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61739

Sigma-Aldrich

N-Lauroylsarcosine

purum p.a., ≥98.0% (GC)

Synonym(s):

N-Dodecanoyl-N-methylglycine, Sarkosyl L

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About This Item

Linear Formula:
CH3(CH2)10CON(CH3)CH2COOH
CAS Number:
97-78-9
Molecular Weight:
271.40
Beilstein:
1792084
EC Number:
202-608-3
MDL number:
MFCD00021749
UNSPSC Code:
12352100
PubChem Substance ID:
57651861
NACRES:
NA.21

description

anionic

Quality Level

200

grade

purum p.a.

Assay

≥98.0% (GC)

mol wt

271.40 g/mol

technique(s)

protein quantification: suitable

impurities

≤0.2% water

ign. residue

≤0.1%

mp

45-50 °C

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤100 mg/kg

cation traces

Ca: ≤20 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤10 mg/kg
K: ≤70 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤200 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤20 mg/kg

functional group

amide
carboxylic acid

SMILES string

CCCCCCCCCCCC(=O)N(C)CC(O)=O

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)

InChI key

BACYUWVYYTXETD-UHFFFAOYSA-N

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General description

N-Lauroylsarcosine (N-Dodecanoyl-N-methylglycine, Sarkosyl L, LS) is an anionic surfactant. Its microbicidal action against herpes simplex type 2 (HSV-2) intravaginal infection in a murine model has been investigated.

Application

N-Lauroylsarcosine may be used as a permeation enhancer in the transdermal drug delivery formulations since it increases the fluidity of stratum corneum lipid structure of the skin†

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H315,H318,H330

Hazard Classifications

Acute Tox. 2 Inhalation - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG8849
BCCG5961
BCCG6616
BCCG6241
BCCG0145

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Yeu-Chun Kim et al.
International journal of pharmaceutics, 352(1-2), 129-138 (2007-12-15)
To develop formulations for transdermal drug delivery, this study tested the hypothesis that the anionic surfactant, N-lauroylsarcosine (NLS), and ethanol synergistically increase skin permeability by increasing the fluidity of stratum corneum lipid structure. Skin permeability experiments showed that transdermal delivery
Kunie Ando et al.
The American journal of pathology, 178(2), 803-816 (2011-02-02)
Many models of human tauopathies have been generated in mice by expression of a human mutant tau with maintained expression of mouse endogenous tau. Because murine tau might interfere with the toxic effects of human mutant tau, we generated a
Yoshiaki Furukawa et al.
The Journal of biological chemistry, 286(21), 18664-18672 (2011-04-02)
The transactivation response element (TAR) DNA-binding protein-43 (TDP-43) is a nuclear protein that normally regulates transcription and splicing. Abnormal accumulation of insoluble inclusions containing TDP-43 has been recently reported in the affected tissues of amyotrophic lateral sclerosis (ALS) patients. Here
S Roy et al.
Antimicrobial agents and chemotherapy, 45(6), 1671-1681 (2001-05-17)
The microbicidal efficacies of two anionic surfactants, sodium lauryl sulfate (SLS) and n-lauroylsarcosine (LS), were evaluated in cultured cells and in a murine model of herpes simplex type 2 (HSV-2) intravaginal infection. In vitro studies showed that SLS and LS
Jian Sun et al.
Nucleic acids research, 43(14), 6827-6846 (2015-07-04)
The transcription factor Pax6 is comprised of the paired domain (PD) and homeodomain (HD). In the developing forebrain, Pax6 is expressed in ventricular zone precursor cells and in specific subpopulations of neurons; absence of Pax6 results in disrupted cell proliferation
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