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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:
637-84-3
Molecular Weight:
246.22
Beilstein/REAXYS Number:
1715387
EC Number:
211-303-4
MDL number:
MFCD00008129
UNSPSC Code:
12352209
PubChem Substance ID:
24895140
NACRES:
NA.26

product name

Gly-Gly-Gly-Gly,

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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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Ruben G M Moreno et al.
Journal of inorganic biochemistry, 101(5), 866-875 (2007-03-27)
S(IV) (SO(2),HSO(3)(-)andSO(3)(2-)) autoxidation catalyzed by Cu(II)/tetraglycine complexes in the presence of DNA or 2'-deoxyguanosine (dGuo) resulted in DNA strand breaks and formation of 8-oxo-7,8-dihydro-2'-deoxyguanosine (8-oxodGuo), respectively. Ni(II), Co(II) or Mn(II) (1.0x10(-4)M) complexes had much smaller effects. Cu(II)/tetraglycine (1.0x10(-4)M) in the
Evgenyi Shalaev et al.
Journal of pharmaceutical sciences, 91(2), 584-593 (2002-02-09)
Many drugs undergo chemical changes in the solid state, and understanding chemical reactivity of organic crystals is a critical factor in the drug development process. In this report, the impact of milling on the thermal chemical reactivity of an organic
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