N_α-lauroyl-N_ε-carbobenzoxy-L-lysine | 106383-96-4

• 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
• 英文名称: N_α-lauroyl-N_ε-carbobenzoxy-L-lysine
• 英文别名: (2S)-2-(dodecanoylamino)-6-(phenylmethoxycarbonylamino)hexanoic acid
• CAS: 106383-96-4
• 化学式: C₂₆H₄₂N₂O₅
• 分子量: 462.63
• InChiKey: RFQCIIUOBOYEDE-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  33
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N_α-lauroyl-N_ε-carbobenzoxy-L-lysine 在 氢溴酸 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.42h， 生成 6-<4-Deoxy-4-(dodecanoyl-L-lysyl)amino-L-glycero-β-L-manno-heptopyranosylamino>-9H-purine
  参考文献：
  名称：

  Synthesis and Antitumor Activities of Glycine-exchanged Analogs of Spicamycin.

  摘要：

  合成了一系列SPM VIII的类似物，以研究氨基酸部分对抗肿瘤活性的影响。L-苏氨酸类似物和甘氨酸甘氨酸类似物对P388小鼠白血病细胞的细胞毒性明显高于SPM VIII（IC50分别为5.8 nM和0.11 nM，而SPM VIII的IC50为25 nM）。然而，用其他氨基酸替代甘氨酸部分则显著降低了对COL-1人结肠癌异种移植模型的抗肿瘤活性。这项研究表明SPM VIII的甘氨酸部分对抗肿瘤效果至关重要。

  DOI：

  10.7164/antibiotics.48.504
• 作为产物：
  描述：

  月桂酰氯 、 N6-Cbz-L-赖氨酸 在 氢氧化钾 作用下， 以 丙酮 为溶剂， 生成 N_α-lauroyl-N_ε-carbobenzoxy-L-lysine
  参考文献：
  名称：

  含有具有抗菌特性的脂肪酸的碱性肽

  摘要：

  概述了新型的表面活性剂的合成，该表面活性剂由在一个氨基上包含一个大的脂族酰基残基的碱性肽组成。组成和抗菌性能之间存在一定的关系。最大限度发挥作用的结构条件是：

  DOI：

  10.1002/hlca.19640470220

文献信息

• ISOTHIOCYANATE FUNCTIONAL SURFACTANT AND ASSOCIATED METHOD OF USE
  申请人：Silver Michael E.

  公开号：US20170037000A1

  公开（公告）日：2017-02-09

  An isothiocyanate functional surfactant, wherein the protonated form of said surfactant is represented by the following chemical structure: wherein X includes an integer ranging from approximately 1 to approximately 25, and wherein Y includes an integer ranging from approximately 6 to approximately 25.

  一种异硫氰酸酯功能表面活性剂，其中所述表面活性剂的质子化形式由以下化学结构表示：其中X包括从大约1到大约25的整数，Y包括从大约6到大约25的整数。
• [EN] METHOD FOR TREATING SKIN CANCER<br/>[FR] MÉTHODE DE TRAITEMENT DU CANCER DE LA PEAU
  申请人：WILLIAM M YARBROUGH FOUNDATION

  公开号：WO2014018874A1

  公开（公告）日：2014-01-30

  A method for treating skin cancer including the steps of applying an isothiocyanate functional surfactant to an area affected by skin cancer, wherein the isothiocyanate functional surfactant comprises at least one isothiocyanate functional group associated with an aliphatic and/or aromatic carbon atom of the isothiocyanate functional surfactant.

  一种治疗皮肤癌的方法，包括将一种异硫氰酸酯功能表面活性剂涂抹在受皮肤癌影响的区域上，其中异硫氰酸酯功能表面活性剂包括至少一个与异硫氰酸酯功能表面活性剂的脂肪族和/或芳香族碳原子相关的异硫氰酸酯功能基。
• Isothiocyanate functional compounds augmented with secondary antineoplastic medicaments and associated methods for treating neoplasms
  申请人：Silver Michael E.

  公开号：US10765656B2

  公开（公告）日：2020-09-08

  A formulation, including: (a) a first medicament, wherein the first medicament includes an isothiocyanate functional compound/surfactant; and (b) a second medicament, wherein the second medicament includes an antineoplastic agent, such as a cytotoxic antineoplastic agent and/or a targeted antineoplastic agent.

  一种制剂，包括：(a) 第一种药物，其中第一种药物包括异硫氰酸酯功能化合物/表面活性剂；以及 (b) 第二种药物，其中第二种药物包括抗肿瘤剂，如细胞毒性抗肿瘤剂和/或靶向抗肿瘤剂。
• 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.
• Method for Treating Skin Cancer
  申请人：Silver Michael E.

  公开号：US20170239207A1

  公开（公告）日：2017-08-24

  A method for treating skin cancer including the steps of applying an isothiocyanate functional surfactant to an area affected by skin cancer, wherein the isothiocyanate functional surfactant comprises at least one isothiocyanate functional group associated with an aliphatic and/or aromatic carbon atom of the isothiocyanate functional surfactant.