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Item: SNAP-8·Reference Standard

Snap-8

From $27.00to $225.00

Acetyl octapeptide-3 (Snap-8), lyophilized reference standard for in vitro laboratory research.

SNAP-8 research compound vial from KAM Research
SNAP-8
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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)
  1. Blanes-Mira, C., et al. (2002). A synthetic hexapeptide (Argireline) with antiwrinkle activity. International Journal of Cosmetic Science, 24(5), 303–310.
  2. 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.
  3. 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.

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