A tripeptide-copper(II) complex
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GHK-Cu (acetate)

Item No. 28259

Technical Information
Formal Name
[glycyl-κN-L-histidyl-κN,κN3-L-lysinato(2-)]-copper, monoacetate
CAS Number
300801-03-0
Synonyms
  • Gly-His-Lys-Cu(II)
Molecular Formula
C14H22CuN6O4 • C2H4O2
Formula Weight
Purity
≥95%
A solid
PBS (pH 7.2): 5 mg/ml
SMILES
CC(O)=O.O=C([C@H]1[N-](C2=O)[Cu+2]([NH2]C2)[N]3=CNC=C3C1)N[C@H](C([O-])=O)CCCCN
InChi Code
InChI=1S/C14H24N6O4.C2H4O2.Cu/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,(H4,17,18,19,20,21,22,23,24);1H3,(H,3,4);/q;;+2/p-2/t10-,11-;;/m0../s1
InChi Key
NOIHSRSQDMJJFH-ULEGLUPFSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    GHK-Cu is a complex of the tripeptide Gly-His-Lys and a copper(II) ion that has wound healing and anti-inflammatory activities.1,2,3 It increases proliferation and the levels of collagen and secreted pro-matrix metalloproteinase-2 (MMP-2) in isolated human fibroblasts when used at a concentration of 1 nM.2,4,1 GHK-Cu (2 mg) increases levels of collagen and glycosaminoglycans (GAGs) and the expression of decorin in the wound tissue of rats.5 It decreases LPS-induced increases in the levels of reactive oxygen species (ROS), IL-6, and TNF-α in RAW 264.7 cells when used at a concentration of 10 µM.3 GHK-Cu (10 µg/g) prevents LPS-induced decreases in lung superoxide dismutase (SOD) activity and glutathione (GSH) levels and reduces LPS-induced increases in the number of cells and the level of total protein in bronchoalveolar lavage fluid (BALF) in a mouse model of acute lung injury.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Siméon, A., Emonard, H., Hornebeck, W., et alThe tripeptide-copper complex glycyl-L-histidyl-L-lysine-Cu2+ stimulates matrix metalloproteinase-2 expression by fibroblast cultures. Life Sci. 67(18), 2257-2265 (2000).

    2. Maquart, F.-X., Pickart, L., Laurent, M., et alStimulation of collagen synthesis in fibroblast cultures by the tripeptide-copper complex glycyl-L-histidyl-L-lysine-Cu2+. FEBS Lett. 238(2), 343-346 (1988).

    3. Park, J.-R., Lee, H., Kim, S.-I., et alThe tri-peptide GHK-Cu complex ameliorates lipopolysaccharide-induced acute lung injury in mice. Oncotarget 7(36), 58405-58417 (2016).

    4. Pollard, J.D., Quan, S., Kang, T., et alEffects of copper tripeptide on the growth and expression of growth factors by normal and irradiated fibroblasts. Arch. Facial Plast. Surg. 7(1), 27-31 (2005).

    5. Siméon, A., Wegrowski, Y., Bontemps, Y., et alExpression of glycosaminoglycans and small proteoglycans in wounds: Modulation by the tripeptide-copper complex glycyl-L-histidyl-L-lysine-Cu2+. J. Invest. Dermatol. 115(6), 962-968 (2000).