| Size | Price | Stock | Qty |
|---|---|---|---|
| 500mg |
|
||
| 1g |
|
||
| Other Sizes |
| Targets |
As a surfactant, N-Lauroylsarcosine does not have a specific biological target. It is an anionic surfactant that denatures proteins by disrupting hydrophobic interactions and unfolding protein structures. It can also act as a penetration enhancer by disrupting lipid barriers in the skin. Due to its microbicidal properties, it may target microbial cell membranes. Its amphiphilic structure allows it to interact with both hydrophobic and hydrophilic surfaces, making it useful in various biochemical and pharmaceutical applications.
|
|---|---|
| ln Vitro |
In vitro, N-Lauroylsarcosine is used as a protein denaturant and surfactant in various biochemical assays. It can solubilize membrane proteins and disrupt protein-protein interactions. It has microbicidal activity against various microorganisms. As a penetration enhancer, it increases skin permeability. It is also used in the preparation of samples for electrophoresis and chromatography. These in vitro activities make it valuable for biochemical research and pharmaceutical formulation studies.
|
| ln Vivo |
In vivo, N-Lauroylsarcosine has been studied for its potential as a topical anti-microbicide. It can act as a penetration enhancer for transdermal drug delivery when combined with ethanol. However, specific in vivo efficacy data are limited. The compound is primarily used as a research reagent and in formulation studies.
|
| Enzyme Assay |
In vitro assays for N-Lauroylsarcosine include protein denaturation studies, where the compound's ability to unfold proteins is assessed by spectroscopic methods. Microbicidal activity is evaluated by measuring inhibition of microbial growth in culture. Skin penetration enhancement is assessed using Franz diffusion cells with skin membranes. These assays characterize the compound's surfactant, antimicrobial, and penetration-enhancing properties.
|
| Cell Assay |
Cell-based assays for N-Lauroylsarcosine are limited due to its surfactant properties, which can be cytotoxic at high concentrations. It may be used in cell lysis buffers for protein extraction. Cytotoxicity assays (MTT, LDH release) are used to determine safe concentrations for cell-based applications. The compound's effects on cell membranes can be studied using fluorescent membrane probes.
|
| Animal Protocol |
In vivo animal experiments with N-Lauroylsarcosine are limited. It has been studied in the context of transdermal drug delivery, where it is applied topically to assess skin penetration enhancement. Microbicidal activity may be evaluated in animal models of infection. However, specific protocols are not extensively documented.
|
| ADME/Pharmacokinetics |
Metabolism / Metabolites
Acylsarcosine can be absorbed orally or through skin contact, while nitrosamines can enter the body through ingestion, inhalation, or skin contact. Once in the body, nitrosamines are metabolized by cytochrome P-450 enzymes, thus becoming carcinogens. Sarcosine, on the other hand, is metabolized to glycine by sarcosine dehydrogenase. (A2878, A2879, L1892) Pharmacokinetic properties of N-Lauroylsarcosine as a topical agent are limited. When applied topically, it may penetrate the stratum corneum and enhance drug penetration. The compound has molecular weight 271.40 and molecular formula C15H29NO3. Storage: refrigerated (0-10°C), under inert gas, protected from moisture. |
| Toxicity/Toxicokinetics |
Toxicity Summary
Acylsarcosines themselves are not toxic, but they are nitrosating agents. Nitrosating agents can decompose and/or react, leading to nitrosamine contamination. Nitrosamines, formed from secondary amines and amides in the presence of nitrite ions, are considered carcinogenic. The specific nitrosamine formed from acylsarcosine is N-nitrososarcosine. Once in the body, nitrosamines are activated by cytochrome P-450 enzymes. They are subsequently believed to exert their carcinogenic effects by forming adducts at the N and O atoms of DNA. (L1889, L1890, A2878, A2879, A2880, A2881) Safety and toxicology data for N-Lauroylsarcosine indicate that it is a surfactant with potential irritancy at high concentrations. It is considered safe for use in topical formulations at appropriate concentrations. The compound is for research use only and is not for human therapeutic use without appropriate formulation and regulatory approval. Standard laboratory safety precautions should be followed. |
| References | |
| Additional Infomation |
N-Lauroylsarcosine is an N-acyl amino acid. Lauroylsarcosine is a condensation product of a natural fatty acid and sarcosine, a natural amino acid found in muscles and other body tissues. Acylsarcosines are considered modified fatty acids, with their hydrocarbon chains separated at the α-position by an amide methyl group. They are used as surfactants/cleansers in hair conditioners and cosmetics, and can improve the wetting and penetration of topical medications. Acylsarcosines and their sodium salts are also used in the metal surface treatment and processing industry due to their crystal modification, rust prevention, and corrosion resistance properties. (L1892, A2881) See also: Sodium lauroylsarcosine (note moved to).
N-Lauroylsarcosine has CAS number 97-78-9, molecular formula C15H29NO3, and molecular weight 271.40. Synonyms: N-Dodecanoylsarcosine, Sarkosyl L, N-Lauroylsarcosinate. It is an anionic surfactant that denatures proteins and has microbicidal properties. It works as a penetration enhancer for transdermal drug delivery. Purity: ≥90%. Storage: refrigerated (0-10°C), under inert gas, protected from moisture. Not for human use; for research purposes only. |
| Molecular Formula |
C15H29NO3
|
|---|---|
| Molecular Weight |
271.3957
|
| Exact Mass |
271.215
|
| CAS # |
97-78-9
|
| Related CAS # |
68003-46-3 (ammonium salt)
|
| PubChem CID |
7348
|
| Appearance |
White to off-white solid powder
|
| Density |
0.986g/cm3
|
| Boiling Point |
413.2ºC at 760mmHg
|
| Melting Point |
45-49 °C
|
| LogP |
3.45
|
| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
3
|
| Rotatable Bond Count |
12
|
| Heavy Atom Count |
19
|
| Complexity |
254
|
| Defined Atom Stereocenter Count |
0
|
| InChi Key |
BACYUWVYYTXETD-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C15H29NO3/c1-3-4-5-6-7-8-9-10-11-12-14(17)16(2)13-15(18)19/h3-13H2,1-2H3,(H,18,19)
|
| Chemical Name |
2-[dodecanoyl(methyl)amino]acetic acid
|
| HS Tariff Code |
2934.99.9001
|
| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
DMSO : ~250 mg/mL (~921.15 mM)
H2O : < 0.1 mg/mL |
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (7.66 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (7.66 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (7.66 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.6846 mL | 18.4230 mL | 36.8460 mL | |
| 5 mM | 0.7369 mL | 3.6846 mL | 7.3692 mL | |
| 10 mM | 0.3685 mL | 1.8423 mL | 3.6846 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
