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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Customers Also Viewed
R W Hay et al.
Journal of inorganic biochemistry, 52(1), 17-25 (1993-10-01)
The protonation constants of the tripeptide glycylglycyl-L-histidine (L-) have been determined at 25 degrees C and I = 0.1 mol dm-3 as log K 8.06, 6.82, and 2.80. Complexation with copper(II) can be represented by the series of equilibria [formula:
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
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
Jeff C Joyner et al.
Chemical communications (Cambridge, England), 49(21), 2118-2120 (2013-02-06)
Metallopeptides containing both the complex Cu(2+)-glycyl-glycyl-histidine (Cu-GGH) and the sequence WRWYCR were shown to possess antimicrobial activity against a variety of pathogenic bacteria, as well as bind to and cleave a variety of nucleic acids, suggesting potential mechanisms for antimicrobial
Wen Jiang et al.
Journal of chromatography. A, 1127(1-2), 82-91 (2006-07-04)
A novel phosphorylcholine type zwitterionic stationary phase was synthesized by graft polymerization of 2-methacryloyloxyethyl phosphorylcholine onto the surface of porous silica particles. The resulting material possesses both negatively charged phosphoric acid and positively charged quaternary ammonium groups, which renders it
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