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Key Documents

G7387

Sigma-Aldrich

Gly-His-Lys acetate salt

BioXtra, γ-irradiated, suitable for cell culture

Synonym(s):

Liver cell growth factor

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About This Item

Linear Formula:
C14H24N6O4C2H4O2
CAS Number:
Molecular Weight:
400.43
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

sterility

γ-irradiated

product line

BioXtra

form

powder

mol wt

400.43 g/mol

packaging

pkg of 5 mg

technique(s)

cell culture | mammalian: suitable

impurities

<2 EU/mL

color

white

solubility

H2O: soluble 0.5 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CC(O)=O.NCCCC[C@H](NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CN)C(O)=O

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

InChI key

MGNUTAFMLGJBGV-ACMTZBLWSA-N

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Amino Acid Sequence

Gly-His-Lys

Application

Gly-His-Lys acetate salt has been used:
  • as a component of the serum-containing medium to culture human thyroid cells
  • as a supplement to culture fisher rat thyroid cells
  • as a component of the Dulbecco′s modified Eagle Medium (DMEM)/HamF12/mesenchymal stem cell media to culture mesenchymal stem cells

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Ana Trapaidze et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 17(1), 37-47 (2011-09-08)
The peptides Asp-Ala-His-Lys (DAHK) and Gly-His-Lys (GHK) are naturally occurring Cu(II)-chelating motifs in human serum and cerebrospinal fluid. Here, the sensitive thermodynamic technique isothermal titration calorimetry was used to study the energetics of Cu(II) binding to DAHK and GHK peptides
M Kawase et al.
Biological & pharmaceutical bulletin, 22(9), 999-1001 (1999-10-08)
A tripeptide growth factor, glycyl-L-histidyl-L-lysine (GHK), was immobilized on the surface of poly(vinylalcohol)-quarternized stilbazole (PVA-SbQ) gel. The photoreactive substance, 4-(3-trifluoromethylazirino)benzoyl-N-hydroxysuccinimide (TDBA-OSu), was employed to link the gel and ligand GHK. The density of immobilized GHK was 70 nmol/cm2. Isolated rat
Y Zheng et al.
Organic letters, 3(21), 3277-3280 (2001-10-12)
[structure: see text]. A new fluorescent chemosensor for Cu2+ ions was synthesized by modifying the tripeptide glycyl-histidyl-lysine (GHK) with 9-carbonylanthracene via the standard Fmoc solid-phase peptide synthesis method. While significant fluorescence quenching was observed from the molecule upon binding with
A Siméon et al.
Life sciences, 67(18), 2257-2265 (2000-10-25)
Glycyl-histidyl-lysine-Cu2+ (GHK-Cu) is a tripeptide-copper complex known to be a potent wound healing agent. We previously showed its ability to stimulate in vitro and in vivo the synthesis of extracellular matrix components. The aim of this study was to determine
Giangiacomo Beretta et al.
Journal of pharmaceutical and biomedical analysis, 47(3), 596-602 (2008-04-02)
Acrolein (ACR) is a well-known carbonyl toxin produced by lipid peroxidation of polyunsaturated fatty acids, which is involved in several life-threatening pathologies such as Alzheimer disease, arteriosclerosis, diabetes, and nephropathy. The aim of this work was to study the quenching

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