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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/REAXYS Number:
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

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

CorrosionSkull and crossbones
GHS05,GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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
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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
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