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Key Documents

G3882

Sigma-Aldrich

Gly-Gly-Gly-Gly

≥98% (TLC)

Synonym(s):

Glycyl-glycyl-glycyl-glycine, Tetraglycine, Triglycyl-glycine

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About This Item

Linear Formula:
NH2CH2CO(NHCH2CO)3OH
CAS Number:
Molecular Weight:
246.22
Beilstein:
1715387
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name

Gly-Gly-Gly-Gly,

Assay

≥98% (TLC)

Quality Level

form

powder

color

white to off-white

mp

300 °C

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

NCC(=O)NCC(=O)NCC(=O)NCC(O)=O

InChI

1S/C8H14N4O5/c9-1-5(13)10-2-6(14)11-3-7(15)12-4-8(16)17/h1-4,9H2,(H,10,13)(H,11,14)(H,12,15)(H,16,17)

InChI key

QMOQBVOBWVNSNO-UHFFFAOYSA-N

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Amino Acid Sequence

Gly-Gly-Gly-Gly

Biochem/physiol Actions

Tetraglycine is used with copper (Cu-II) to study mechanisms of hydrogen peroxide/bicarbonate free radical production and effect in vitro.

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

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Yanfeng Yao et al.
Emerging microbes & infections, 8(1), 45-54 (2019-03-15)
Current influenza vaccines provide hemagglutinin strain-specific protection, but rarely provide cross-protection against divergent strains. It is, therefore, particularly important to develop a universal vaccine against conserved proteins or conserved regions of the virus. In this study, we used N-terminal extracellular
Fabian Barthels et al.
ChemMedChem, 15(10), 839-850 (2020-03-03)
Staphylococcus aureus is one of the most frequent causes of nosocomial and community-acquired infections, with drug-resistant strains being responsible for tens of thousands of deaths per year. S. aureus sortase A inhibitors are designed to interfere with virulence determinants. We
Ruben G M Moreno et al.
Dalton transactions (Cambridge, England : 2003), (6)(6), 1101-1107 (2005-03-02)
Copper(II)/(III) tetraglycine complexes were investigated for their ability to catalyze the autoxidation of sulfite resulting in oxidative DNA damage. The focus of this work is on DNA damage by Cu(III) and oxysulfur radicals formed by the oxidation of S(IV) oxides
Benjamin J Bythell et al.
The journal of physical chemistry. A, 114(15), 5076-5082 (2010-04-01)
Multiple-stage tandem mass spectrometry and collision-induced dissociation were used to investigate loss of H(2)O or CH(3)OH from protonated versions of GGGX (where X = G, A, and V), GGGGG, and the methyl esters of these peptides. In addition, wavelength-selective infrared
Bojidarka B Ivanova et al.
Biopolymers, 82(6), 587-596 (2006-03-23)
As part of an investigation on the coordination ability of peptides, structural analyses of the solid di-, tri, and tetrapeptides glycyl-glycine (GG), glycyl-glycyl-glycine (GGG), glycyl-glycyl-glycyl-glycine (GGGG), and their protonated hydrochlorides glycyl-glycine.HCl (GGH), glycyl-glycyl-glycine.HCl (GGGH), and glycyl-glycyl-glycyl-glycine.HCl (GGGGH) have been carried

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