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Gly-His-Lys acetate salt

Gly-His-Lys acetate salt possesses a high affinity for copper(II) ions, with which it spontaneously forms a complex (GHK-Cu). This growth-modulating plasma tripeptide, when added at nanomolar concentrations to a wide group of cultured systems, produces a disparate set of responses ranging from the stimulation of growth and differentiation to outright toxicity. It may function by facilitating copper uptake into cells. GHK-Cu accelerates wound healing.

CAS

72957-37-0

EINECS

Molecular Formula

C₁₄H₂₄N₆O₄.C₂H₄O₂

Molecular Weight

400.43

PubChem CID

22214678

MDL Number

MFCD00012699

Beilstein

Merck Index

14: 10219

GHS

Chemical Properties

Density		Boiling point	902.4°C at 760 mmHg
Melting point		Refractive index
Flash point	456.4ºC	Optical Activity
Water solubility		Physical State
Purity		Appearance
InChI	1S/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-;/m0./s1
InChIKey	MGNUTAFMLGJBGV-ACMTZBLWSA-N
Synonyms	GHK-HAC;Aldenine;Hilurlip;Prezatide;Liporeductyl;TRIPEPTIDE-1;GHK, Prezatide;Gly-His-Lys-OEt;Tripeptide-1/GHK;GHK(Tripeptide-1)
SMILES	CC(=O)O.C1=C(NC=N1)C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)CN
Solubility data

Biological Description

IC50		Ki Data
pK Values		Storage	Store at -20°C
Sequence	H2N-Gly-His-Lys-COOH
Sequence(single)	H2N-GHK-OH
In Vitro
In Vivo

Application

Gly-His-Lys (GHK) has been used for the preparation of post-operative intra-articular injection of GHK-Cu (copper).[2] 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

Security information

Hazard Symbols
Risk Codes
Safety Description

References

Gly-His-Lys (GHK) acetate salt displays affinity towards copper(II) ions. This property enables GHK to modulate the copper intake into cells.[3] GHK is also involved in quenching toxic by-products generated by lipid peroxidation.

Amino Acid Sequence; Gly-His-Lys. Gly-His-Lys is a tripeptide present at ～200ng/ml in association with α-globulin and albumin, in human blood plasma.Gly-His-Lys (GHK) has been used for the preparation of post-operative intra-articular injection of GHK-Cu (copper).

Amino Acid Sequence; Gly-His-Lys. Gly-His-Lys is a tripeptide present at ～200ng/ml in association with α-globulin and albumin, in human blood plasma.
Gly-His-Lys (GHK) has been used for the preparation of post-operative intra-articular injection of GHK-Cu (copper).

GHK possesses a high affinity for copper(II) ions, with which it spontaneously forms a complex (GHK-Cu). This growth-modulating plasma tripeptide, when added at nanomolar concentrations to a wide group of cultured systems, produces a disparate set of responses ranging from the stimulation of growth and differentiation to outright toxicity. It may function by facilitating copper uptake into cells. GHK-Cu accelerates wound healing. CAS Number (net): 49557-75-7.

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Peptide

• H-Ala-His-Lys-OH acetate salt	• Argireline
• AHK-Cu	• Copper tripeptide
• Palmitoyl tetrapeptide-7	• Palmitoyl Tetrapeptide-3