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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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F Tacnet et al.
The Journal of physiology, 465, 57-72 (1993-06-01)
1. The purpose of the present work was to examine certain membrane transport mechanisms likely to carry zinc across the brush-border membrane of pig small intestine, isolated in a vesicular form. 2. In initial velocity conditions, saturation kinetics revealed a
Michael Gerlich et al.
Journal of mass spectrometry : JMS, 48(3), 291-298 (2013-03-16)
Mass spectrometry (MS) is an important analytical technique for the detection and identification of small compounds. The main bottleneck in the interpretation of metabolite profiling or screening experiments is the identification of unknown compounds from tandem mass spectra. Spectral libraries
K C Brown et al.
Biochemistry, 37(13), 4397-4406 (1998-04-29)
The Ni(II) complex of the tripeptide NH2-glycine-glycine-histidine-COOH (GGH) mediates efficient protein-protein cross-linking in the presence of oxidants such as oxone and monoperoxyphthalic acid (MMPP). Here we demonstrate that GGH fused to the amino terminus of a protein can still support
Andreza C Matias et al.
Journal of inorganic biochemistry, 116, 172-179 (2012-10-02)
Elevated levels of copper have been detected in various types of human cancer cells, such as breast cancer cells, and a number of mechanisms have been proposed to explain the action and influence of copper on tumor progress. In this
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

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