Tripeptide-1 Chemical Properties

storage temp. 

-20°C

form 

powder

color 

white

biological source

synthetic (organic)

Water Solubility 

H2O: soluble 0.5mg/mL, clear, colorless

Sequence

Gly-His-Lys

InChI

InChI=1/C14H24N6O4.C2H4O2/c15-4-2-1-3-10(14(23)24)20-13(22)11(19-12(21)6-16)5-9-7-17-8-18-9;1-2(3)4/h7-8,10-11H,1-6,15-16H2,(H,17,18)(H,19,21)(H,20,22)(H,23,24);1H3,(H,3,4)/t10-,11-;/s3

InChIKey

MGNUTAFMLGJBGV-ACMTZBLWSA-N

SMILES

C(=O)(O)C.[C@@H](NC(=O)CN)(C(=O)N[C@H](C(=O)O)CCCCN)CC1N=CNC=1 |&1:4,13,r|

CAS DataBase Reference

72957-37-0(CAS DataBase Reference)

Safety Information

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

Tripeptide-1 Usage And Synthesis

Description

Tripeptide-1 is a small peptide composed of three amino acids  (glycine-histidine-lysine or GHK) and is known for type I collagen fragments. When collagen fragment peptides (GHK) are added, it may mistakenly lead the skin to think that collagen has been broken down, resulting in more collagen. Therefore, tripeptide-1 is believed to stimulate collagen production in the skin. More collagen will reduce wrinkles on the face, which will improve the condition of the skin.

Chemical Properties

White powder

Uses

Liver Cell Growth Factor

Uses

Gly-His-Lys acetate salt has been used:

• individually or as a complex with copper to test its effect on cytokines production in the human normal fibroblasts cell lines
• as a model peptide in N,N-dimethyl-N-methacryloxyethyl-N-(3-sulfopropyl)ammonium betaine based capillary electrophoresis separation studies
• as a component of Coon′s modified Ham′s F-12 medium for culturing Fischer rat thyroid follicular cell line, FRTL-5

General Description

Gly-His-Lys is a tripeptide present at ～200ng/ml in association with α-globulin and albumin, in human blood plasma.

Biochem/physiol Actions

Gly-His-Lys (GHK) acetate salt displays affinity towards copper(II) ions. This property enables GHK to modulate the copper intake into cells. GHK is also involved in quenching toxic by-products generated by lipid peroxidation.

in vitro

In an enzyme assay, the liver growth factor, Tripeptide-1, was hydrolyzed by an aminotripeptidase purified from rat brain cytosol[1].

in vivo

Tripeptide-1 (1% in saline; dose = 10 mg/kg) was injected into the tail vein of male rats (number not specified). Blood samples were collected prior to dosing and for up to 60 minutes post-dosing. Plasma concentration-time profiles of Tripeptide-1 and its l-histidyl-l-lysine metabolite indicated that neither was detected in predose plasma samples. However, after intravenous (IV) injection, Tripeptide-1 was rapidly degraded to l histidyl-l-lysine, rapidly eliminated from circulating blood. It has been reported that Tripeptide-1 is unstable in human plasma and is rapidly degraded by aminopeptidases[1].

References

[1] Wilbur Johnson. “Safety Assessment of Tripeptide-1, Hexapeptide-12, Their Metal Salts and Fatty Acyl Derivatives, and Palmitoyl Tetrapeptide-7 as Used in Cosmetics.” International Journal of Toxicology 37 1 (2018): 102S–90S.

Tripeptide-1(72957-37-0)Related Product Information

• TRIPEPTIDE-1
• Biotinoyl tripeptide-1
• Nonapeptide-1
• Acetyltetrapeptide 11
• histidyl-arginyl-alanyl-tryptophyl-phenylalanyl-lysinamide
• Tripeptide-10 citrulline
• Acetyl Hexapeptide-1
• L-Carnosine
• Copper Peptide
• Tripeptide-3
• L-Lysyl-L-alpha-aspartyl-L-valyl-N5-(aminocarbonyl)-L-ornithine
• H-GLY-PRO-HYP-OH
• Tripeptide-41
• collagen tripeptide(CTP)
• PAL-GHK
• Pal-Tripeptide-1
• PalmitoylTripeptide
• L-Lysine monoacetate