- Document
- CS-GHKCU
- Type
- Compound handling sheet
- Revised
- Sources checked
- Bands
- −20 °C
GHK-Cu (Copper Tripeptide) Handling Sheet
Also known as Copper peptide, glycyl-L-histidyl-L-lysine copper complex, prezatide copper
A tripeptide complexed with copper(II). The metal changes the handling rules: avoid chelating agents and reducing agents, protect from light, and expect a blue colour.
Identity
- Sequence
GHK- Formula
- C14H24N6O4 (GHK free peptide)
- Molecular weight
- 340.4 g/mol (GHK free peptide); the copper complex and salts weigh more
- Usual supplied form
- Blue lyophilized powder (copper complex), or colourless GHK peptide
- Record
- PubChem
Formula and weight are for the free peptide. Salt forms (acetate, TFA) weigh more; use the figure on the lot's COA.
Storage & sensitivity
- Oxidation
- Moderate
- Light
- Moderate
- Moisture
- Moderate
Some compound data exists; the rest follows general peptide chemistry.
Bench card
- Keep away from EDTA, citrate and other chelators, which can strip the copper.
- Avoid reducing agents such as DTT and ascorbate, which change the copper's oxidation state.
- Copper can catalyze oxidation; use clean tools and fresh, high-purity water.
- Protect from light, especially in solution.
- A colour change away from blue suggests the complex has changed.
Handling-relevant features
| Feature | Why it matters for handling |
|---|---|
| Copper(II) complex | Binds through the Gly amine, His imidazole and backbone nitrogens; competing chelators can remove it |
| His2 | Copper-binding site; histidine is also susceptible to metal-catalyzed oxidation |
| Lys3 | Basic side chain; the free peptide is positively charged at neutral pH |
| Very short sequence | Little aggregation risk; adsorption is low compared with longer hydrophobic peptides |
What it is
GHK (glycyl-histidyl-lysine) is a tripeptide first isolated from human plasma by Pickart and colleagues, who described its high affinity for copper(II). GHK-Cu is the copper complex. It is used widely in cell and cosmetic-science research, and Pickart’s later reviews summarize that literature.
The metal matters
A copper complex behaves differently from a plain peptide:
- Chelators such as EDTA or citrate in buffers can compete for the copper and strip it from the peptide.
- Reducing agents such as DTT, β-mercaptoethanol or ascorbate can reduce Cu(II) to Cu(I), changing the complex and generating reactive oxygen species.
- Redox chemistry: copper ions catalyze oxidation reactions, as reviewed by Stadtman, so oxidation of His and other components is possible even in the dry state if moisture is present.
- Colour: the complex is blue. Loss of colour or a shift towards green or brown is worth investigating.
Storage
| Form | Recommended | Notes |
|---|---|---|
| Sealed powder | −20 °C | Desiccant; opaque box |
| Solution, days | 2–8 °C | Amber tube; no chelators or reducing agents in the buffer |
| Solution, longer | −20 °C | Single-use aliquots |
Analytical notes
Mass spectrometry may show the free peptide (about 340 Da) and copper-containing species, depending on conditions, since the complex can partly dissociate during analysis. The COA should state whether purity refers to the peptide or the complex, and whether copper content was measured.
References
- Pickart L, Freedman JH, Loker WJ, et al. Growth-modulating plasma tripeptide may function by facilitating copper uptake into cells. Nature. 1980;288(5792):715–717. DOI
- Pickart L, Vasquez-Soltero JM, Margolina A. GHK peptide as a natural modulator of multiple cellular pathways in skin regeneration. Biomed Res Int. 2015;2015:648108. DOI
- Pickart L, Margolina A. Regenerative and protective actions of the GHK-Cu peptide in the light of the new gene data. Int J Mol Sci. 2018;19(7):1987. DOI
- Stadtman ER. Oxidation of free amino acids and amino acid residues in proteins by radiolysis and by metal-catalyzed reactions. Annu Rev Biochem. 1993;62:797–821. DOI
- Kerwin BA, Remmele RL Jr. Protect from light: photodegradation and protein biologics. J Pharm Sci. 2007;96(6):1468–1479. DOI
This sheet covers laboratory storage and handling of research material only. It does not describe use in humans or animals, and the supplier's datasheet for your lot takes priority.