ in the absence of thiol are also given.
• Dougall et al., Biochemical Journal, 1957, vol. 66, p. 30 P
  作者：Dougall et al.

  DOI：——

  日期：——
• D-?,?-dimethylcysteic acid, its preparation, structure, and spectroscopic properties
  作者：Alan Calvo、Romolo Faggiani、Debra Ann Harvey、Helen Elaine Howard-Lock、Walter Fairbairn Kean、Colin James Lyne Lock

  DOI：10.1007/bf01161423

  日期：1984.2