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61745

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:
5322974
EC Number:
205-281-5
MDL number:
MFCD00042728
UNSPSC Code:
12161902
PubChem Substance ID:
57651863
NACRES:
NA.22
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description

anionic

Quality Level

200

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).[1][2]

Application

N-Lauroylsarcosine sodium salt has been used to study the complexing ability of a novel amphiphilic γ-cyclodextrin with anionic surfactants.[3]

Other Notes

Anionic surfactant.

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)

512.6 °F - closed cup

Flash Point(C)

267 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG4113
BCCH8161
BCCH8160
BCCH8163
BCCH8162

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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)
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
Alexandra Steffens et al.
PLoS biology, 13(7), e1002188-e1002188 (2015-07-03)
Members of the highly conserved class of BEACH domain containing proteins (BDCPs) have been established as broad facilitators of protein-protein interactions and membrane dynamics in the context of human diseases like albinism, bleeding diathesis, impaired cellular immunity, cancer predisposition, and
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.
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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