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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)

Quality Level

200

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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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
María V Alipázaga et al.
Dalton transactions (Cambridge, England : 2003), (13)(13), 2036-2040 (2004-07-15)
The synergistic effect of Ni(II) and Co(II) on the sulfite induced autoxidation of Cu(II)/tetraglycine was investigated spectrophotometrically at 25.0 degrees C, pH = 9.0, 1 x 10(-5) mol dm(-3) < or = [S(IV)] < or = 8 x 10(-5) mol
Udo H Verkerk et al.
The journal of physical chemistry. A, 115(24), 6683-6687 (2011-05-21)
Collision-induced dissociations of protonated (18)O-labeled tetraglycines labeled separately at either the first or the second amide bond established that water loss from the backbone occurs from the N-terminal residue. Density functional theory at B3LYP/6-311++G(d,p) predicted that the low-energy [G(4) +
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
K S Kasprzak et al.
Carcinogenesis, 10(3), 621-624 (1989-03-01)
This study was undertaken to explore whether nuclear chromatin constituents can participate in and/or be affected by redox reactions catalyzed by nickel, like those of nickel complexes with small peptides, e.g. tetraglycine (G4) and oxygen. Calf thymus DNA, nucleohistone (NH)
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