Myristoyl Hexapeptide-16
[CAS# 959610-54-9]

Identification

• Classification: Biochemical >> Peptide
• Name: Myristoyl Hexapeptide-16
• Synonyms: (2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-4-methyl-2-(tetradecanoylamino)pentanoyl]amino]hexanoyl]amino]hexanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]hexanoic acid
• Protein Sequence: LKKALK
• Molecular Formula: C₄₇H₉₁N₉O₈
• Molecular Weight: 910.28
• CAS Registry Number: 959610-54-9
• SMILES: CCCCCCCCCCCCCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)O

Properties

• Density: 1.1±0.1 g/cm³ Calc.^*
• Boiling point: 1142.6±65.0 ºC 760 mmHg (Calc.)^*
• Flash point: 644.8±34.3 ºC (Calc.)^*
• Index of refraction: 1.509 (Calc.)^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Discovory and Applicatios

Myristoyl Hexapeptide-16 is a synthetic peptide-based compound widely used in cosmetic and dermatological formulations for its anti-aging and skin-conditioning properties. Chemically, it consists of a hexapeptide sequence that has been modified with a myristoyl (C14 fatty acid) group at the N-terminus. This lipid modification increases the peptide’s lipophilicity, enhancing its ability to penetrate the stratum corneum and reach deeper layers of the epidermis, where it can exert biological effects.

The development of myristoyl-modified peptides such as Myristoyl Hexapeptide-16 emerged from research into bioactive peptides capable of influencing cellular signaling in skin. Small synthetic peptides can mimic sequences of endogenous proteins involved in extracellular matrix regulation, collagen synthesis, and cellular communication. By attaching a myristoyl group, researchers improved the stability, membrane affinity, and skin permeability of these peptides, making them effective in topical applications. The hexapeptide sequence in Myristoyl Hexapeptide-16 is specifically designed to interact with skin cells, modulating biochemical pathways associated with aging and environmental stress.

Structurally, the peptide contains six amino acids with side chains that can participate in hydrogen bonding, electrostatic interactions, and hydrophobic interactions. The N-terminal myristoyl group provides a hydrophobic tail that facilitates integration into lipid-rich regions of the skin, such as the epidermal membrane and intercellular lipid matrix. This combination of polar peptide residues and a lipophilic fatty acid enhances both bioavailability and biological activity. The hexapeptide itself may influence signaling pathways that regulate fibroblast function, extracellular matrix production, or keratinocyte proliferation.

Applications of Myristoyl Hexapeptide-16 are primarily in cosmetic and anti-aging products. Its activity is associated with the stimulation of collagen production, improvement of skin elasticity, and reduction of visible signs of aging such as wrinkles and fine lines. By promoting extracellular matrix maintenance and supporting cellular signaling, it helps improve overall skin texture and resilience. The compound is incorporated into serums, creams, and emulsions, often in combination with other active ingredients such as antioxidants, hyaluronic acid, or vitamin derivatives to enhance overall efficacy.

Beyond cosmetic applications, Myristoyl Hexapeptide-16 serves as a model for studying peptide–cell interactions and skin permeability. Its design illustrates the value of lipid modification in improving the delivery and function of bioactive peptides. In vitro studies using cultured skin cells have been used to evaluate its ability to modulate gene expression related to extracellular matrix components and to investigate its mechanism of action at the cellular level.

Safety studies indicate that Myristoyl Hexapeptide-16 is well tolerated in topical formulations, with a low potential for irritation or sensitization. The lipid modification helps ensure gradual penetration and sustained activity, reducing the risk of adverse effects. Its chemical stability allows it to be formulated in a wide range of product types without significant degradation.

Overall, Myristoyl Hexapeptide-16 exemplifies the combination of peptide chemistry and lipid modification to create a functional cosmetic ingredient. Its design enhances stability, skin penetration, and biological activity, making it an effective tool for promoting skin health, reducing visible signs of aging, and supporting research into peptide-mediated skin modulation.