N-乙酰基-S-乙基-L-半胱氨酸 | 31386-36-4

• 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
• 中文名称: N-乙酰基-S-乙基-L-半胱氨酸
• 英文名称: S-Ethyl-N-acetyl-L-cysteine
• 英文别名: N-acetyl-S-ethyl-L-cysteine；N-Acetyl-S-ethyl-L-cystein；N-acetyl-S-ethyl-cysteine；N-Acetyl-S-aethyl-cystein；(2R)-2-acetamido-3-ethylsulfanylpropanoic acid
• CAS: 31386-36-4
• 化学式: C₇H₁₃NO₃S
• 分子量: 191.251
• InChiKey: BSVHABSINROVJJ-LURJTMIESA-N

物化性质

• 熔点：
  90-93°C
• 沸点：
  431.4±40.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于甲醇、水（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  N-乙酰基-S-乙基-L-半胱氨酸 在 pig kidney acylase I 作用下， 以 phosphate buffer 为溶剂， 反应 0.17h， 生成 S-乙基-L-半胱氨酸
  参考文献：
  名称：

  Acylase I-Catalyzed Deacetylation of N-Acetyl-l-cysteine and S-Alkyl-N-acetyl-l-cysteines

  摘要：

  The aminoacylase that catalyzes the hydrolysis of N-acetyl-L-cysteine (NAC) was identified as acylase I after purification by column chromatography and electrophoretic analysis. Rat kidney cytosol was fractionated by ammonium sulfate precipitation, and the proteins were separated by ion-exchange column chromatography, gel-filtration column chromatography, and hydrophobic interaction column chromatography. Acylase activity with NAC and N-acetyl-L-methionine (NAM), a known substrate for acylase I, as substrates coeluted during all chromatographic steps. Sodium dodecyl sulfate-polyacrylamide gel electrophoresis showed that the protein was purified to near homogeneity and had a subunit M-r of 43 000, which is identical with the M-r of acylase I from porcine kidney and bovine liver. n-Butylmalonic acid was a slow-binding inhibitor of acylase I and inhibited the deacetylation of NAC with a K-i of 192 +/- 27 mu M These results show that acylase I catalyzes the deacetylation of NAG. The acylase I-catalyzed deacetylation of a range of S-alkyl-N-acetyl-L-cysteines, their carbon and oxygen analogues, and the selenium analogue of NAM was also studied with porcine kidney acylase I. The specific activity of the acylase I-catalyzed deacetylation of these substrates was related to their calculated molar volumes and lag P values. The S-alkyl-N-acetyl-L-cysteines with short (C-0-C-3) and unbranched S-alkyl substituents were good acylase I substrates, whereas the S-alkyl-N-acetyl-L-cysteines with long (>C-3) and branched S-alkyl substituents were poor acylase I substrates. The carbon and oxygen analogues of S-methyl-N-acetyl-L-cysteine and the carbon analogue of S-ethyl-N-acetyl-L-cysteine were poor acylase I substrates, whereas the selenium analogue of NAM was a good acylase I substrate.

  DOI：

  10.1021/tx980018b
• 作为产物：
  描述：

  S-乙基-L-半胱氨酸 、 乙酸酐 在 溶剂黄146 作用下， 反应 1.0h， 生成 N-乙酰基-S-乙基-L-半胱氨酸
  参考文献：
  名称：

  香芹酚前药：抗菌计划中的新方法。

  摘要：

  目的抗生素耐药性细菌感染的流行率不断上升，从而确定了一种新的治疗方法的替代策略。在这项研究中，我们合成了十种香芹酚前药-通过酯键将香芹酚羟基与含硫氨基酸的羧基部分连接在一起-开发出具有改善的抗微生物和抗生物膜活性以及相对于单独的香芹酚而言毒性降低的新型化合物。方法使用肉汤微量稀释法，针对代表性的革兰氏阳性（金黄色葡萄球菌和表皮葡萄球菌），革兰氏阴性（大肠杆菌和铜绿假单胞菌）细菌菌株和白色念珠菌筛选所有香芹酚前药。结果结果表明香芹酚共药4具有最显着的抗菌活性增强，其MIC和MBC值等于2。除铜绿假单胞菌ATCC 9027（MIC和MBC值分别等于5 mg / mL和10 mg / mL）外，所有细菌菌株均为5 mg / mL。所有香芹酚前药1-10对白色念珠菌ATCC 10231均显示出良好的抗真菌活性。细胞毒性测定表明，除香熏药物8和9外，新型香芹酚前药在其MIC值下均不会产生人血溶血。特

  DOI：

  10.1371/journal.pone.0120937

文献信息

• Cysteine derivatives
  申请人：Mitsubishi Chemical Industries, Limited

  公开号：US04440788A1

  公开（公告）日：1984-04-03

  This invention relates to S-alkylcysteines and processes for preparing same. The compounds according to this invention are expected to be applicable as therapeutic agents for hepatic failures.

  本发明涉及S-烷基半胱氨酸及其制备方法。本发明所述化合物预计可作为治疗肝功能衰竭的药物。
• Steroid compounds
  申请人：Kao Corporation

  公开号：US05116829A1

  公开（公告）日：1992-05-26

  A 21-substituted steroid compound is disclosed. The compound has a structure of formula (I), ##STR1## wherein R.sup.1 is a hydrogen atom, a lower alkyl, lower alkenyl, lower alkoxy, or phenyl group, R.sup.2 is a hydroxyl group or an acyloxy group having 1-6 carbon atoms, R.sup.3 is a hydrogen atom or a lower alkyl group, or R.sup.2 and R.sup.3 may together form a lower alkylidenedioxy group, X.sup.1 and X.sup.2 may be the same or different and individually represents a hydrogen atom or a halogen atom, Y.sup.1 and Y.sup.2 may be the same or different and individually represents a methylene group or a sulfur atom, Z is a sulfur atom or an imino group, the wave line means that the configuration of R.sup.3 may be of either .alpha. or .beta., and dotted line between the 1 and 2 position means that the bond may be the double bond. It has excellent anti-inflammatory, anti-allergic and anti-asthma activities with little side effects, and is useful for the prevention, cure, and treatment of on inflammation, allergic diseases, rheumatism, and the like.

  本发明公开了一种21-取代类固醇化合物。该化合物具有结构式（I），其中R.sup.1是氢原子，较低的烷基，较低的烯基，较低的烷氧基或苯基，R.sup.2是羟基或具有1-6个碳原子的酰氧基，R.sup.3是氢原子或较低的烷基，或R.sup.2和R.sup.3可以共同形成较低的烷基二氧基基团，X.sup.1和X.sup.2可以相同或不同，分别表示氢原子或卤素原子，Y.sup.1和Y.sup.2可以相同或不同，分别表示亚甲基基团或硫原子，Z是硫原子或亚胺基，波浪线表示R.sup.3的构型可以是α或β，1和2位置之间的虚线表示键可能是双键。该化合物具有出色的抗炎，抗过敏和抗哮喘活性，副作用小，可用于预防，治愈和治疗炎症，过敏性疾病，风湿病等。
• CYSTEINE DERIVATIVES AND PROCESS FOR THEIR PREPARATION
  申请人：MITSUBISHI KASEI CORPORATION

  公开号：EP0051682A1

  公开（公告）日：1982-05-19

  S-alkylcysteines and method for producing them. The compounds may be useful as an agent for treating a hepar disease.

  S-烷基半胱氨酸及其生产方法。 这些化合物可用作治疗肝病的药物。
• 21-Substituted pregnane derivatives
  申请人：KAO CORPORATION

  公开号：EP0452914A2

  公开（公告）日：1991-10-23

  A 21-substituted steroid compound is disclosed. The compound has a structure of formula (I), wherein R¹ is a hydrogen atom, a lower alkyl, lower alkenyl, lower alkoxy, or phenyl group, R² is a hydroxyl group or an acyloxy group having 1-6 carbon atoms, R³ is a hydrogen atom or a lower alkyl group, or R² and R³ may together form a lower alkylidenedioxy group, X¹ and X² may be the same or different and individually represents a hydrogen atom or a halogen atom, Y¹ and Y² may be the same or different and individually represents a methylene group or a sulfur atom, Z is a sulfur atom or an imino group, the wave line means that the configuration of R³ may be of either α or β, and dotted line between the 1 and 2 position means that the bond may be the double bond. It has excellent anti-inflammatory, anti-allergic and anti-asthma activities with little side effects, and is useful for the prevention, cure, and treatment of on inflammation, allergic diseases, rheumatism, and the like.

  本发明公开了一种 21 取代类固醇化合物。该化合物具有式 (I) 结构、 其中 R¹ 是氢原子、低级烷基、低级烯基、低级烷氧基或苯基，R² 是羟基或具有 1-6 个碳原子的酰氧基，R³ 是氢原子或低级烷基，或 R² 和 R³ 可共同形成低级亚烷基二氧基，X¹ 和 X² 可以相同或不同，各自代表氢原子或卤素原子、波浪线表示 R³ 的构型可以是 α 或 β，1 和 2 之间的虚线表示键可以是双键。它具有极佳的抗炎、抗过敏和抗哮喘活性，且副作用小，可用于预防、治疗和治疗炎症、过敏性疾病、风湿病等。
• The S -alkyl chain length as a determinant of the anti-leukemic activity of cysteine chloromethyl ketone compounds
  作者：David A Perrey、Michael P Scannell、Rama Krishna Narla、Fatih M Uckun

  DOI：10.1016/s0960-894x(00)00047-0

  日期：2000.3

  A series of cysteine chloromethyl ketone compounds with a systematic variation of the S-alkyl chain length have been synthesized in order to gauge the effect of the alkyl chain length on the cytotoxicity of these compounds against human acute lymphoblastic leukemia cells. Comparable activities were observed for compounds with S-alkyl chains ranging from pentyl to dodecyl, with the best being undecyl (IC50 = 1.7 mu M) and dodecyl (IC50 = 2.0 mu M) against B-lineage leukemia cells and hexyl (IC50 = 0.7 mu M) against T-lineage leukemia cells. (C) 2000 Elsevier Science Ltd. All rights reserved.