Palmitoyl pentapeptide-4

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Palmitoyl pentapeptide-4
Palmitoyl pentapeptide-4.svg
Identifiers
CAS number 214047-00-4 YesY[CASNo]
PubChem 9897237
ChemSpider 9403386 YesY
Properties
Molecular formula C39H75N7O10
Molar mass 802.05 g mol−1
Except where noted otherwise, 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[edit]

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 matricide.[citation needed] 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.[1] 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.[2][3][4][5]

History[edit]

Launched by Sederma in 2000, Matrixyl was the first member of the Matrixyl range. Then, in order to satisfy the increasing anti-ageing market, Sederma launched in 2003 Matrixyl 3000 based on two peptides: a palmitoyl tripeptide and a palmitoyl tetrapeptide and in 2012, a different palmitoyl tripeptide under the trade name Matrixyl synthe’6.

References[edit]

  1. ^ MAQUART FX. et al, 1999, Régulation de l’activité cellulaire par la matrice extracellulaire : le concept de Matrikines, Journal de la Société de Biologie, 193, (4), p 423.
  2. ^ Roanne R. Jones , Valeria Castelletto , Che J. Connon , and Ian W. Hamley, Mol. Pharmaceutics, 2013, 10 (3), pp 1063–1069)
  3. ^ Peschard O. and Lintner K., Biologically active peptides : from a laboratory bench curiosity to a functional skin care product, International Journal of Cosmetic Science, 22, 207-218 (2000)
  4. ^ Lintner K., Mondon P., Peschard O. and Mas-Chamberlin C., Cosmetic applications of a wound healing peptide, Journal of Cosmetic Science, 52 (1), 82-83 (2001)
  5. ^ Robinson LR, Fitzgerald NC, Doughty DG, Dawes NC, Berge CA, Bissett DL, Topical palmitoyl pentapeptide provides improvement in photoaged human facial skin, Int J Cosmet Sci. 2005 Jun;27(3):155-60