Palmitoyl Tetrapeptide 7
[CAS# 221227-05-0]

Identification

• Classification: API >> Antibiotics >> Peptide drug
• Name: Palmitoyl Tetrapeptide 7
• Synonyms: N-(1-Oxohexadecyl)glycyl-L-glutaminyl-L-prolyl-L-arginine; N-Palmitoylrigin
• Molecular Formula: C₃₄H₆₂N₈O₇
• Molecular Weight: 694.91
• Protein Sequence: GQPR
• CAS Registry Number: 221227-05-0
• 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

Properties

• Solubility: Practically insoluble (0.083 g/L) (25 °C), Calc.^*
• Density: 1.26±0.1 g/cm³ (20 °C 760 Torr), Calc.^*
• Index of refraction: 1.585 (Calc.)^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2015 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P305+P351+P338

Discovery and Applications

Palmitoyl tetrapeptide-7 is a synthetic peptide derivative that has gained recognition primarily through its use in cosmetic and dermatological formulations. Its discovery is linked to the broader field of bioactive peptides, which began to develop rapidly in the latter half of the twentieth century following the introduction of solid-phase peptide synthesis in the 1960s. This method made it possible to design peptides with specific sequences and to tailor their properties through chemical modifications. Palmitoyl tetrapeptide-7 represents a combination of a short peptide chain and a lipophilic fatty acid moiety, designed to improve stability, solubility, and penetration through the lipid-rich barrier of the skin.

The peptide backbone of palmitoyl tetrapeptide-7 consists of four amino acids, forming a short sequence that can mimic natural signaling peptides found in the skin. The conjugation of palmitic acid, a 16-carbon saturated fatty acid, to the N-terminal end of the peptide improves its amphiphilic character. This structural modification allows the molecule to anchor more effectively into lipid bilayers and enhances its ability to cross the stratum corneum. Such lipid conjugation strategies were systematically studied beginning in the late twentieth century as a means to enhance the delivery and bioavailability of therapeutic and cosmetic peptides.

In terms of discovery, palmitoyl tetrapeptide-7 emerged from research into matrikines, which are peptides derived from extracellular matrix components that act as signaling molecules. These signaling peptides play roles in tissue repair and cell communication. By synthesizing analogs of such naturally occurring fragments, researchers were able to produce molecules with desirable properties, including resistance to enzymatic degradation and increased potency. Palmitoyl tetrapeptide-7 was developed within this context, representing a rationally designed bioactive compound intended for topical application.

The primary applications of palmitoyl tetrapeptide-7 have been in cosmetic science, where it is incorporated into formulations targeting skin aging. It has been studied for its ability to influence the synthesis of extracellular matrix components and to modulate skin appearance when applied topically. This activity is associated with its classification as a matrikine-like peptide. Palmitoyl tetrapeptide-7 has become a common ingredient in anti-aging creams, serums, and other skincare products, often combined with other peptides, antioxidants, and moisturizing agents to achieve synergistic effects.

Beyond cosmetics, peptides of this class are of broader interest in biomedical research. The concept of modifying short peptide sequences with fatty acid chains has been extended to other therapeutic contexts, including drug delivery systems and peptide-based medicines. In such applications, the lipophilic tail improves pharmacokinetic properties by increasing membrane affinity, prolonging circulation times, or enhancing tissue penetration.

The development of palmitoyl tetrapeptide-7 is an example of how advances in peptide chemistry and medicinal chemistry can be translated into practical applications outside traditional pharmaceuticals. It illustrates how the understanding of natural biological processes, such as extracellular matrix turnover, can inspire the design of synthetic analogs for applied use. Today, palmitoyl tetrapeptide-7 continues to be widely used in cosmetic formulations globally, demonstrating the intersection of peptide science, chemical modification strategies, and commercial skincare technologies.

References

2018. The Chemical and Products Database, a resource for exposure-relevant data on chemicals in consumer products. Scientific Data, 5.