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MilliporeSigma

131305P

Avanti

Sulfatides (Brain)

Avanti Research - A Croda Brand

Sinónimos:

Cerebroside sulfates; Mono-Sulfo Galactosyl(β) Ceramide  (d18:1/24:0); 3-O-sulfo-β-D-C24-galactosylceramide (ammonium salt)

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About This Item

Número de CAS:
Código UNSPSC:
12352211
NACRES:
NA.25

descripción

Sulfatides (Brain, Porcine) (ammonium salt)

Ensayo

>99% (TLC)

Formulario

powder

envase

pkg of 1 × 10 mg (131305P-10mg)
pkg of 1 × 25 mg (131305P-25mg)
pkg of 1 × 5 mg (131305P-5mg)

fabricante / nombre comercial

Avanti Research - A Croda Brand

tipo de lípido

sphingolipids

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCCCCCCCC)=O)CO[C@H](O1)[C@H](O)[C@@H](OS([O-])(=O)=O)[C@H]([C@H]1CO)O.[NH4+]

InChI

1S/C48H93NO11S.H3N/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-44(52)49-41(42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-58-48-46(54)47(60-61(55,56)57)45(53)43(39-50)59-48;/h35,37,41-43,45-48,50-51,53-54H,3-34,36,38-40H2,1-2H3,(H,

Clave InChI

DVNDZUUWWJPMSI-RYBIKTNWSA-N

Descripción general

Sulfatides are majorly present in the brain and plasma membrane, especially in the outer leaflet. They are anionic sulfoglycolipids synthesized by oligodendrocytes and are the prime component of myelin sheath.[1] It constitutes 4 -7% weight of the myelin lipid.[2] Sulfatides are also associated with non-neural tissues including gall bladder, colon and kidney.[1] In the Golgi, 3′-phosphoadenosine5′phosphosulfate:cerebrosidesulfo transferase mediates the synthesis of sulfatides by 3-O-sulfation of the galactosylceramide. Lysosomes are the catabolism site for sulfatides, wherein arylsulfatase A mediates their breakdown.[1]
This Natural Lipid is a mixture, and the structure shown above is only representative of one possible structure present in the product. Refer to chart for average fatty acid distribution.

Aplicación

Sulfatides (Brain) has been used:
  • as a lipid standard in electrospray ionization (ESI)-MS/MS analysis[3], as an anionic amphiphile for large unilamellar vesicles (LUVs) preparation[4]
  • to test its myelin-associated axon growth inhibition functionality in retinal ganglion cells[2]
  • as a calibrant in tandem mass spectrometry to quantify mouse brain myelin samples[5]

Acciones bioquímicas o fisiológicas

Elevated sulfatides levels are implicated in renal, ovarian and adenocarcinoma. Accumulation of sulfatides in events of arylsulfatase A enzyme deficiency leads to metachromatic leukodystrophy, a lysosomal storage disease.[1] Sulfatide is a myelin-associated inhibitor of axon growth and is implicated in the axon regenerative failure.[2] It is a multifunctional sulfolipid, which plays a key role in immune response and insulin secretion. It binds to fibrinogen and elicits anticoagulant activity. Sulfatides are elevated in Parkinson′s disease and is a target for nervous disorder treatment. Sulfatideis also an inhibitor of oligodendrocyte differentiation. Sulfatides are utilized by bacteria for their adherence into host cells.[6] They are responsible for the inflammatory responses in chronic central nervous system illness.[7]

Envase

5 mL Amber Glass Screw Cap Vial (131305P-10mg)
5 mL Amber Glass Screw Cap Vial (131305P-25mg)
5 mL Amber Glass Screw Cap Vial (131305P-5mg)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Código de clase de almacenamiento

11 - Combustible Solids


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Certificados de análisis (COA)

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Reproduction of vesicles coupled with a vesicle surface-confined enzymatic polymerisation
Kurisu M, et al.
Communications Chemistry, 2(1), 1-10 (2019)
A comprehensive profiling of sulfatides in myelin from mouse brain using liquid chromatography coupled to high-resolution accurate tandem mass spectrometry
Pintado-Sierra M, et al.
Analytica Chimica Acta, 951(1), 89-98 (2017)
Prosaposin deficiency and saposin B deficiency (activator-deficient metachromatic leukodystrophy): report on two patients detected by analysis of urinary sphingolipids and carrying novel PSAP gene mutations
Kuchar L, et al.
American Journal of Medical Genetics. Part A, 149(4), 613-621 (2009)
Role of sulfatide in normal and pathological cells and tissues
Takahashi T and Suzuki T
Journal of Lipid Research, 53(8), 1437-1450 (2012)
Sulfatide, a major lipid component of myelin sheath, activates inflammatory responses as an endogenous stimulator in brain-resident immune cells
Jeon SB, et al
Journal of Immunology, 181(11), 8077-8087 (2008)

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