N-Lauroylsarcosine sodium salt
Product Information
Molecular Formula
C15H28NNaO3
Molecular Weight
293.38
Description
Sodium lauroyl sarcosinate (INCI), also known as sarkosyl, is an ionic surfactant derived from sarcosine used as a foaming and cleansing agent in shampoo, shaving foam, toothpaste, and foam wash products. In molecular biology experiments, sarkosyl is used to inhibit the initiation of DNA transcription.This surfactant is amphiphilic due to the hydrophobic 12-carbon chain (lauroyl) and the hydrophilic carboxylate. Since the nitrogen atom is in an amide linkage, the nitrogen is not pH active and is neutrally charged in all aqueous solutions regardless of pH. The carboxylate has a pKa of about 3.6 and is therefore negatively charged in solutions of pH greater than about 5.5.pH-sensitive vesicles can be prepared using this surfactant with another cationic or water-insoluble amphiphiles such as 1-decanol.Addition of an mixture of equal parts of sodium lauroyl sarcosinate and the non-ionic surfactant sorbitan monolaurate (S20) to water led to the formation of micelle-like aggregates, even though neither surfactant formed micelles when present alone. Such aggregates can help carry other small molecules, such as drugs, through the skin.
Synonyms
N-Dodecanoyl-N-methylglycine sodium salt, Sarkosyl NL
IUPAC Name
sodium2-[dodecanoyl(methyl)amino]acetate
SMILES
CCCCCCCCCCCC(=O)N(C)CC(=O)[O-].[Na+]
InChI
InChI=1S/C15H29NO3.Na/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)/q+1/p-1
InChI Key
KSAVQLQVUXSOCR-UHFFFAOYSA-M
Boiling Point
100°C
Melting Point
140°C
Flash Point
94°C (30%)
Purity
95%
Density
1.033 g/mL at 20 °C
Solubility
water, 6490 mg/L @ 25 °C (est)
Appearance
Clear liquid
Application
Used as a detergent, foaming agent, and antienzyme for dentifrices; Permitted for use as an inert ingredient in non-food pesticide products; Sodium lauroyl sarcosinate (INCI), also known as sarkosyl, is an ionic surfactant derived from sarcosine, used as a foaming and cleansing agent in shampoo, shaving foam and foam wash products. In molecular biology experiments, sarkosyl is used to inhibit the initiation of DNA transcription.
Storage
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Stability
Stable. Incompatible with strong oxidizing agents.
LogP
2.11560
Vapor Pressure
0.02 [mmHg]
Safety Information
Hazards
H315:
Causes skin irritation.
H318:
Causes serious eye damage.
H330:
Fatal if inhaled.
Causes skin irritation.
H318:
Causes serious eye damage.
H330:
Fatal if inhaled.
Precautionary Statement
P260:
Do not breathe dust, fumes, gas, mist, vapours, spray.
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340+P310:
IF INHALED:
Remove person to fresh air and keep comfortable for breathing.
Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338+P310:
IF IN EYES:
Rinse cautiously with water for several minutes.
Remove contact lenses if present and easy to do. Continue rinsing.
Immediately call a POISON CENTER or doctor/physician.
P403+P233:
Store in a well ventilated place.
Keep container tightly closed.
Do not breathe dust, fumes, gas, mist, vapours, spray.
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340+P310:
IF INHALED:
Remove person to fresh air and keep comfortable for breathing.
Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338+P310:
IF IN EYES:
Rinse cautiously with water for several minutes.
Remove contact lenses if present and easy to do. Continue rinsing.
Immediately call a POISON CENTER or doctor/physician.
P403+P233:
Store in a well ventilated place.
Keep container tightly closed.
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
12
Exact Mass
293.19668804 g/mol
Monoisotopic Mass
293.19668804 g/mol
Topological Polar Surface Area
60.4Ų
Heavy Atom Count
20
Formal Charge
0
Complexity
260
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
2
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114149988-A | Carbapenemase conserved antigen, antibody and application thereof | 2022-02-10 |
| CN-114177123-A | Aromatic Chinese herbal medicine toothpaste and preparation method thereof | 2022-01-06 |
| CN-114159365-A | Antibacterial toothpaste | 2021-12-24 |
| CN-114159352-A | Bacteriostatic and itching-relieving foam shampoo | 2021-12-16 |
| CN-114028273-A | Tooth cleaning composition | 2021-12-03 |
| CN-113975207-A | Antibacterial and antioxidant shampoo based on white tea extract and preparation method thereof | 2021-12-02 |
| CN-114028309-A | Shampoo and preparation method thereof | 2021-12-02 |
| CN-114134200-A | Method for detecting lysozyme in oral care product | 2021-11-30 |
| CN-113940907-A | Anti-dandruff composition containing synergistic antibacterial ingredients and application thereof | 2021-11-29 |
| CN-113952260-A | Mud film and preparation method thereof | 2021-11-29 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22389205 | 2012-07-01 | Recovery of functionally active recombinant human phospholipid scramblase 1 from inclusion bodies using N-lauroyl sarcosine | Journal of industrial microbiology & biotechnology |
| 21964437 | 2012-01-01 | Optimisation of expression and purification of the feline and primate foamy virus transmembrane envelope proteins using a 96 deep well screen | Protein expression and purification |
| 22106052 | 2012-01-01 | Improved enrichment and proteomic identification of outer membrane proteins from a Gram-negative bacterium: focus on Caulobacter crescentus | Proteomics |
| 22426713 | 2012-01-01 | High-throughput screening method for lipases/esterases | Methods in molecular biology (Clifton, N.J.) |
| 22585478 | 2012-01-01 | SARCOSYL-PAGE: a new electrophoretic method for the separation and immunological detection of PEGylated proteins | Methods in molecular biology (Clifton, N.J.) |
| 21924387 | 2011-12-15 | A simple method for extracting DNA from Cryptosporidium oocysts using the anionic surfactant LSS | New biotechnology |
| 21806959 | 2011-11-15 | Sarkosyl is a good regeneration reagent for studies on vacuolar-type ATPase subunit interactions in Biacore experiments | Analytical biochemistry |
| 21640828 | 2011-09-01 | Expression and purification of 15N- and 13C-isotope labeled 40-residue human Alzheimer's β-amyloid peptide for NMR-based structural analysis | Protein expression and purification |
| 21660319 | 2011-07-21 | Facile fabrication of noble metal nanoparticles encapsulated in hollow silica with radially oriented mesopores: multiple roles of the N-lauroylsarcosine sodium surfactant | Chemical communications (Cambridge, England) |
| 21420688 | 2011-06-01 | Interaction of sodium N-lauroylsarcosinate with N-alkylpyridinium chloride surfactants: spontaneous formation of pH-responsive, stable vesicles in aqueous mixtures | Journal of colloid and interface science |