MedKoo Cat#: 574133 | Name: GHK
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

GHK is a peptide released during extracellular matrix (ECM) protein degradation following tissue injury. It binds to copper to form GHK-Cu, a complex with diverse biological activities, including roles in tissue remodeling and wound healing, hair growth, and suppression of inflammation. GHK increases keratinocyte proliferation in vitro, as well as the number of cells positive for the keratinocyte stem cell marker p63 and the protein levels of integrin α6 and β1 in a skin equivalent model. It also reduces infiltration of inflammatory cells and decreases TNF-α and IL-6 protein levels in bronchoalveolar lavage fluid (BALF) in a mouse model of pulmonary fibrosis induced by bleomycin.

Chemical Structure

GHK
GHK
CAS#49557-75-7

Theoretical Analysis

MedKoo Cat#: 574133

Name: GHK

CAS#: 49557-75-7

Chemical Formula: C14H24N6O4

Exact Mass: 340.1859

Molecular Weight: 340.38

Elemental Analysis: C, 49.40; H, 7.11; N, 24.69; O, 18.80

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
2g USD 400.00 2 Weeks
5g USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
Prezatide; GHK; Gly-His-Lys; Tripeptide-1; GLY-HIS-LYS-OH; glycyl-L-histidyl-L-lysine; NSC 379527; NSC379527; NSC-379527;
IUPAC/Chemical Name
(2S)-6-amino-2-[[(2S)-2-[(2-aminoacetyl)amino]-3-(1H-imidazol-5-yl)propanoyl]amino]hexanoic acid
InChi Key
MVORZMQFXBLMHM-QWRGUYRKSA-N
InChi Code
InChI=1S/C14H24N6O4/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/h7-8,10-11H,1-6,15-16H2,(H,17,18)(H,19,21)(H,20,22)(H,23,24)/t10-,11-/m0/s1
SMILES Code
O=C(N[C@H](C(O)=O)CCCCN)[C@@H](NC(CN)=O)CC1=CN=CN1
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Glycyl-L-histidyl-L-lysine is a tripeptide consisting of glycine, L-histidine and L-lysine residues joined in sequence. Glycyl-L-histidyl-L-lysine is a hepatotropic immunosuppressor and shows anxiolytic effect.
In vitro activity:
TBD
In vivo activity:
This study’s results indicated that GHK significantly decreased brain water content (Figure 1A) and relieved the neurological deficits in ICH rats (Figure 1B). Numbers of survival neurons were significantly increased in rats treated with GHK, relative to findings observed in control rats (Figures 1C, D). Reference: Front Neurosci. 2020 Oct 28;14:576389. https://pubmed.ncbi.nlm.nih.gov/33192260/
Solvent mg/mL mM comments
Solubility
DMSO 2.5 7.34
PBS (pH 7.2) 10.0 29.38
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 340.38 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
Zhou XM, Wang GL, Wang XB, Liu L, Zhang Q, Yin Y, Wang QY, Kang J, Hou G. GHK Peptide Inhibits Bleomycin-Induced Pulmonary Fibrosis in Mice by Suppressing TGFβ1/Smad-Mediated Epithelial-to-Mesenchymal Transition. Front Pharmacol. 2017 Dec 12;8:904. doi: 10.3389/fphar.2017.00904. PMID: 29311918; PMCID: PMC5733019.
In vitro protocol:
TBD
In vivo protocol:
Zhou XM, Wang GL, Wang XB, Liu L, Zhang Q, Yin Y, Wang QY, Kang J, Hou G. GHK Peptide Inhibits Bleomycin-Induced Pulmonary Fibrosis in Mice by Suppressing TGFβ1/Smad-Mediated Epithelial-to-Mesenchymal Transition. Front Pharmacol. 2017 Dec 12;8:904. doi: 10.3389/fphar.2017.00904. PMID: 29311918; PMCID: PMC5733019.
1. Pickart, L. The human tri-peptide GHK and tissue remodeling. J. Biomater. Sci. Polym. Ed. 19(8), 969-988 (2008). 2. Choi, H.-R., Kang, Y.-A., Ryoo, S.-J., et al. Stem cell recovering effect of copper-free GHK in skin. J. Pept. Sci. 18(11), 685-690 (2012). 3. Zhou, X.-M., Wang, G.-L., Wang, X.-B., et al. GHK peptide inhibits bleomycin-induced pulmonary fibrosis in mice by suppressing TGFβ1/Smad-mediated epithelial-to-mesenchymal transition. Front. Pharmacol. 8, 904 (2017).