Palmitoyl tetrapeptide-7

Palmitoyl tetrapeptide-7
Identifiers
	IUPAC name (2S)-2-[[(2S)-1-[(2S)-5-amino-2-[[2-(hexadecanoylamino)acetyl]amino]-5-oxopentanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoic acid;
CAS Number	221227-05-0;
PubChem CID	10078408;
DrugBank	DB14137;
ChemSpider	8253946;
UNII	Q41S464P1R;
CompTox Dashboard (EPA)	DTXSID10176644 ;
Chemical and physical data
Formula	C34H62N8O7
Molar mass	694.919 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES 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 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]

References

^ Chipens G (1988). "New biologically active fragments of immunoglobulins". Advanced Drug Delivery Reviews. 2 (2): 167–206. doi:10.1016/0169-409X(88)90032-4.
^ Schagen S (2017). "Topical Peptide Treatments with Effective Anti-Aging Results". Cosmetics. 4 (2): 16. doi:10.3390/cosmetics4020016.
^ Ferreira MS, Magalhães MC, Sousa-Lobo JM, Almeida IF (2020). "Trending Anti-Aging Peptides". Cosmetics. 7 (4): 91. doi:10.3390/cosmetics7040091.
^ Li F, Chen H, Chen D, Zhang B, Shi Q, He X, et al. (December 2023). "Clinical evidence of the efficacy and safety of a new multi-peptide anti-aging topical eye serum". Journal of Cosmetic Dermatology. 22 (12): 3340–3346. doi:10.1111/jocd.15849. PMID 37335808.
^ Mortazavi SM, Moghimi HR (April 2022). "Skin permeability, a dismissed necessity for anti-wrinkle peptide performance". International Journal of Cosmetic Science. 44 (2): 232–248. doi:10.1111/ics.12770. PMID 35302659.

[1] Chipens G (1988). "New biologically active fragments of immunoglobulins". Advanced Drug Delivery Reviews. 2 (2): 167–206. doi:10.1016/0169-409X(88)90032-4.

[2] Schagen S (2017). "Topical Peptide Treatments with Effective Anti-Aging Results". Cosmetics. 4 (2): 16. doi:10.3390/cosmetics4020016.

[3] Ferreira MS, Magalhães MC, Sousa-Lobo JM, Almeida IF (2020). "Trending Anti-Aging Peptides". Cosmetics. 7 (4): 91. doi:10.3390/cosmetics7040091.

[4] Li F, Chen H, Chen D, Zhang B, Shi Q, He X, et al. (December 2023). "Clinical evidence of the efficacy and safety of a new multi-peptide anti-aging topical eye serum". Journal of Cosmetic Dermatology. 22 (12): 3340–3346. doi:10.1111/jocd.15849. PMID 37335808.

[5] Mortazavi SM, Moghimi HR (April 2022). "Skin permeability, a dismissed necessity for anti-wrinkle peptide performance". International Journal of Cosmetic Science. 44 (2): 232–248. doi:10.1111/ics.12770. PMID 35302659.

[1]

[2]

[3]

[4]

[5]

See also

References