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
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.26
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product name
Gly-Gly-His,
Assay
≥98% (TLC)
form
solid
color
white
storage temp.
−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)
InChI key
PDAWDNVHMUKWJR-UHFFFAOYSA-N
Related Categories
Amino Acid Sequence
Gly-Gly-His
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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F Tacnet et al.
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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
M Lin et al.
Biosensors & bioelectronics, 25(1), 28-33 (2009-06-30)
A novel biosensor harnessing a conducting polymer functionalized with a copper ion specific peptide proved to be highly effective for electrochemical analysis of copper ions. The developed sensor comprised a transducer based on a conducting polymer (poly(3-thiopheneacetic acid)) electrode and
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