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Merck
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Documentos clave

G4541

Sigma-Aldrich

Gly-Gly-His

≥98% (TLC)

Sinónimos:

Copper-binding peptide

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About This Item

Fórmula empírica (notación de Hill):
C10H15N5O4
Número de CAS:
Peso molecular:
269.26
Número MDL:
Código UNSPSC:
12352209
NACRES:
NA.26

Nombre del producto

Gly-Gly-His,

Ensayo

≥98% (TLC)

Nivel de calidad

Formulario

solid

color

white

temp. de almacenamiento

−20°C

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)

Clave InChI

PDAWDNVHMUKWJR-UHFFFAOYSA-N

Amino Acid Sequence

Gly-Gly-His

Descripción general

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

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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P C Joshi
Indian journal of biochemistry & biophysics, 35(4), 208-215 (1998-12-17)
Reactive oxygen species (ROS) are considered to play an important role in tissue injury that damages DNA, proteins, carbohydrates and lipids. Increased production of ROS and/or decreased efficiency of antioxidant defense system has been shown to contribute to a number
K C Brown et al.
Biochemistry, 34(14), 4733-4739 (1995-04-11)
The Ni(II) complex of the tripeptide NH2-Gly-Gly-His-COOH is shown to mediate efficient protein-protein cross-linking in the presence of oxidants such as oxone and monoperoxyphthalic acid. Only proteins that associate specifically in solution are cross-linked under these conditions. Preliminary probes of
A P Dicks et al.
Chemistry & biology, 3(8), 655-659 (1996-08-01)
We have recently shown that S-nitrosothiols (RSNOs) decompose in aqueous buffer to give nitric oxide, an important signalling molecule, and the corresponding disulphides. This occurs by reaction with Cu+ generated from Cu2+ (supplied as hydrated Cu2+) by thiolate reduction. To
Electrochemical detection of copper using a Gly-Gly-His modified carbon nanotube biosensor
Flavel BS, et al.
Silicon, 3(4) (3)
Meng Lin et al.
Analytica chimica acta, 746, 63-69 (2012-09-15)
A novel electrochemical biosensor based on functionalized polypyrrole (PPy) nanotube arrays modified with a tripeptide (Gly-Gly-His) proved to be highly effective for electrochemical analysis of copper ions (Cu(2+)). The vertically oriented PPy nanotube arrays were electropolymerized by using modified zinc

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