Pentapeptide-3 diacetate
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Pentapeptide-3 diacetate

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Pentapeptide-3 diacetate is a synthetic peptide with the sequence Gly-Pro-Arg-Pro-Ala-NH2.2CH3CO2H. It is recognized for its Botox-like effects, providing a smoothing and anti-aging action on the skin. This peptide acts as a competitive antagonist of nicotinic acetylcholine receptors, blocking the membrane's receptors and leaving a curare-like effect. By mimicking the action of curare at the post-synaptic membrane, Pentapeptide-3 blocks signal transfer from neurons to muscles, functioning as a neuromuscular blocking agent similar to Botox but used in topical applications. This results in the relaxation of facial muscles and a reduction in muscle contractions, which helps to smooth expression lines and deep wrinkles. It can regenerate the upper layer of the skin by stimulating the production of collagen.

Category
Cosmetic Peptides
Catalog number
BAT-016688
CAS number
725232-44-0
Molecular Formula
C21H37N9O5.2C2H4O2
Molecular Weight
615.68
Pentapeptide-3 diacetate
IUPAC Name
acetic acid;(2S)-1-(2-aminoacetyl)-N-[(2S)-1-[(2S)-2-[[(2S)-1-amino-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
Synonyms
Glycyl-L-prolyl-L-arginyl-L-prolyl-L-alaninamide diacetate; Vialox Peptide diacetate; L-Alaninamide, glycyl-L-prolyl-L-arginyl-L-prolyl-, diacetate; (S)-N-((S)-1-Amino-1-oxopropan-2-yl)-1-(glycyl-L-prolyl-L-arginyl)pyrrolidine-2-carboxamide diacetate; H-Gly-Pro-Arg-Pro-Ala-NH2.2CH3CO2H; GPRPA-NH2.2CH3CO2H; Glycyl-L-prolyl-L-arginyl-L-prolyl-L-alaninamide acetic acid
Related CAS
135679-88-8 (free base)
Appearance
White powder
Purity
≥95%
Sequence
Gly-Pro-Arg-Pro-Ala-NH2.2CH3CO2H
Storage
Store at -20 °C
InChI
InChI=1S/C21H37N9O5.2C2H4O2/c1-12(17(23)32)27-18(33)15-7-4-10-30(15)20(35)13(5-2-8-26-21(24)25)28-19(34)14-6-3-9-29(14)16(31)11-22;2*1-2(3)4/h12-15H,2-11,22H2,1H3,(H2,23,32)(H,27,33)(H,28,34)(H4,24,25,26);2*1H3,(H,3,4)/t12-,13-,14-,15-;;/m0../s1
InChI Key
BVQVANRQQLJVLU-GUEINKQFSA-N
Canonical SMILES
C[C@@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H]2CCCN2C(=O)CN.CC(=O)O.CC(=O)O
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