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Sodium lauroyl sarcosinate

Surfactant

Surfactant

Sodium lauroyl sarcosinate (INCI), also known as sarcosyl, is an anionic surfactant derived from sarcosine used as a foaming and cleansing agent in shampoo, shaving foam, toothpaste, and foam wash products.

This surfactant is amphiphilic due to the hydrophobic 12-carbon chain (lauroyl) and the hydrophilic carboxylate. Since the nitrogen atom is in an amide linkage, the nitrogen is not pH active and is neutrally charged in all aqueous solutions regardless of pH. The carboxylate has a pKa of about 3.6 and is therefore negatively charged in solutions of pH greater than about 5.5.

pH-sensitive vesicles can be prepared using this surfactant with another cationic or water-insoluble amphiphiles such as 1-decanol.

Addition of a mixture of equal parts of sodium lauroyl sarcosinate and the non-ionic surfactant sorbitan monolaurate (S20) to a buffered water:ethanol solution led to the formation of micelle-like aggregates, even though neither surfactant formed micelles when present alone. Such aggregates can help carry other small molecules, such as drugs, through the skin.

In culture

Sodium lauroyl sarcosinate was sold as a special ingredient called "Gardol" in Colgate "Dental Cream", as toothpaste was then called, during the 1950s through the mid-1960s in the US and the mid-1970s in France. Its current use as a preventive dentifrice is in Arm & Hammer Baking Soda Toothpaste, a Church & Dwight product, where it is used as a surfactant.

References

References

  1. Wallach, D.F.H. (1992). "Some properties of N-acyl sarcosinate lipid vesicles". J. Soc.Cosmetic Chemists.
  2. Akter, N. (2011). "Ternary phase behaviour and vesicle formation of a sodium N-lauroylsarcosinate hydrate/1-decanol/water system". Scientific Reports.
  3. Ambühl, M. (1993). "Configurational changes accompanying vesiculation of mixed single-chain amphiphiles". Langmuir.
  4. Ghosh, S. (2011). "Interaction of sodium N-lauroylsarcosinate with N-alkylpyridinium chloride surfactants: Spontaneous formation of pH-responsive, stable vesicles in aqueous mixtures". J. Colloid Interface Sci..
  5. Karande, P. (2007). "Synergistic effects of chemical enhancers on skin permeability: a case study of sodium lauroylsarcosinate and sorbitan monolaurate". Eur. J. Pharm. Sci..
  6. [http://www.interfaces.com/blog/2013/05/do-you-remember-gardol/ Do you remember Gardol? by Olga Werby, May 7, 2013]
  7. [https://www.amazon.com/Colgate-Toothpaste-Gardol-Original-Advertisement/dp/B004HJJXQC 1956 Colgate Toothpaste with Gardol Original Advertisement]
  8. [https://www.amazon.com/Colgate-Dental-Gardol-Antique-Advertisement/dp/B00I5ZBJP2 Colgate Dental Cream Gardol Father Kids On Sled 1959 Antique Advertisement]
  9. [https://books.google.com/books?id=pkwEAAAAMBAJ&dq=Colgate+gardol&pg=PA4 Colgate Dental Cream with Gardol advertisement in Life Magazine, May 29, 1963 page 4.]
  10. [https://news.google.com/newspapers?nid=1817&dat=19630320&id=F_scAAAAIBAJ&sjid=75oEAAAAIBAJ&pg=3967,2652115 "Clinical Test Confirms Colgate a Leader in Reducing New Cavities! Read what happened when Colgate with Gardol was clinically tested against the most widely accepted fluoride dentifrice." ''Ebony'', June 1963, Vol. 18, No. 8, Colgate with Gardol ad]
  11. [http://www.ina.fr/video/PUB3212612061/colgate-au-gardol-dentifrice-video.html Colgate Dental Cream with Gardol advertisement in a TV spot, November 17, 1975.]
  12. . ["C&D Corporate - Ingredient Disclosure"](https://churchdwight.com/ingredient-disclosure/dental-care/40002529-arm-hammer-toothpaste-dental-care.aspx). *Church & Dwight Co., Inc.*.
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cosmetics-chemicals household-chemicals organic-sodium-salts anionic-surfactants
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