21394-57-0

Usage

Uses

Used in Research Applications:
N-Myristoyl-L-serine is utilized as a research tool for studying protein lipidation, which involves the process of attaching lipid chains to proteins. N-Myristoyl-L-serine aids in understanding the mechanisms and functions of lipidated proteins within cellular systems.
Used in Cellular Signaling Pathway Studies:
N-Myristoyl-L-serine is employed in investigations of cellular signaling pathways and functions that involve myristoylated proteins. Its role in these studies is crucial for elucidating the roles of these proteins in cell regulation and communication.
Used in Drug Development:
N-Myristoyl-L-serine has potential applications in drug development, particularly in the design and synthesis of new therapeutic agents that target or modulate the activity of myristoylated proteins, which are implicated in various diseases.
Used in Biochemical Research:
N-Myristoyl-L-serine is also used in biochemical research to explore protein-protein interactions and membrane targeting, which are essential for the proper functioning of cellular processes and may be relevant to the development of new diagnostic and therapeutic strategies.

InChI:InChI=1/C17H33NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(20)18-15(14-19)17(21)22/h15,19H,2-14H2,1H3,(H,18,20)(H,21,22)/t15-/m0/s1

Upstream product

• 302-84-1 serin 
• 112-64-1 tetradecanoyl chloride 
• 56-45-1 L-serin 
• 544-63-8 n-tetradecanoic acid 

Relevant academic research and scientific papers

The relationship between the structure and properties of amino acid surfactants based on glycine and serine

Two series of surfactants based on glycine and serine were synthesized with aproic acid, octanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid and hexadecanoic acid. All the surfactants were characterized by MS and 1H NMR, the structures of the synthesized surfactants are correct and the signals in MS and 1H NMR can be explained. The reaction conditions, surface properties and foam properties were studied. For the two series of surfactants, critical micelle concentration (CMC) and γ CMC (surface tension at CMC) decrease and surface activity is enhanced as the length of carbon chain increases. The surfactants with tetradecanoyl and hexadecanoyl groups show a good foaming property and especially, the long-chain acyl-serine performs better. These are all related to the hydromethyl group in the serine.

Structure-Function Relationship of Acyl Amino Acid Surfactants: Surface Activity and Antimicrobial Properties

Amino acid surfactants (AAS), having the general structure α-amino-(N-acyl)-β-alkoxypropionate, were synthesized chemically.Surface activity and antimicrobial properties of the AAS were evaluated.Increases in acyl chain length (i.e., C10-C14) 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.

Antipsychotic drug

The present invention provides an antipsychotic drug containing essentially an N-acyl amino acid derivative represented by the following general formula:RCO-Awherein R indicates an alkyl or alkenyl having 1-25 carbon atoms, and A is an amino acid residue. The compound is similar to natural products and has little side effect by acting directly to brain cells after passing through easily the blood brain barrier.