ethyl S-methyl-L-cysteinate | 74401-75-5

• 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: ethyl S-methyl-L-cysteinate
• 英文别名: S-Methyl-L-cysteinaethylester；(R)-ethyl 2-amino-3-(methylthio)propanoate；ethyl (2R)-2-amino-3-methylsulfanylpropanoate
• CAS: 74401-75-5
• 化学式: C₆H₁₃NO₂S
• 分子量: 163.241
• InChiKey: SOUTVWYPVSFHNV-YFKPBYRVSA-N

物化性质

• 沸点：
  237.3±30.0 °C(Predicted)
• 密度：
  1.094±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  77.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl S-methyl-L-cysteinate 在 盐酸 、 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  二酮哌嗪是一类新的血小板活化因子抑制剂。

  摘要：

  DOI：

  10.1021/jm00393a002
• 作为产物：
  描述：

  ethyl (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-methylsulfanylpropanoate 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以489 mg的产率得到ethyl S-methyl-L-cysteinate
  参考文献：
  名称：

  Pseudo-peptides Based on Methyl Cysteine or Methionine Inspired from Mets Motifs Found in the Copper Transporter Ctr1

  摘要：

  Most proteins involved in Cu homeostasis bind to intracellular Cu(I) in stable Cu(S-Cys)(x) environments, thanks to well-conserved cysteine-rich sequences. Similarly, the Cu(I) transport protein Ctr1, responsible for copper acquisition, binds Cu(I) in Cu(S-Met)(3) environments in conserved methionine-rich MXMXXM sequences, referred as Mets motifs. Pseudo-peptides based on a nitrilotriacetic acid scaffold and functionalized with three amino acids bearing thioether side chains, either methyl cysteine in T-1 or methionine in T-2, were synthesized as mimics of the Mets sequences found in Ctr1. These two ligands were obtained with good overall yields from commercial amino acids and demonstrate efficient chelating ability for Cu(I). Only one species, the mononuclear [CuT1,2](+) complex, was evidenced by electrospray ionizationmass spectroscopy (ESI-MS) and the circular dichroism signature obtained for the most constrained CuT1 complex having the shortest side chains showed reorganization of the pseudo-peptide scaffold upon Cu(I) complexation. Considering that thioether functions are neutral sulfur donors, the stability constants measured by competition with ferrozine are quite large: log K approximate to 10.2-10.3. The CuT1,(2) complexes are significantly more stable that those formed with linear peptides, mimicking isolated Mets motifs MXMXXM of the Cu transport protein Ctr1 (log K approximate to 5-6). This may be attributed to the preorganized pseudo-peptide scaffold, which arranges the three neutral sulfur donors toward the metal center. Such moderate affinity Cu(I) chelators are interesting for applications in chelation therapy, for instance, to induce minimum disturbance of Cu homeostasis in Wilsons disease treatments.

  DOI：

  10.1021/ic502962d

文献信息

• [EN] SALT OF ABT-263 AND SOLID-STATE FORMS THEREOF<br/>[FR] SEL DE ABT-263 ET FORMES SOLIDES DE CELUI-CI
  申请人：ABBOTT LAB

  公开号：WO2010127190A1

  公开（公告）日：2010-11-04

  ABT-263 bis-HCl and crystalline polymorphs thereof are suitable active pharmaceutical ingredients for pharmaceutical compositions useful in treatment of a disease characterized by overexpression of one or more anti-apoptotic Bcl-2 family proteins, for example cancer.

  ABT-263 bis-HCl及其结晶多形体是适用于制备药物组合物的有效药物成分，用于治疗一种疾病，该疾病以一个或多个抗凋亡Bcl-2家族蛋白质的过度表达为特征，例如癌症。
• Neutral metalloendopeptidase inhibitors in the treatment of hypertension
  申请人：SCHERING CORPORATION

  公开号：EP0254032A2

  公开（公告）日：1988-01-27

  The method of treating hypertension with neutral metalloendopeptidase (NMEP) inhibitors, NMEP inhibitors in combination with atrial peptides, and NMEP inhibitors in combination with angiotensin converting enzyme inhibitors, as well as pharmaceutical compositions therefor, are disclosed.

  本研究公开了使用中性金属内肽酶（NMEP）抑制剂、NMEP 抑制剂与心房肽联合使用、NMEP 抑制剂与血管紧张素转换酶抑制剂联合使用治疗高血压的方法及其药物组合物。
• New Chiral Auxiliaries for the Construction of Quaternary Stereocenters by Copper-Catalyzed Michael Reactions
  作者：Jens Christoffers、Alexander Mann

  DOI：10.1002/1521-3773(20000804)39:15<2752::aid-anie2752>3.0.co;2-5

  日期：2000.8.4
• <b>Oxidative Cleavage of Tyrosyl-Peptide Bonds. III. Synthesis and Cleavage of Peptides Containing Sulfur Moieties</b>
  作者：John G. Wilson、Louis A. Cohen

  DOI：10.1021/ja00888a018

  日期：1963.3
• NORIHIKO, SHIMAZAKI;ICHIRO, SHIMA;KEIJI, HEMMI;HASHIMOTO, MASASHI, J. MED. CHEM., 30,(1987) N 10, 1706-1709
  作者：NORIHIKO, SHIMAZAKI、ICHIRO, SHIMA、KEIJI, HEMMI、HASHIMOTO, MASASHI

  DOI：——

  日期：——