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
Canonical 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.
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.

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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Related Products

Online Inquiry
  • Verification code
USA
  • International:
  • US & Canada (Toll free):
  • Email:
  • Fax:
UK
  • Email:
Copyright © 2024 BOC Sciences. All rights reserved.
Inquiry Basket