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P9256

Psychosine from bovine brain

Name: Psychosine from bovine brain
Brand: SIGMA

lyophilized powder, ≥98% (HPLC)

Synonym(s):

1-β-D-Galactosylsphingosine

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About This Item

Empirical Formula (Hill Notation):

C₂₄H₄₇NO₇

CAS Number:

2238-90-6

Molecular Weight:

461.63

NACRES:

NA.77

PubChem Substance ID:

24899021

UNSPSC Code:

12352211

MDL number:

MFCD00057505

Assay:

≥98% (HPLC)

Form:

lyophilized powder

Quality level:

200

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Properties

Quality Level

200

assay

≥98% (HPLC)

form

lyophilized powder

storage temp.

−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

InChI key

HHJTWTPUPVQKNA-PIIMIWFASA-N

Description

Application

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

Biochem/physiol Actions

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.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Sphingosylphosphorylcholine and lysosulfatide have inverse regulatory functions in monocytic cell differentiation into macrophages.

Hiroshi Yamamoto et al.

Archives of biochemistry and biophysics, 506(1), 83-91 (2010-11-18)

Sphingolipids act as signaling mediators that regulate a diverse range of cellular events. Although numerous sphingolipid functions have been studied, little is known about the effect of sphingolipids on monocyte differentiation into macrophages. Here, we report that two lysosphingolipids, sphingosylphosphorylcholine

Axonopathy is a compounding factor in the pathogenesis of Krabbe disease.

Ludovico Cantuti Castelvetri et al.

Acta neuropathologica, 122(1), 35-48 (2011-03-05)

Loss-of-function of the lysosomal enzyme galactosyl-ceramidase causes the accumulation of the lipid raft-associated sphingolipid psychosine, the disruption of postnatal myelination, neurodegeneration and early death in most cases of infantile Krabbe disease. This work presents a first study towards understanding the

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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Global Trade Item Number

SKU	GTIN
P9256-10MG	04061834402657
P9256-1MG	04061826676707