14246-55-0

Basic information

• Product Name: MYRISTOYL-GLY-OH
• Synonyms: MYRISTOYL-GLYCINE;MYRISTOYL-GLY-OH;N-MYRISTOYL-GLYCINE;N-ALPHA-MYRISTOYL-GLYCINE;N-Myristoyl-glycine≥ 99% (Titration)
• CAS NO: 14246-55-0
• Molecular Formula: C₁₆H₃₁NO₃
• Molecular Weight: 285.42
• Mol File: 14246-55-0.mol
• Article Data: 20

Chemical Properties

• Melting Point: 121-122 °C
• Boiling Point: 469 °C at 760 mmHg
• Flash Point: 237.5 °C
• Appearance: /
• Density: 0.973 g/cm³
• Vapor Pressure: 4.29E-10mmHg at 25°C
• Refractive Index: 1.467
• Storage Temp.: Store at RT.
• PKA: 3.59±0.10(Predicted)
• CAS DataBase Reference: MYRISTOYL-GLY-OH(CAS DataBase Reference)
• NIST Chemistry Reference: MYRISTOYL-GLY-OH(14246-55-0)
• EPA Substance Registry System: MYRISTOYL-GLY-OH(14246-55-0)

Safety Data

• Hazardous Substances Data: 14246-55-0(Hazardous Substances Data)

Usage

Description

MYRISTOYL-GLY-OH, also known as N-Myristoylglycine, is an N-acylglycine with a C-14 fatty acid group as the acyl moiety. It is a white powder and is found in the urine and blood of patients with various fatty acid oxidation disorders. MYRISTOYL-GLY-OH is an important biomarker for diagnosing and monitoring the progression of these disorders.

Uses

Used in Diagnostic Applications:
MYRISTOYL-GLY-OH is used as a biomarker for the detection and diagnosis of various fatty acid oxidation disorders. Its presence in the urine and blood of affected patients helps in identifying the specific disorder and monitoring its progression.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, MYRISTOYL-GLY-OH can be used as a starting material for the synthesis of various therapeutic agents targeting fatty acid oxidation disorders. Its unique chemical properties make it a valuable component in the development of novel drugs.
Used in Research and Development:
MYRISTOYL-GLY-OH is also used in research and development for studying the mechanisms underlying fatty acid oxidation disorders and for developing new diagnostic tools and treatment strategies. Its role as a biomarker and its chemical properties make it an essential compound for advancing our understanding of these conditions.

InChI:InChI=1/C16H31NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(18)17-14-16(19)20/h2-14H2,1H3,(H,17,18)(H,19,20)

Upstream product

• 2425-54-9 myristyl chloride 
• 56-40-6 glycine 
• 6000-44-8 sodium glycinate 
• 112-64-1 tetradecanoyl chloride 
• 69888-86-4 N-succinimidyl myristate 
• 544-31-0 2-(palmitoylamino)ethanol 
• 111-57-9 N-stearoylethanolamine 
• 142-78-9 N-(2-hydroxyethyl)dodecanamide 
• 142-58-5 myristic monoethanolamide 
• 7112-02-9 N‐(2‐hydroxyethyl)octanamide 
• 7726-08-1 decanoic acid monoethanolamide 
• 544-63-8 n-tetradecanoic acid 
• 616-34-2 methoxycarbonylmethylamine 

Downstream Products

• 1480504-63-9 Myristoyl-Gly-Met-Arg-Pro-Tyr-Asp-Ala-Asn-Lys-Ala-NH₂ 
• 1480504-66-2 Myristoyl-Gly-Arg-Pro-Tyr-Asp-Ala-Asn-Lys-Arg-NH₂ 
• 1480504-68-4 Myristoyl-Gly-Pro-Tyr-Asp-Ala-Asn-Lys-Arg-NH₂ 
• 1480504-69-5 Myristoyl-Gly-Tyr-Asp-Ala-Asn-Lys-Arg-NH₂ 

Relevant articles and documents

Enzymatic synthesis and characterization of galactosyl monoesters

Enzyme-catalyzed synthesis of several fatty acyl-amino acid esters based on d-galactose, as well as their chemical evaluation, was performed. These novel galactosyl fatty acyl-amino acid monoesters were synthesized by utilizing lipase from lipozyme TL IM in tert-butanol with d-galactose and fatty acyl-amino acids as starting materials. The products were characterized by 1H NMR, 13C NMR and MS analysis. In addition, their primary physical properties, such as hydrophilic-lipophilic balance (HLB), critical micellar concentration (CMC), solubility in water, maximum surface excess (Γmax), and minimal surface tension (Amin) were measured. The experimental results showed that their CMC values are between 5 and 0.4 mM. The HLB values of galactosyl esters 15-17 indicate that they are useful as oil-in-water emulsions or detergents, whereas 18-22 can be employed as water-in-oil emulsifiers or wetting agents.

Translation of Mycobacterium Survival Strategy to Develop a Lipo-peptide based Fusion Inhibitor**

The entry of enveloped virus requires the fusion of viral and host cell membranes. An effective fusion inhibitor aiming at impeding such membrane fusion may emerge as a broad-spectrum antiviral agent against a wide range of viral infections. Mycobacterium survives inside the phagosome by inhibiting phagosome–lysosome fusion with the help of a coat protein coronin 1. Structural analysis of coronin 1 and other WD40-repeat protein suggest that the trp-asp (WD) sequence is placed at distorted β-meander motif (more exposed) in coronin 1. The unique structural feature of coronin 1 was explored to identify a simple lipo-peptide sequence (myr-WD), which effectively inhibits membrane fusion by modulating the interfacial order, water penetration, and surface potential. The mycobacterium inspired lipo-dipeptide was successfully tested to combat type 1 influenza virus (H1N1) and murine coronavirus infections as a potential broad-spectrum antiviral agent.

Enzymic synthesis, physicochemical, and cell activity of glucosyl ester derivatives based on N-fatty acyl amino acid

Series of glucosyl esters derivatives were synthesized by enzymatic acylation and some surface properties, and cell activity were calculated and tested. The antitumor activity in vitro against three cancer cells, human colon carcinoma (K562), human hepatoma (HepG2), and human breast adenocarcinoma (MCF-7) of compounds, were evaluated using MTT methods. The glucosyl esters could significantly displayed high anticancer activity. Thereinto, compounds 12 and 12′ showed higher inhibition effect to cancer cells than others. Several compounds were more active than control drug 5-FU. The structure–activity relationship analysis revealed that lipophilic properties might be essential parameter for their activity.