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G3882

Sigma-Aldrich

Gly-Gly-Gly-Gly

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Synonym(s):
Glycyl-glycyl-glycyl-glycine, Tetraglycine, Triglycyl-glycine
Linear Formula:
NH2CH2CO(NHCH2CO)3OH
CAS Number:
Molecular Weight:
246.22
Beilstein:
1715387
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

Assay

≥98% (TLC)

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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This Item
G1377G3127G5386
Gly-Gly-Gly-Gly

Sigma-Aldrich

G3882

Gly-Gly-Gly-Gly

Gly-Gly-Gly

Sigma-Aldrich

G1377

Gly-Gly-Gly

Gly-Sar

Sigma-Aldrich

G3127

Gly-Sar

Gly-Gly-Tyr-Arg ≥97% (HPLC)

Sigma-Aldrich

G5386

Gly-Gly-Tyr-Arg

form

powder

form

powder

form

powder

form

powder

color

white to off-white

color

white

color

white

color

-

mp

300 °C

mp

-

mp

198 °C

mp

-

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

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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25G
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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
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
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
J I Vandenberg et al.
Biochimica et biophysica acta, 846(1), 127-134 (1985-07-30)
Evidence is presented that tripeptides enter human erythrocytes via saturable transport system(s) at rates similar to those previously described for dipeptides (King, G.F. and Kuchel, P.W. (1985) Biochem. J. 227, 833-842) but that the transmembrane flux rates for tetrapeptides are

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