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Acetyl hexapeptide-3

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Acetyl hexapeptide-3 is a synthetic peptide that mimics the N-terminal of SNAP-25 (a substrate of Botulinum toxin (Botox)) protein and consists of six amino acids. A cosmetic formulation acts as an anti-wrinkle ingredient used in anti-aging products.

Category

Peptide Inhibitors

Catalog number

BAT-010075

CAS number

616204-22-9

Molecular Formula

C34H60N14O12S

Molecular Weight

888.99

Size	Price	Stock	Quantity
1 g	$399	In stock

Specification
Reference Reading

IUPAC Name

(4S)-4-acetamido-5-[[(2S)-1-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-5-oxopentanoic acid

Synonyms

N-Acetyl-L-α-glutamyl-L-α-glutamyl-L-methionyl-L-glutaminyl-L-arginyl-L-argininamide; Acetyl hexapeptide 8; Argireline; Argireline NP

Appearance

White Solid

Purity

≥98%

Density

1.54 g/cm3

Melting Point

202.7-205.7°C

Sequence

Ac-Glu-Glu-Met-Gln-Arg-Arg-NH2

Storage

Store at -20°C

Solubility

Soluble in DMSO

InChI

InChI=1S/C34H60N14O12S/c1-17(49)43-20(8-11-25(51)52)29(57)47-22(9-12-26(53)54)31(59)48-23(13-16-61-2)32(60)46-21(7-10-24(35)50)30(58)45-19(6-4-15-42-34(39)40)28(56)44-18(27(36)55)5-3-14-41-33(37)38/h18-23H,3-16H2,1-2H3,(H2,35,50)(H2,36,55)(H,43,49)(H,44,56)(H,45,58)(H,46,60)(H,47,57)(H,48,59)(H,51,52)(H,53,54)(H4,37,38,41)(H4,39,40,42)/t18-,19-,20-,21-,22-,23-/m0/s1

InChI Key

RJZNPROJTJSYLC-LLINQDLYSA-N

Canonical SMILES

CC(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)O)C(=O)NC(CCSC)C(=O)NC(CCC(=O)N)C(=O)NC(CCCN=C(N)N)C(=O)NC(CCCN=C(N)N)C(=O)N

1.Iontophoretic skin permeation of peptides: an investigation into the influence of molecular properties, iontophoretic conditions and formulation parameters.

Krishnan G1, Roberts MS, Grice J, Anissimov YG, Moghimi HR, Benson HA. Drug Deliv Transl Res. 2014 Jun;4(3):222-32. doi: 10.1007/s13346-013-0181-8.

The transdermal route offers advantages for delivery of peptides and proteins. However, these polar and large molecules do not permeate the skin barrier well. Various enhancement methods have been employed to address this problem. Iontophoresis is one of the methods that shows promise but its application to peptide delivery has yet to be fully explored. This study investigates the effects of different molecular properties and iontophoretic conditions on the skin permeation of peptides. In this study, the permeation of alanine-tryptophan dipeptide (MW 276 Da), alanine-alanine-proline-valine tetrapeptide (MW 355 Da), Argireline® (Acetyl hexapeptide-3, MW 889 Da) and Triptorelin acetate (decapeptide, MW 1311 Da) through excised human skin under passive or iontophoretic current of 0.4 mA was investigated. The effects of pH change (3.0-7.4, to provide different net negative, neutral, and positive charges) to the peptide, donor concentration (1-10 mg/ml), background electrolyte (34-137 mM NaCl and/or 5-20 mM HEPES) and current direction (anodal vs cathodal) were also studied.