2-aminoethaneselenol | 21681-94-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-aminoethaneselenol
• 英文别名: selenocysteamine；2-Amino-ethanselenol; Selenocysteamin；Selenocysteamin
• CAS: 21681-94-7
• 化学式: C₂H₇NSe
• 分子量: 124.044
• InChiKey: KBFHKFAUJGEUJT-UHFFFAOYSA-N

物化性质

• 沸点：
  254.2±32.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.74
• 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：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-aminoethaneselenol 、 sodium glyoxylate 以61%的产率得到
  参考文献：
  名称：

  MARCO C. DE; CINI C.; COCCIA R.; BLARZINO C., ITAL. J. BIOCHEM., 1979, 28, NO 2, 104-110

  摘要：

  DOI：
• 作为产物：
  描述：

  硒代胱胺 在 sodium tetrahydroborate 作用下， 生成 2-aminoethaneselenol
  参考文献：
  名称：

  The Synthesis of Aminoethyl-Substituted Selenium Compounds

  摘要：

  DOI：

  10.1021/jo01018a504

文献信息

• Selenols catalyze the interchange reactions of dithiols and disulfides in water
  作者：Rajeeva Singh、George M. Whitesides

  DOI：10.1021/jo00024a041

  日期：1991.11
• Selenium and Sulfur in Exchange Reactions: A Comparative Study
  作者：Daniel Steinmann、Thomas Nauser、Willem H. Koppenol

  DOI：10.1021/jo1011569

  日期：2010.10.1

  Cysteamine reduces selenocystamine to form hemiselenocystamine and then cystamine. The rate constants are k(1) = 1.3 x 10(5) M-1 s(-1); k(-1) = 2.6 x 10(7) M-1 s(-1); k(2) = 11 M-1 s(-1); and k(-2) = 1.4 x 10(3) M-1 s(-1), respectively. Rate constants for reactions of cysteine/selenocystine are similar. Reaction rates of selenium as a nucleophile and as an electrophile are 2-3 and 4 orders of magnitude higher, respectively, than those of sulfur. Sulfides and selenides are comparable as leaving groups.
• Methyltransferase-Directed Derivatization of 5-Hydroxymethylcytosine in DNA
  作者：Zita Liutkevičiūtė、Edita Kriukienė、Indrė Grigaitytė、Viktoras Masevičius、Saulius Klimašauskas

  DOI：10.1002/anie.201007169

  日期：2011.2.25

  Cytosine modification by AdoMet–dependent DNA methyltransferases is part of an epigenetic regulatory network in vertebrates. Here we show that, in the absence of AdoMet, bacterial cytosine-5 methyltransferases can catalyze condensation of aliphatic thiols and selenols to 5-hydroxymethylcytosine in DNA yielding 5-chalcogenomethyl derivatives. These new atypical reactions open new ways for sequence-specific derivatization and analysis of 5-hydroxymethylcytosine, a recently discovered nucleobase in mammalian DNA
• The Synthesis of Aminoethyl-Substituted Selenium Compounds
  作者：Daniel L. Klayman

  DOI：10.1021/jo01018a504

  日期：1965.7
• A comparative study of the kinetics of selenol/diselenide and thiol/disulfide exchange reactions
  作者：Joan C. Pleasants、Wei Guo、Dallas L. Rabenstein

  DOI：10.1021/ja00199a012

  日期：1989.8