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G3923

Sigma-Aldrich

Gly-Pro-Glu

≥98% (HPLC)

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Synonym(s):
GPE, Glycyl-prolyl-glutamic acid
Empirical Formula (Hill Notation):
C12H19N3O6
CAS Number:
Molecular Weight:
301.30
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

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

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1 of 4

This Item
G1895A6677G5779
vibrant-m

G3923

Gly-Pro-Glu

vibrant-m

G1895

Gly-Pro-Arg-Pro

vibrant-m

G5779

Gly-Pro-Arg-Pro amide

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

-

form

powder

form

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

color

white

color

-

color

-

color

-

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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)
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).
D C Batchelor et al.
Analytical biochemistry, 323(2), 156-163 (2003-12-06)
Glycine-proline-glutamate (GPE) is the N-terminal tripeptide of insulin-like growth factor-1 and has been shown to be neuroprotective following ischemia-induced brain injury. The pharmacokinetics of GPE were studied in adult rats since GPE is a candidate for use in neuroprotection therapies.
S V Sizonenko et al.
Brain research, 922(1), 42-50 (2001-12-04)
Insulin growth factor 1 (IGF-1) has an important role in brain development and is strongly expressed during recovery after a hypoxic-ischemic injury. Some of its central actions could be mediated through the N-terminal tripeptide fragment of IGF-1: Gly-Pro-Glu (GPE). The
Rosemarie Marchan et al.
Cancer research, 77(17), 4589-4601 (2017-06-28)
Glycerophosphodiesterase EDI3 (GPCPD1; GDE5; GDPD6) has been suggested to promote cell migration, adhesion, and spreading, but its mechanisms of action remain uncertain. In this study, we targeted the glycerol-3-phosphate acyltransferase GPAM along with choline kinase-α (CHKA), the enzymes that catabolize

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