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Sigma-Aldrich

N-Lauroylsarcosine sodium salt

≥97.0% (HPLC)

Synonym(s):

N-Dodecanoyl-N-methylglycine sodium salt, Sarkosyl NL

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About This Item

Linear Formula:
CH3(CH2)10CON(CH3)CH2COONa
CAS Number:
137-16-6
Molecular Weight:
293.38
Beilstein/REAXYS Number:
5322974
EC Number:
205-281-5
MDL number:
MFCD00042728
UNSPSC Code:
12161902
PubChem Substance ID:
57651863
NACRES:
NA.22

description

anionic

assay

≥97.0% (HPLC)

form

powder

mol wt

micellar avg mol wt 600

aggregation number

2

technique(s)

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

impurities

≤7% water

CMC

14.6 mM (20-25°C)

solubility

H2O: very soluble 293 g/L at 20 °C

SMILES string

[Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O

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

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General description

N-Lauroylsarcosine is an anionic surfactant with an ability to denature proteins. Due to its microbicidal property, N-lauroylsarcosine is being considered as a potent anti-microbicide in topical formulations, especially against sexually transmitted diseases (STDs).

Application

N-Lauroylsarcosine sodium salt has been used to study the complexing ability of a novel amphiphilic γ-cyclodextrin with anionic surfactants.

Other Notes

Anionic surfactant.

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

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

512.6 °F - closed cup

flash_point_c

267 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A facile one-pot synthesis of novel amphiphilic perfluoroalkyl ester functionalized ?-cyclodextrin and complex formation with anionic surfactants.
Lim KT
Journal of Fluorine Chemistry, 127(6), 730-735 (2006)
Gültekin Tamgüney et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(35), 15002-15006 (2009-08-27)
Prions are infectious proteins that cause fatal neurodegenerative diseases. Because astrocytic gliosis marked by the deposition of fibrils composed of GFAP is a prominent feature of prion disease, we asked whether GFAP might be used as a surrogate marker for
Linda A Terry et al.
Veterinary research, 42, 65-65 (2011-05-20)
Classical scrapie is a naturally transmitted prion disease of sheep and goats. Contaminated environments may contribute to the spread of disease and evidence from animal models has implicated urine, blood, saliva, placenta and faeces as possible sources of the infection.
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
Jocelyne Piret et al.
Antimicrobial agents and chemotherapy, 46(9), 2933-2942 (2002-08-17)
The mechanisms of herpes simplex virus (HSV) inactivation by sodium lauryl sulfate (SLS) and n-lauroylsarcosine (LS), two anionic surfactants with protein denaturant potency, have been evaluated in cultured cells. Results showed that pretreatment of HSV type 1 (HSV-1) strain F
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