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G3923

Sigma-Aldrich

Gly-Pro-Glu

≥98% (HPLC)

Synonyme(s) :

GPE, Glycyl-prolyl-glutamic acid

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About This Item

Formule empirique (notation de Hill):
C12H19N3O6
Numéro CAS:
Poids moléculaire :
301.30
Numéro MDL:
Code UNSPSC :
12352209
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white

Température de stockage

−20°C

Chaîne SMILES 

NCC(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI

1S/C12H19N3O6/c13-6-9(16)15-5-1-2-8(15)11(19)14-7(12(20)21)3-4-10(17)18/h7-8H,1-6,13H2,(H,14,19)(H,17,18)(H,20,21)/t7-,8-/m0/s1

Clé InChI

JJGBXTYGTKWGAT-YUMQZZPRSA-N

Description générale

IGF1 (insulin-like growth factor 1) protein is cleaved into des-N-(1-3)-IGF-1 and an N-terminal Gly-Pro-Glu (GPE tripeptide). It is thought to be an outcome of specific neural processing.

Actions biochimiques/physiologiques

Gly-Pro-Glu (GPE) is a neuroactive peptide and prevents the binding of glutamate to N-methyl-D-aspartate (NMDA) receptor. It positively regulates the potassium-mediated release of acetylcholine from rat cortical slices. Thus, it is involved in the control of brain function. In vitro studies show that this peptide confers neuroprotection to CA1-2 hippocampal neurons against excitotoxic insult.
Gly-Pro-Glu is a neuroprotective compound and the N-terminal tripeptide of IGF-1. Gly-Pro-Glu is neuroprotective after central administration in animal models of neurodegenerative processes, such as Huntington′s, Parkinson′s, Alzheimer′s diseases, and varies acute brain injury animal models. The neuroprotective activity is not related to its affinity to glutamate receptor. Findings indicate that GPE mimics insulin-like growth factor I effects on the somatostatin system through a mechanism independent of β-amyloid clearance that involves modulation of calcium and glycogen synthase kinase 3β signaling.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

Max Jakobsson et al.
BMC musculoskeletal disorders, 20(1), 137-137 (2019-04-01)
Physical capacity tasks are useful tools to assess functioning in patients with low back pain (LBP), but evidence is scarce regarding the responsiveness (ability to detect change over time) and minimal important change (MIC). The aim was to investigate the
V R Sara et al.
Biochemical and biophysical research communications, 165(2), 766-771 (1989-12-15)
A truncated form of IGF-1 which lacks the aminoterminal tripeptide Gly-Pro-Glu (GPE) is found in human brain. It was proposed that GPE may result from neural specific processing and also have a function within the CNS. GPE was synthesized and
Armelle Darrasse et al.
BMC genomics, 14, 761-761 (2013-11-08)
Xanthomonads are plant-associated bacteria responsible for diseases on economically important crops. Xanthomonas fuscans subsp. fuscans (Xff) is one of the causal agents of common bacterial blight of bean. In this study, the complete genome sequence of strain Xff 4834-R was
J Guan et al.
Brain research, 859(2), 286-292 (2000-03-17)
The effect of the N-terminal tripeptide of insulin-like growth factor (IGF)-1, glycine-proline-glutamate (GPE), as a neuroprotective agent for nigro-striatal dopaminergic neurons was examined in the present study using a rat model of Parkinson's disease. A unilateral nigro-striatal lesion was induced
Bhargav R Patel et al.
Analytical and bioanalytical chemistry, 412(8), 1769-1784 (2020-02-12)
Simultaneous speciation of benzenediol isomers (BDIs), 1,2-benzenediol (catechol, CC), 1,3-benzenediol (resorcinol, RS), and 1,4-benzenediol (hydroquinone, HQ), was investigated by differential pulse voltammetry (DPV) using a graphite paste electrode (GPE) modified with Prussian blue-polyaniline nanocomposite. The modified GPE showed good stability

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