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Merck

P9256

Sigma-Aldrich

Psychosine from bovine brain

lyophilized powder, ≥98% (TLC)

Synonym(e):

1-β-D-Galactosylsphingosine

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About This Item

Empirische Formel (Hill-System):
C24H47NO7
CAS-Nummer:
Molekulargewicht:
461.63
MDL-Nummer:
UNSPSC-Code:
12352211
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (TLC)

Form

lyophilized powder

Lagertemp.

−20°C

SMILES String

CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

InChI

1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/b15-14+/t18-,19+,20+,21-,22-,23+,24+/m0/s1

InChIKey

HHJTWTPUPVQKNA-PIIMIWFASA-N

Anwendung

Psychosine has been used as a lipid in lipid-protein overlay binding assay.

Biochem./physiol. Wirkung

Psychosine is a neurotoxic lysosphingolipid and a glycolipid precursor for the synthesis of cerebrosides. It is synthesized from galactosylceramide, phrenosin. Elevated psychosine levels are implicated in Krabbe disease. It mediates demyelination and consequently oligodendrocytes degeneration. Psychosine is also correlated to neurological disease, Globoid cell leukodystrophy (GLD), where in galactosylceramidase (GALC) enzyme deficiency leads to its accumulation.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Conserved roles of C. elegans and human MANFs in sulfatide binding and cytoprotection
Bai M, et al.
Nature Communications, 9(1), 897-897 (2018)
Wei-Lien Chuang et al.
Clinica chimica acta; international journal of clinical chemistry, 419, 73-76 (2013-02-20)
New York State has screened over 1.2 million newborns for Krabbe disease, and we identified 4 newborns with infantile Krabbe disease. In addition, 6 other newborns were identified with very low galactosylcerebrosidase (GALC) activity. Because these patients remain asymptomatic, we
Benjamin Smith et al.
ASN neuro, 3(4), doi:10-doi:10 (2011-09-21)
Infantile Krabbe disease results in the accumulation of lipid-raft-associated galactosylsphingosine (psychosine), demyelination, neurodegeneration and premature death. Recently, axonopathy has been depicted as a contributing factor in the progression of neurodegeneration in the Twitcher mouse, a bona fide mouse model of
Wenjin Li et al.
Journal of enzyme inhibition and medicinal chemistry, 35(1), 1503-1512 (2020-07-14)
Metachromatic leukodystrophy (MLD) is a rare genetic disease characterised by a dysfunction of the enzyme arylsulphatase A leading to the lysosomal accumulation of cerebroside sulphate (sulphatide) causing subsequent demyelination in patients. The enzyme galactosylceramide (cerebroside) sulphotransferase (CST) catalyses the transfer
Psychosine enhances the shedding of membrane microvesicles: Implications in demyelination in Krabbe?s disease
DAuria L, et al.
PLoS ONE, 12(5), e0178103-e0178103 (2017)

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