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G3882

Sigma-Aldrich

Gly-Gly-Gly-Gly

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:
1715387
EC Number:
211-303-4
MDL number:
MFCD00008129
UNSPSC Code:
12352209
PubChem Substance ID:
24895140
NACRES:
NA.26

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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Related Categories

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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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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