N-myristoyl-L-serine | 21394-65-0

• 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-myristoyl-L-serine
• 英文别名: DL-3-Hydroxy-2-tetradecanoylamino-propionsaeure；3-hydroxy-2-(tetradecanoylamino)propanoic acid
• CAS: 21394-65-0
• 化学式: C₁₇H₃₃NO₄
• 分子量: 315.453
• InChiKey: PNOPPKWUFKUHSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  DL-丝氨酸 、 肉豆蔻酰氯 在 sodium hydroxide 作用下， 生成 N-myristoyl-L-serine
  参考文献：
  名称：

  Sciortino; Du Ban, Bollettino Chimico Farmaceutico, 1968, vol. 107, # 8, p. 498 - 505

  摘要：

  DOI：

文献信息

• PREPARATION OF AMINO ACID-FATTY ACID AMIDES
  申请人：Chaudhuri Shan

  公开号：US20080200704A1

  公开（公告）日：2008-08-21

  The present invention describes compounds produced from an amino acid molecule and a fatty acid molecule. The compounds being in the form of amino-fatty acid compounds being bound by an amide linkage, or mixtures thereof made by reacting amino acids or derivatives thereof with an appropriate fatty acid previously reacted with a thionyl halide. The administration of such molecules provides supplemental amino acids with enhanced bioavailability and the additional benefits conferred by the specific fatty acid.

  本发明描述了由氨基酸分子和脂肪酸分子产生的化合物。这些化合物采用酰胺键结合的氨基脂肪酸化合物的形式存在，或者是由氨基酸或其衍生物与先前与硫酰卤反应的适当脂肪酸反应而成的混合物。这些分子的使用可提供具有增强生物利用度和特定脂肪酸所赋予的额外益处的补充氨基酸。
• Structure-Function Relationship of Acyl Amino Acid Surfactants: Surface Activity and Antimicrobial Properties
  作者：Jiding Xia、Yongmei Xia、Ifendu A. Nnanna

  DOI：10.1021/jf00052a004

  日期：1995.4

  Amino acid surfactants (AAS), having the general structure alpha-amino-(N-acyl)-beta-alkoxypropionate, were synthesized chemically. Surface activity and antimicrobial properties of the AAS were evaluated. Increases in acyl chain length (i.e., C-10-C-14) resulted in a linear reduction in surface tension (i.e., 43-36 mN . m(-1)), as well as dramatic decreases in critical micelle concentrations (cmc) (i.e., 17.9-0.43 mM). Strong correlations existed between the cmc of AAS and their minimal inhibitory concentrations (mic) against Escherichia coli, Pseudomonas aeruginosa, Aspergillus niger, and Saccharomyces cerevisiae. Sensitivity of the microorganisms to the various AAS followed the order Staphylococcus aureus > A. niger = S. cerevisiae > E. coli > P. aeruginosa. In comparison with methyl p-hydroxybenzoate, AAS (MN14) showed 2-8, 64, and 4-8 times the activity against Gram-negative bacteria, Gram-positive bacteria, and fungi, respectively. Surface adsorption and/or bifunctional binding to the cell membrane may account for AAS action on microorganisms.
• [EN] PREPARATION OF AMINO ACID-FATTY ACID AMIDES<br/>[FR] OBTENTION D'AMIDES D'ACIDES AMINÉS-ACIDES GRAS
  申请人：MULTI FORMULATIONS LTD

  公开号：WO2008101313A1

  公开（公告）日：2008-08-28

  [EN] The present invention describes compounds produced from an amino acid molecule and a fatty acid molecule. The compounds being in the form of amino-fatty acid compounds being bound by an amide linkage, or mixtures thereof made by reacting amino acids or derivatives thereof with an appropriate fatty acid previously reacted with a thionyl halide. The administration of such molecules provides supplemental amino acids with enhanced bioavailability and the additional benefits conferred by the specific fatty acid.
  [FR] L'invention concerne des composés obtenus à partir d'une molécule d'acide aminé et d'une molécule d'acide gras. Ces composés se présentent sous la forme de composés d'acide aminé-acide gras reliés par liaison amide, ou de mélange desdits acides ou de dérivés desdits acides avec un acide gras approprié préalablement soumis à une réaction avec un halogénure de thionyle. L'administration de telles molécules permet d'apporter un supplément d'acides aminés à biodisponibilité accrue et le surcroît d'avantages conférés par l'acide gras spécifique.
• Sciortino; Du Ban, Bollettino Chimico Farmaceutico, 1968, vol. 107, # 8, p. 498 - 505
  作者：Sciortino、Du Ban

  DOI：——

  日期：——