Palmitoyl tetrapeptide-7

Last updated
Palmitoyl tetrapeptide-7
Palmitoyl-tetrapeptide-7 structure.png
Identifiers
  • (2S)-2-[[(2S)-1-[(2S)-5-amino-2-[[2-(hexadecanoylamino)acetyl]amino]-5-oxopentanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoic acid
CAS Number
PubChem CID
Chemical and physical data
Formula C33H65N5O7S
Molar mass 675.97 g·mol−1
3D model (JSmol)
  • CCCCCCCCCCCCCCCC(=O)NCC(=O)N[C@@H](CCC(=O)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCN=C(N)N)C(=O)O
  • InChI=1S/C34H62N8O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-19-29(44)39-24-30(45)40-25(20-21-28(35)43)32(47)42-23-16-18-27(42)31(46)41-26(33(48)49)17-15-22-38-34(36)37/h25-27H,2-24H2,1H3,(H2,35,43)(H,39,44)(H,40,45)(H,41,46)(H,48,49)(H4,36,37,38)/t25-,26-,27-/m0/s1
  • Key:IHRKJQSLKLYWBQ-QKDODKLFSA-N

Palmitoyl tetrapeptide-7 (Pal-GQPR) is a tetrapeptide that is derived from an amino acid sequence Gly-Gln-Pro-Arg found in the immune system modulator immunoglobulin G, conjugated with a lipophilic palmitoyl chain to enhance skin absorption. Even though it is not derived from connective tissue proteins, it is commonly grouped with the matrikine peptides as it has similar effects in the body in promoting synthesis of collagen, and is claimed to produce anti-aging and anti-wrinkle effects. It also has an additional antiinflammatory action due to inhibition of interleukin 6 production and is used in skin creams. [1] [2] [3] [4] [5]

See also

References

  1. ↑ Chipens G. New biologically active fragments of immunoglobulins. Advanced Drug Delivery Reviews 1988; 2(2): 167-206. doi : 10.1016/0169-409X(88)90032-4
  2. ↑ Schagen SK. Topical Peptide Treatments with Effective Anti-Aging Results. Cosmetics. 2017; 4(2):16. doi : 10.3390/cosmetics4020016 {{doi}}: unflagged free DOI (link)
  3. ↑ Ferreira MS, Magalhães MC, Sousa-Lobo JM, Almeida IF. Trending Anti-Aging Peptides. Cosmetics. 2020; 7(4):91. doi : 10.3390/cosmetics7040091 {{doi}}: unflagged free DOI (link)
  4. ↑ Li F, Chen H, Chen D, Zhang B, Shi Q, He X, Zhao H, Wang F. Clinical evidence of the efficacy and safety of a new multi-peptide anti-aging topical eye serum. J Cosmet Dermatol. 2023 Dec;22(12):3340-3346. doi : 10.1111/jocd.15849 PMID   37335808
  5. ↑ Mortazavi SM, Moghimi HR. Skin permeability, a dismissed necessity for anti-wrinkle peptide performance. Int J Cosmet Sci. 2022 Apr;44(2):232-248. doi : 10.1111/ics.12770 PMID   35302659
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