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Merck
CN

860571P

Avanti

C24:1 Mono-Sulfo Galactosyl(β) Ceramide (d18:1/24:1)

Avanti Research™ - A Croda Brand

Synonym(s):

3-O-sulfo-D-galactosyl-β1-1′-N-nervonoyl-D-erythro-sphingosine (ammonium salt), (synthetic)

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About This Item

Empirical Formula (Hill Notation):
C48H94N2O11S
CAS Number:
1246355-69-0
Molecular Weight:
907.33
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

C24:1 Mono-Sulfo Galactosyl(β) Ceramide (d18:1/24:1), Avanti Research™ - A Croda Brand 860571P, powder

InChI

1S/C48H91NO11S.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;/h17-18,35,37,41-43,45-48,50-51,53-54H,3-16,19-34,36,38-40

InChI key

MQKRPROAXITSNY-ZLGWSYPSSA-N

SMILES string

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

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (860571P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860571P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

Application

C24:1 Mono-Sulfo Galactosyl(β) Ceramide (d18:1/24:1) has been used in the stimulation of leukocyte mono-immunoglobulin (Ig)-like receptor 5 (LMIR5). It may be used as a lipid standard in matrix-assisted laser desorption ionization (MALDI) analysis of mouse brain tissues.

Biochem/physiol Actions

Sulfatide plays a vital role in the biological functions of microbial infection, hemostasis, nervous system and immune system. Accumulation of lysosomal sulfatide is associated with metachromatic leukodystrophy (MLD). Sulfatide is implicated in protein trafficking, signal transduction and neuronal cell differentiation.

General description

3-O-sulfogalactosylceramide, also known as sulfatide is a sulfoglycolipid. It was first isolated from the human brain. Sulfatide is present mainly in the cellular membrane, Golgi apparatus and lysosomes. It is produced by ceramide galactosyltransferase and cerebroside sulfotransferase.

Packaging

5 mL Amber Glass Screw Cap Vial (860571P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Vongsavanh Phongsisay et al.
Molecular immunology, 66(2), 463-471 (2015-05-30)
Cholera toxin (CTX) is a virulent factor of Vibrio cholerae that causes life-threatening diarrheal disease. Its non-toxic subunit CTB has been extensively studied for vaccine delivery. In immune cells, CTB induces a number of signaling molecules related to cellular activation
Medical Applications of Mass Spectrometry (2011)
Medical Applications of Mass Spectrometry (2011)
Tadanobu Takahashi et al.
Journal of lipid research, 53(8), 1437-1450 (2012-05-24)
Sulfatide is 3-O-sulfogalactosylceramide that is synthesized by two transferases (ceramide galactosyltransferase and cerebroside sulfotransferase) from ceramide and is specifically degraded by a sulfatase (arylsulfatase A). Sulfatide is a multifunctional molecule for various biological fields including the nervous system, insulin secretion
Jarod A Fincher et al.
The Journal of comparative neurology, 527(13), 2101-2121 (2018-10-26)
Mass spectrometry imaging (MSI) is capable of detection and identification of diverse classes of compounds in brain tissue sections, whereas simultaneously mapping their spatial distributions. Given the vast array of chemical components present in neurological systems, as well as the

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