Chemistry:Palmitoyl pentapeptide-4

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Palmitoyl pentapeptide-4
Palmitoyl pentapeptide-4.svg
Identifiers
ChemSpider
UNII
Properties
C39H75N7O10
Molar mass 802.068 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
Tracking categories (test):

Palmitoyl pentapeptide-4 (palmitoyl pentapeptide-3 before 2006) is a matrikine used in anti-wrinkle cosmetics. It was launched in 2000 as an active ingredient for the personal care industry under the trade name Matrixyl by the Spanish cosmetic active ingredient manufacturer Sederma SAS.

Chemistry

Palmitoyl pentapeptide-4 (Pal-Lys-Thr-Thr-Lys-Ser = Pal-KTTKS) contains 5 amino acids linked to a 16-carbon aliphatic chain for improving the penetration of the molecule through the lipid structures of the skin. It is a matrikine.[1]

Matrikines are messenger peptides capable of regulating cell activities by interacting with their specific receptors. They activate certain genes involved in the process of extracellular matrix renewal and cell proliferation.[2] By activating the neosynthesis of extracellular matrix macromolecules, palmitoyl pentapeptide-4 provides an anti-wrinkle effect. Studies (in vitro and in vivo) demonstrating the anti-wrinkle efficacy of this peptide have been conducted and published by Sederma and by independent organisations.[3][4][5]

References

  1. "Matrixyl™ | Palmitoyl pentapeptide-4; former Palmitoyl pentapeptide-3 | Ingredient | INCI Guide". https://inci.guide/peptides/matrixyltm. 
  2. Maquart, François-Xavier; Siméon, Alain; Pasco, Sylvie; Monboisse, Jean-Claude (1999). "Régulation de l'activité cellulaire par la matrice extracelulaire : Le concept de matrikines". Journal de la Société de Biologie 193 (4–5): 423–428. doi:10.1051/jbio/1999193040423. 
  3. Jones, Roanne R.; Castelletto, Valeria; Connon, Che J.; Hamley, Ian W. (2013). "Collagen Stimulating Effect of Peptide Amphiphile C16–KTTKS on Human Fibroblasts". Molecular Pharmaceutics 10 (3): 1063–1069. doi:10.1021/mp300549d. PMID 23320752. 
  4. Lintner; Peschard (2000). "Biologically active peptides: From a laboratory bench curiosity to a functional skin care product". International Journal of Cosmetic Science 22 (3): 207–218. doi:10.1046/j.1467-2494.2000.00010.x. PMID 18503476. 
  5. Robinson, L. R.; Fitzgerald, N. C.; Doughty, D. G.; Dawes, N. C.; Berge, C. A.; Bissett, D. L. (2005). "Topical palmitoyl pentapeptide provides improvement in photoaged human facial skin1". International Journal of Cosmetic Science 27 (3): 155–160. doi:10.1111/j.1467-2494.2005.00261.x. PMID 18492182.