Nε-lauroyl-lysine methyl ester hydrochloride | 50826-12-5

• 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: Nε-lauroyl-lysine methyl ester hydrochloride
• 英文别名: Nα-lauroyl-lysine methyl ester hydrochloride；Nalpha-lauroyl lysine methyl ester；methyl (2S)-6-amino-2-(dodecanoylamino)hexanoate;hydrochloride
• CAS: 50826-12-5
• 化学式: C₁₉H₃₈N₂O₃*ClH
• 分子量: 378.983
• InChiKey: GWBVQHCVFBUGBO-LMOVPXPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  25
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  81.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-Cbz-L-lysine hydrochloride 在 盐酸 、 氯化亚砜 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， -80.0~20.0 ℃ 、101.33 kPa 条件下， 反应 24.5h， 生成 Nε-lauroyl-lysine methyl ester hydrochloride
  参考文献：
  名称：

  Cationic Surfactants Derived from Lysine: Effects of Their Structure and Charge Type on Antimicrobial and Hemolytic Activities

  摘要：

  Three different sets of cationic surfactants from lysine have been synthesized. The first group consists of three monocatenary surfactants with one lysine as the cationic polar head with one cationic charge. The second consists of three monocatenary surfactants with two amino acids as cationic polar head with two positive charges. Finally, four gemini surfactants were synthesized in which the spacer chain and the number and type of cationic charges have been regulated. The micellization process, antimicrobial activity, and hemolytic activity were evaluated. The critical micelle concentration was dependent only on the hydrophobic character of the molecules. Nevertheless, the antimicrobial and hemolytic activities were related to the structure of the compounds as well as the type of cationic charges. The most active surfactants against the bacteria were those with a cationic charge on the trimethylated amino group, whereas all of these surfactants showed low hemolytic character.

  DOI：

  10.1021/jm101315k

文献信息

• COMSETICS OR EXTERNAL PREPARAIOTNS FOR SKIN
  申请人：Ajinomoto Co., Inc.

  公开号：EP1374831A1

  公开（公告）日：2004-01-02

  According to the present invention, there is provided cosmetics or external preparations for skin which comprises, as the effective ingredient, a chemical peeling agent, a bactericide, an anionic surfactant or a cationic surfactant component in combination with a compound capable of mitigating the irritation, inflammation, etc. of the skin caused by these components. The present invention is skin cosmetics, external preparations for skin or hair cosmetics which are characterized by containing the following components (A) and (B) or it is skin cosmetics or external preparations for skin which are characterized by containing the following components (C) and (D) Components (A) and (C): one or more members selected from a cystine derivative and salt thereof Component (B): one or more of members selected from a chemical peeling agent, a bactericide and an anionic surfactant Component (C): a cationic surfactant

  根据本发明，提供了用于皮肤的化妆品或外部制剂，其有效成分包括化学去皮剂、杀菌剂、阴离子表面活性剂或阳离子表面活性剂成分，以及能够减轻由这些成分引起的皮肤刺激、炎症等的化合物。 本发明是皮肤化妆品、皮肤外用制剂或头发化妆品，其特征在于含有以下成分（A）和（B），或者是皮肤化妆品或皮肤外用制剂，其特征在于含有以下成分（C）和（D）。 成分（A）和（C）：选自胱氨酸衍生物及其盐的一种或多种成分 成分（B）：一种或多种选自化学去皮剂、杀菌剂和阴离子表面活性剂的成 分 成分（C）：阳离子表面活性剂
• Cosmetics or external preparations for skin
  申请人：——

  公开号：US20040156802A1

  公开（公告）日：2004-08-12

  According to the present invention, there is provided cosmetics or external preparations for skin which comprises, as the effective ingredient, a chemical peeling agent, a bactericide, an anionic surfactant or a cationic surfactant component in combination with a compound capable of mitigating the irritation, inflammation, etc. of the skin caused by these components. The present invention is skin cosmetics, external preparations for skin or hair cosmetics which are characterized by containing the following components (A) and (B) or it is skin cosmetics or external preparations for skin which are characterized by containing the following components (C) and (D) Components (A) and (C): one or more members selected from a cystine derivative and salt thereof. Component (B): one or more of members selected from a chemical peeling agent, a bactericide and an anionic surfactant Component (C): a cationic surfactant

  根据本发明，提供了用于皮肤的化妆品或外部制剂，其有效成分包括化学去皮剂、杀菌剂、阴离子表面活性剂或阳离子表面活性剂成分，以及能够减轻由这些成分引起的皮肤刺激、炎症等的化合物。 本发明是皮肤化妆品、皮肤外用制剂或头发化妆品，其特点是含有以下成分（A）和（B），或者是皮肤化妆品或皮肤外用制剂，其特点是含有以下成分（C）和（D）。 成分（A）和（C）：一种或多种胱氨酸衍生物及其盐。 成分（B）：一种或多种选自化学去皮剂、杀菌剂和阴离子表面活性剂的成 分 成分（C）：阳离子表面活性剂
• JPS59196809A
  申请人：——

  公开号：JPS59196809A

  公开（公告）日：1984-11-08
• SKIN COSMETICS COMPRISING A CYSTINE DERIVATIVE AND A CHEMICAL PEELING AGENT, A BACTERICIDE, AN ANIONIC SUFACTANT, OR A CATIONIC SURFACTANT
  申请人：IWASAKI Keiji

  公开号：US20080119551A1

  公开（公告）日：2008-05-22

  The present invention provides cosmetics or external preparations for skin are provided that contain, as the effective ingredient, a chemical peeling agent, a bactericide, an anionic surfactant or a cationic surfactant component in combination with a cystine derivative of formula (1):
• Cationic Surfactants Derived from Lysine: Effects of Their Structure and Charge Type on Antimicrobial and Hemolytic Activities
  作者：A. Colomer、A. Pinazo、M. A. Manresa、M. P. Vinardell、M. Mitjans、M. R. Infante、L. Pérez

  DOI：10.1021/jm101315k

  日期：2011.2.24

  Three different sets of cationic surfactants from lysine have been synthesized. The first group consists of three monocatenary surfactants with one lysine as the cationic polar head with one cationic charge. The second consists of three monocatenary surfactants with two amino acids as cationic polar head with two positive charges. Finally, four gemini surfactants were synthesized in which the spacer chain and the number and type of cationic charges have been regulated. The micellization process, antimicrobial activity, and hemolytic activity were evaluated. The critical micelle concentration was dependent only on the hydrophobic character of the molecules. Nevertheless, the antimicrobial and hemolytic activities were related to the structure of the compounds as well as the type of cationic charges. The most active surfactants against the bacteria were those with a cationic charge on the trimethylated amino group, whereas all of these surfactants showed low hemolytic character.