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N-Lauroylsarcosine

Cat No.:V43912 Purity: ≥98%
N-lauroylsarcosine is an anionic surfactant that works as a penetration enhancer.
N-Lauroylsarcosine
N-Lauroylsarcosine Chemical Structure CAS No.: 97-78-9
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1g
Other Sizes
Official Supplier of:
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Product Description
N-lauroylsarcosine is an anionic surfactant that works as a penetration enhancer. N-lauroylsarcosine and 25-50% ethanol can synergistically increase skin permeability and may be utilized in transdermal drug delivery studies.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Metabolism / Metabolites
Acylsarcosine can be absorbed orally or through skin contact, while nitrosamines can enter the body through ingestion, inhalation, or skin contact. Once in the body, nitrosamines are metabolized by cytochrome P-450 enzymes, thus becoming carcinogens. Sarcosine, on the other hand, is metabolized to glycine by sarcosine dehydrogenase. (A2878, A2879, L1892)
Toxicity/Toxicokinetics
Toxicity Summary
Acylsarcosines themselves are not toxic, but they are nitrosating agents. Nitrosating agents can decompose and/or react, leading to nitrosamine contamination. Nitrosamines, formed from secondary amines and amides in the presence of nitrite ions, are considered carcinogenic. The specific nitrosamine formed from acylsarcosine is N-nitrososarcosine. Once in the body, nitrosamines are activated by cytochrome P-450 enzymes. They are subsequently believed to exert their carcinogenic effects by forming adducts at the N and O atoms of DNA. (L1889, L1890, A2878, A2879, A2880, A2881)
References

[1]. Synergistic enhancement of skin permeability by N-lauroylsarcosine and ethanol. Int J Pharm. 2008 Mar 20;352(1-2):129-38.

Additional Infomation
N-Lauroylsarcosine is an N-acyl amino acid. Lauroylsarcosine is a condensation product of a natural fatty acid and sarcosine, a natural amino acid found in muscles and other body tissues. Acylsarcosines are considered modified fatty acids, with their hydrocarbon chains separated at the α-position by an amide methyl group. They are used as surfactants/cleansers in hair conditioners and cosmetics, and can improve the wetting and penetration of topical medications. Acylsarcosines and their sodium salts are also used in the metal surface treatment and processing industry due to their crystal modification, rust prevention, and corrosion resistance properties. (L1892, A2881) See also: Sodium lauroylsarcosine (note moved to).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H29NO3
Molecular Weight
271.3957
Exact Mass
271.215
CAS #
97-78-9
Related CAS #
68003-46-3 (ammonium salt)
PubChem CID
7348
Appearance
White to off-white solid powder
Density
0.986g/cm3
Boiling Point
413.2ºC at 760mmHg
Melting Point
45-49 °C
LogP
3.45
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
12
Heavy Atom Count
19
Complexity
254
Defined Atom Stereocenter Count
0
InChi Key
BACYUWVYYTXETD-UHFFFAOYSA-N
InChi Code
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)
Chemical Name
2-[dodecanoyl(methyl)amino]acetic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~250 mg/mL (~921.15 mM)
H2O : < 0.1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (7.66 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (7.66 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (7.66 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6846 mL 18.4230 mL 36.8460 mL
5 mM 0.7369 mL 3.6846 mL 7.3692 mL
10 mM 0.3685 mL 1.8423 mL 3.6846 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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