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Merck
CN

G3882

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
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
211-303-4
MDL number:
Beilstein/REAXYS Number:
1715387
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Product Name

Gly-Gly-Gly-Gly,

InChI key

QMOQBVOBWVNSNO-UHFFFAOYSA-N

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)

SMILES string

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

assay

≥98% (TLC)

form

powder

color

white to off-white

mp

300 °C

application(s)

peptide synthesis

storage temp.

−20°C

Quality Level

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
Takeshi Nagata et al.
The Journal of chemical physics, 134(3), 034110-034110 (2011-01-26)
The gradient for the fragment molecular orbital (FMO) method interfaced with effective fragment potentials (EFP), denoted by FMO∕EFP, was developed and applied to polypeptides solvated in water. The structures of neutral and zwitterionic tetraglycine immersed in water layers of 2.0
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
Travis Cooper et al.
Journal of the American Society for Mass Spectrometry, 17(12), 1654-1664 (2006-08-29)
Extensive 13C, 15N, and 2H labeling of tetraglycine was used to investigate the b3+ --> a3* reaction during low-energy collision-induced dissociation (CID) in a quadrupole ion-trap mass spectrometer. The patterns observed with respect to the retention or elimination of the

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