Argireline (Acetyl Hexapeptide-3)

Cosmetic
Chemical Profile
Molecular Formula
C34H60N14O12S
Molar Mass
888.98 g/mol
CAS Number
616204-22-9
Purity Standard
99%+ (HPLC Verified)
Amino Acid Sequence
Ac-Glu-Glu-Met-Gln-Arg-Arg-NH2 (mimics N-terminus of SNAP-25)

Overview

Argireline (Acetyl Hexapeptide-3) is a synthetic peptide designed to mimic the N-terminal sequence of SNAP-25, a protein component of the SNARE complex essential for neurotransmitter release at the neuromuscular junction. By interfering with SNARE complex assembly, Argireline reduces the intensity of facial muscle contractions that cause expression wrinkles.

The mechanism parallels that of botulinum toxin, which also targets SNARE proteins but through enzymatic cleavage rather than competitive binding. This has led to Argireline being marketed as a topical alternative to injectable neurotoxins, though its effects are considerably milder due to limited skin penetration.

Research has demonstrated Argireline can reduce the depth of wrinkles around the eyes (crow's feet) and forehead when applied topically at concentrations of 5-10%. The effect requires consistent application over several weeks and reverses upon discontinuation, reflecting the competitive rather than destructive mechanism.

As a cosmetic peptide, Argireline represents the class of signal-modulating peptides that influence cellular communication rather than directly stimulating matrix synthesis. Its safety profile and non-invasive delivery have made it one of the most commercially successful cosmetic peptides.

Synthesis Overview

Argireline is synthesized via Fmoc solid-phase peptide synthesis as an N-acetylated, C-terminal amidated hexapeptide. The methionine residue requires protection from oxidation throughout synthesis and purification. N-terminal acetylation is performed on-resin before final cleavage. Purification via preparative HPLC yields high-purity product confirmed by mass spectrometry and amino acid analysis. The compound is formulated for topical stability in cosmetic research applications.

Research Applications

  • SNARE complex formation inhibition research
  • Neuromuscular junction signal modulation studies
  • Expression wrinkle and dynamic line reduction investigation
  • Topical peptide penetration and delivery research
  • Comparison with botulinum toxin mechanism studies
  • Facial muscle relaxation without injection research

Related Compounds