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)
Quality Level
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
Application
Gly-Gly-His has been used:
- as a peptide test probe in the hydrophilic interaction liquid chromatography (HILIC) studies[2]
- in the electrochemical modification of back-side contact transducers (BSC) electrodes in copper (Cu2+) sensing studies[1]
- for the fabrication carbon nanotube electrode for detection of Cu2+ ions[3]
Biochem/physiol Actions
Gly-Gly-His (GGH) tripeptide displays the affinity of copper (Cu2+) complexation.[1] These complexes display good skin tolerance[1] and may be useful in wound healing.[4] 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.[4] 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.[3]
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Hirokazu Hamada et al.
Journal of inorganic biochemistry, 101(10), 1529-1536 (2007-08-21)
DNA fiber EPR was used to investigate the DNA binding stabilities and orientations of Cu(II).Gly-Gly-His-derived metallopeptides containing D- vs. L-amino acid substitutions in the first peptide position. This examination included studies of Cu(II).D-Arg-Gly-His and Cu(II).D-Lys-Gly-His for comparison to metallopeptides containing
Electrochemical detection of copper using a Gly-Gly-His modified carbon nanotube biosensor
Flavel BS, et al.
Silicon, 3(4) (3)
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
Ken Yokawa et al.
Bioscience, biotechnology, and biochemistry, 75(7), 1377-1379 (2011-07-09)
Free divalent ions of copper (Cu) are capable of generating radical species such as hydroxyl radicals in the presence of hydrogen peroxide or ascorbic acid through Harbor-Weiss-like reactions under physiological conditions. It has been reported that radical-mediated damage to DNA
Meng Lin et al.
Biosensors & bioelectronics, 26(2), 940-945 (2010-07-16)
We developed a novel biosensor comprising a transducer of carboxyl end-capped overoxidized polypyrrole nanowire electrode and a probe of tripeptide (Gly-Gly-His) selectively cognitive of Cu2+. The developed sensor was demonstrated to specifically detect Cu2+ in the nanomolar range. The diameter
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