Palmitoyl pentapeptide-4

Palmitoyl pentapeptide-4
Identifiers
CAS Number	214047-00-4 [CASNo];
ChemSpider	8072898 ;
ECHA InfoCard	100.126.177
PubChem CID	9897237;
UNII	KK181SM5JG ;
Properties
Chemical formula	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

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 French 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

"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.

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[1] "Matrixyl™ | Palmitoyl pentapeptide-4; former Palmitoyl pentapeptide-3 | Ingredient | INCI Guide". inci.guide. Retrieved 2023-07-03.

[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.