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B4813

Sigma-Aldrich

BGP-15

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C14H22N4O2· 2HCl
CAS Number:
Molecular Weight:
351.27
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

solid

solubility

deionized water: 28 mg/mL

storage temp.

−20°C

SMILES string

Cl.Cl.N\C(=N/OCC(O)CN1CCCCC1)c2cccnc2

InChI

1S/C14H22N4O2.2ClH/c15-14(12-5-4-6-16-9-12)17-20-11-13(19)10-18-7-2-1-3-8-18;;/h4-6,9,13,19H,1-3,7-8,10-11H2,(H2,15,17);2*1H

InChI key

ISGGVCWFTPTHIX-UHFFFAOYSA-N

General description

BGP-15 is a hydroxylamine derivative, which has cytoprotective and neuroprotective properties. It reduces phospho- c-Jun N-terminal kinase (pJNK) and p38 stress signalling. BGP-15 also stimulates non-specific serine/threonine protein kinase (AKT) and insulin-like growth factor 1 receptor (IGFR1) protective signalling. BGP-15 functions as an insulin sensitizer in an olanzapine-induced metabolic disorder. It protects cells against cell death and enhances the expression of heat shock protein (HSP). BGP-15 might be used to treat heart failure (HF) and atrial fibrillation (AF).

Application

BGP-15 has been used to study its influence on proteasomal degradation of missense dystrophins.

Biochem/physiol Actions

BGP-15 is PARP inhibitor, HSP72 activator.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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BGP-15 prevents the death of neurons in a mouse model of familial dysautonomia
Ohlen SB, et al.
Proceedings of the National Academy of Sciences of the USA, 114(19), 5035-5040 (2017)
Disease-proportional proteasomal degradation of missense dystrophins
Talsness DM, et al.
Proceedings of the National Academy of Sciences of the USA, 112(40), 12414-12419 (2015)
Urszula Brykczynska et al.
Cell reports, 30(5), 1627-1643 (2020-02-06)
The innate immune system safeguards the organism from both pathogenic and environmental stressors. Also, physiologic levels of nutrients affect organismal and intra-cellular metabolism and challenge the immune system. In the long term, over-nutrition leads to low-grade systemic inflammation. Here, we
BGP-15 protects against oxidative stress-or lipopolysaccharide-induced mitochondrial destabilization and reduces mitochondrial production of reactive oxygen species
Sumegi K, et al.
PLoS ONE, 12(1), e0169372-e0169372 (2017)
Matthew S Elitt et al.
Nature, 585(7825), 397-403 (2020-07-02)
Mutations in PLP1, the gene that encodes proteolipid protein (PLP), result in failure of myelination and neurological dysfunction in the X-chromosome-linked leukodystrophy Pelizaeus-Merzbacher disease (PMD)1,2. Most PLP1 mutations, including point mutations and supernumerary copy variants, lead to severe and fatal disease.

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