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61739

Sigma-Aldrich

N-Lauroylsarcosine

purum p.a., ≥98.0% (GC)

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Synonym(s):
N-Dodecanoyl-N-methylglycine, Sarkosyl L
Linear Formula:
CH3(CH2)10CON(CH3)CH2COOH
CAS Number:
Molecular Weight:
271.40
Beilstein:
1792084
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

description

anionic

Quality Level

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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This Item
L50006174561743
N-Lauroylsarcosine purum p.a., ≥98.0% (GC)

Sigma-Aldrich

61739

N-Lauroylsarcosine

-
N-Lauroylsarcosine, neat ≥95%

Sigma-Aldrich

L5000

N-Lauroylsarcosine, neat

-
N-Lauroylsarcosine sodium salt BioUltra, for molecular biology, ≥99.0% (HPLC)

Sigma-Aldrich

61743

N-Lauroylsarcosine sodium salt

Premium Grade
grade

purum p.a.

grade

-

grade

-

grade

-

assay

≥98.0% (GC)

assay

≥95%

assay

≥97.0% (HPLC)

assay

≥99.0% (HPLC)

mol wt

271.40 g/mol

mol wt

average mol wt 600

mol wt

micellar avg mol wt 600

mol wt

micellar avg mol wt 600, average mol wt 600

technique(s)

protein quantification: suitable

technique(s)

-

technique(s)

protein expression: suitable, protein purification: suitable, protein quantification: suitable

technique(s)

-

impurities

≤0.2% water

impurities

-

impurities

≤7% water

impurities

DNases, none detected, RNases, none detected, insoluble matter, passes filter test, phosphatases, none detected, proteases, none detected

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

Signal Word

Danger

Hazard Statements

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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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
Yoshiaki Furukawa et al.
The Journal of biological chemistry, 285(29), 22221-22231 (2010-04-21)
More than 100 different mutations in Cu,Zn-superoxide dismutase (SOD1) are linked to a familial form of amyotrophic lateral sclerosis (fALS). Pathogenic mutations facilitate fibrillar aggregation of SOD1, upon which significant structural changes of SOD1 have been assumed; in general, however
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

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