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Merck

G3882

Sigma-Aldrich

Gly-Gly-Gly-Gly

≥98% (TLC)

Sinónimos:

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

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About This Item

Fórmula lineal:
NH2CH2CO(NHCH2CO)3OH
Número de CAS:
Peso molecular:
246.22
Beilstein/REAXYS Number:
1715387
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
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)


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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
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
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
J A Vazquez et al.
The American journal of physiology, 249(5 Pt 1), G563-G566 (1985-11-01)
Jejunal disappearance rates of glycine (a model for neutral amino acid absorption), triglycine (a model for peptide transport), and tetraglycine (a model for brush-border membrane hydrolysis) were investigated by an in situ perfusion technique before and after 2 wk of
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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