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.
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| Identifiers | |
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| ChemSpider | |
| ECHA InfoCard | 100.126.177 |
PubChem CID
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| 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).
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Chemistry
editPalmitoyl 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.[medical citation needed] 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
edit- ^ "Matrixyl™ | Palmitoyl pentapeptide-4; former Palmitoyl pentapeptide-3 | Ingredient | INCI Guide". inci.guide. Retrieved 2023-07-03.
- ^ 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.
- ^ 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.
- ^ 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.
- ^ 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.