Snap-8
From $27.00to $225.00
Acetyl octapeptide-3 (Snap-8), lyophilized reference standard for in vitro laboratory research.
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Price
$27.00
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Quantity
In Stock · 100 Units Available
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Certificate of Analysis & Specifications
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Research Data
Chemical & Structural Identifiers
- Chemical Name (IUPAC)
- N-acetyl-L-α-glutamyl-L-α-glutamyl-L-methionyl-L-glutaminyl-L-arginyl-L-arginyl-L-alanyl-L-aspartamide ((2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-5-carbamimidamido-2-[[(2S)-5-carbamimidamido-2-[[(2S)-4-carbamoyl-2-[[(2S)-2-[[(2S)-2-acetamido-4-carboxybutanoyl]amino]-4-carboxybutanoyl]amino]-4-methylsulfanylbutanoyl]amino]pentanoyl]amino]pentanoyl]amino]propanoyl]amino]-4-amino-4-oxobutanoic acid)
- CAS Registry Number
- 868844-74-0
- PubChem CID
- 16133827
- Molecular Formula
- C41H70N16O16S
- Molecular Weight
- 1074.48 Da (1075.16 g/mol average)
- Sequence
- Ac-Glu-Glu-Met-Gln-Arg-Arg-Ala-Asp-NH2 (Single-letter: Ac-EEMQRRAD-NH2)
- SMILES
- CC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)O)C(=O)N
- InChIKey
- UBFGGOMVQLKTSW-NNAZSAHJSA-N
- Salt / Counter-Ion
- Supplied as a high-purity lyophilized acetate (CH3COO-) or trifluoroacetate (CF3COO-) salt.
- Synonyms
- SNAP-8, Snap-8, Acetyl Octapeptide-3, Acetyl Octapeptide-1, Acetyl Glutamyl Heptapeptide-3, Octapeptide-3, Ac-Glu-Glu-Met-Gln-Arg-Arg-Ala-Asp-NH2
Analytical & COA Specifications
- Analytical Purity (RP-HPLC)
- ≥ 98.5% by area normalization under UV detection at λ = 214 nm and 220 nm.
- Identity Confirmation (RP-HPLC RT + UV vs. reference)
- Main peak retention time and UV spectrum conform to the reference standard.
- Physical Characterization
- Dense, white to off-white lyophilized solid cake/powder.
Handling & Stability
Storage. Store dry solid desiccated at -20°C to -80°C, protected from atmospheric moisture and direct light.
Solubility. Highly hydrophilic; freely soluble in sterile laboratory-grade deionized water (≥ 20 mg/mL) and sterile Phosphate-Buffered Saline (PBS, pH 7.4, ≥ 15 mg/mL) for in vitro assay application.
- Methionine Oxidation & Handling: Contains an internal methionine residue (Met3) susceptible to sulfoxide oxidation under aerobic conditions; prepare working solutions using degassed buffers, avoid strong oxidizers or excessive vortexing, and store single-use aliquots at -20°C to eliminate degradation from repeated freeze-thaw cycles.
Mechanism & Literature
Synthetic biomimetic octapeptide engineered as an elongated analogue of the N-terminal domain of SNAP-25 (Synaptosomal-Associated Protein 25). Functions as a competitive inhibitor of SNARE (Soluble N-ethylmaleimide-sensitive factor Attachment protein REceptor) complex assembly.
SNARE Complex Destabilization Kinetics: Evaluated in cell-free biochemical assays and chromaffin/neuronal cell cultures:
Structural Distinction from Argireline: An extension of the hexapeptide Argireline (Ac-EEMQRR-NH2) by two additional C-terminal residues (Ala7-Asp8). This elongation enhances steric hindrance within the SNARE bundle, providing increased potency in cellular catecholamine and acetylcholine release inhibition assays.
References (3)
- Blanes-Mira, C., et al. (2002). A synthetic hexapeptide (Argireline) with antiwrinkle activity. International Journal of Cosmetic Science, 24(5), 303–310.
- Ruiz, M. A., et al. (2007). In vitro and in vivo characterization of an anti-aging octapeptide (SNAP-8) targeting SNARE complex formation. International Journal of Cosmetic Science, 29(6), 461–468.
- Gutierrez, L. M., et al. (1997). A peptide that mimics the carboxy-terminal domain of SNAP-25 blocks calcium-dependent exocytosis in chromaffin cells. FEBS Letters, 408(3), 321–326.
Technical Laboratory FAQs
What structural difference distinguishes SNAP-8 from Argireline in vitro?
SNAP-8 (Ac-EEMQRRAD-NH2) is an octapeptide containing two additional amino acids (Ala7-Asp8) at the C-terminus compared to the hexapeptide Argireline (Ac-EEMQRR-NH2), providing greater conformational stability and steric inhibition of SNARE complex formation in biochemical assays.
How does SNAP-8 disrupt vesicular neurotransmitter release in cell culture models?
SNAP-8 mimics the N-terminal domain of SNAP-25, competing for incorporation into the ternary SNARE complex with syntaxin and synaptobrevin. This destabilizes the coiled-coil core complex, blocking vesicle fusion and preventing calcium-triggered exocytosis of acetylcholine.
What reconstitution vehicle is recommended for preparing in vitro SNAP-8 working stocks?
Sterile deionized water or sterile PBS (pH 7.4) provides rapid dissolution at concentrations ≥ 15 mg/mL. Preparing working stocks with degassed buffers protects the Met3 thioether group against air oxidation during long-term experimental series.
For Research Use Only. Not for human or animal administration. Not intended to diagnose, treat, cure, or prevent any disease. Sold for laboratory research purposes only.