Ethyl lauroyl arginate

Ethyl lauroyl arginate (LAE) is a food preservative more commonly known as E243.[1][2]

Ethyl lauroyl arginate
Names
IUPAC name
Ethyl (2S)-5-(diaminomethylideneamino)-2-(dodecanoylamino)pentanoate
Other names
Ethyl N(alpha)-lauroyl-L-arginate
Lauric arginate ethyl ester
Identifiers
3D model (JSmol)
ChemSpider
E number E243 (preservatives)
UNII
  • InChI=1S/C20H40N4O3/c1-3-5-6-7-8-9-10-11-12-15-18(25)24-17(19(26)27-4-2)14-13-16-23-20(21)22/h17H,3-16H2,1-2H3,(H,24,25)(H4,21,22,23)/t17-/m0/s1
    Key: XJTMYVOVQZMMKX-KRWDZBQOSA-N
  • CCCCCCCCCCCC(=O)NC(CCCN=C(N)N)C(=O)OCC
Properties
C20H40N4O3
Molar mass 384.565 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references


It has chemical formula C20H40N4O3 and is a drug for dermatological disorders.[2]

Periodontal diseases

LAE has potential in treating gingivitis, and the more advanced periodontitis. In a study comparing ethyl lauroyl arginate in 0.147% mouthwash to chlorhexidine (CHX) 0.12% as an adjunctive therapy in the non-surgical treatment of periodontitis, the results showed there were no treatment-related adverse events. Total bacterial count and the specific pathogens were reduced at 4 weeks and 3 months by both mouthwashes with no statistical differences between them at neither periods of time. It was concluded that 0.147% LAE-containing mouthwash could be an alternative to the use of 0.12% CHX in the non-surgical therapy of periodontitis considering the similar clinical effects, more stable microbiological improvement and absence of adverse effects.[3]

It is sold as the main active ingredient in Listerine Advanced Defence Gum Treatment[4] and as one of the active ingredients in GUM Activital Mouthwash.[5]

References
  1. "EU Approved additives and E Numbers". Food Standards Agency. Retrieved 3 December 2018.
  2. "Compound Summary for CID 188214 - Ethyl Lauroyl Arginate". PubChem. NIH.
  3. Pilloni, Andrea; Orrù, Germano; Carere, Mauro; Scano, Alessandra (October 2017). "Adjunctive use of an Ethyl Lauroyl Arginate (LAE)-containing mouthwash in the nonsurgical therapy of periodontitis: a randomized clinical trial". Minerva Stomatologica. 67 (1): 1–11. PMID 29087093.
  4. "Product profile". Listerine Advanced Defence Gum Treatment.
  5. "Product profile". Sunstar GUM.
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