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G3923

Sigma-Aldrich

Gly-Pro-Glu

≥98% (HPLC)

Synonym(s):

GPE, Glycyl-prolyl-glutamic acid

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About This Item

Empirical Formula (Hill Notation):
C12H19N3O6
CAS Number:
Molecular Weight:
301.30
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

Assay

≥98% (HPLC)

form

powder

color

white

storage temp.

−20°C

SMILES string

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

InChI key

JJGBXTYGTKWGAT-YUMQZZPRSA-N

General description

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.

Biochem/physiol Actions

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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SeEun Choe et al.
Pathogens (Basel, Switzerland), 9(3) (2020-03-04)
Here, we examined the pathogenicity and genetic differences between classical swine fever viruses (CSFV) isolated on pig farms in North Vietnam from 2014-2018. Twenty CSFV strains from 16 pig farms were classified as genotype 2 (sub-genotypes 2.1b, 2.1c, and 2.2).
Matthias Van Hul et al.
American journal of physiology. Endocrinology and metabolism, 314(4), E334-E352 (2017-09-07)
Increasing evidence suggests that polyphenols have a significant potential in the prevention and treatment of risk factors associated with metabolic syndrome. The objective of this study was to assess the metabolic outcomes of two polyphenol-containing extracts from cinnamon bark (CBE)
J Guan et al.
Neuropharmacology, 47(6), 892-903 (2004-11-06)
The N-terminal tripeptide of insulin-like growth factor-1, GPE is neuroprotective when given intracerebroventricularly 2 h after hypoxic-ischemic (HI) brain injury in rats. We have now examined whether GPE can cross the blood-brain barrier and exert neuroprotective actions following intravenous administration.
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
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

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