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Merck
CN

G4541

Gly-Gly-His

≥98% (TLC)

Synonym(s):

Copper-binding peptide

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About This Item

Empirical Formula (Hill Notation):
C10H15N5O4
CAS Number:
Molecular Weight:
269.26
UNSPSC Code:
12352209
NACRES:
NA.26
MDL number:
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Product Name

Gly-Gly-His,

assay

≥98% (TLC)

Quality Segment

form

solid

color

white

storage temp.

−20°C

SMILES string

[nH]1cnc(c1)CC(NC(=O)CNC(=O)CN)C(=O)O

InChI

1S/C10H15N5O4/c11-2-8(16)13-4-9(17)15-7(10(18)19)1-6-3-12-5-14-6/h3,5,7H,1-2,4,11H2,(H,12,14)(H,13,16)(H,15,17)(H,18,19)

InChI key

PDAWDNVHMUKWJR-UHFFFAOYSA-N

General description

Gly-Gly-His (GGH) tripeptide with carboxyl-terminal histidine residue is hydrophilic.

Application

Gly-Gly-His has been used:
  • as a peptide test probe in the hydrophilic interaction liquid chromatography (HILIC) studies
  • in the electrochemical modification of back-side contact transducers (BSC) electrodes in copper (Cu2+) sensing studies
  • for the fabrication carbon nanotube electrode for detection of Cu2+ ions

Biochem/physiol Actions

Gly-Gly-His (GGH) tripeptide displays the affinity of copper (Cu2+) complexation. These complexes display good skin tolerance and may be useful in wound healing. GGH copper complexes are proposed to reduce tumor necrosis factor α (TNF-α)-based interleukin 6 (IL-6) secretion by in vivo studies with fibroblasts. GGH is used in comparative studies with other imidazole-containing peptides such as carnosine. An area of active application research involves the GGH binding of copper ions.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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