131304P

Glucosylceramide (Soy)

Avanti Research^™ - A Croda Brand

• Synonym(s): Cerebroside (Soy); GlcCer(d18:2/16:0)
• CAS Number: 497155-61-0
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• description: Glucocerebrosides (Soy, 98%)
• Assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 10 mg (131304P-10mg); pkg of 1 × 25 mg (131304P-25mg); pkg of 1 × 5 mg (131304P-5mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand
• lipid type: sphingolipids
• shipped in: dry ice
• storage temp.: −20°C

Description

General description

Glucosylceramide (GluCer) is a major sphingolipid of plant tissue and, thus, abundant in nature and in dietary food sources. This study characterized the molecular species of GluCer from soybean and wheat by low-resolution, high-resolution and tandem mass spectrometry. Soybean GluCer was comprised primarily (>98%) of ceramide with 4,8-sphingadiene (d18:2(delta4,delta8)) and alpha- hydroxypalmitic acid (h16:0); the remainder had the same backbone with h18:0, h20:0, h22:0 and h24:0 fatty acids. Wheat GluCer had three major ceramide, d18:2(delta4,delta8) with h16:0, d18:1(delta8) with h16:0 and d18: 2(delta4,delta8) with h20:0, and smaller amounts of other homologs. These backbones differ from those of mammalian sphingolipids, which often have a delta4-double bond (but rarely a delta8-double bond), and have alpha-hydroxy fatty acids in only some cases.

Application

Glucosylceramide (Soy) has been used for the quantitative analysis of plant sphingolipid long-chain bases by gas chromatography-mass spectrometry (GC-MS). It has also been used for enzyme linked immunosorbent assay (ELISA) assay.

Glucosylceramide (Soy) has been used:

• in liposome preparation to test it effect on human α-synuclein aggregation
• as a long chain base source to test alkaline hydrolysis
• to test its immune modulatory effect on natural killer T lymphocytes and dendritic cells

Glucosylceramide (Soy) is suitable:

• for intraperitoneal/oral administration, to treat mice in order to the study the period as an anti-inflammatory model to prevent fibrosis induction
• for the preparation of glycolipids to study its effect on immune mediated colitis
• to coat the wells of microtiter plate and perform enzyme linked immunosorbent assay (ELISA)

Biochem/physiol Actions

The lipid backbones of mammalian GluCer (sphingosine, d18:1(delta4), and ceramide) induce cell death (apoptosis) and inhibit colon carcinogenesis, it is critical to know the structures of GluCer present in plants as a first step toward understanding this potential link between diet and cancer. Previously unexplained fragmentations that were diagnostic for the type of sphingoid base backbone (i.e. by homolytic cleavage of the doubly allylic C-6-C-7 bond to yield a stable distonic allylic radical cation and an allylic radical neutral) were also identified. Hence this method should be useful in the identification of double bonds in sphingolipids, and structure-function relationships between sphingolipids and colon carcinogenesis.†

Packaging

5 mL Amber Glass Screw Cap Vial (131304P-10mg)

5 mL Amber Glass Screw Cap Vial (131304P-25mg)

5 mL Amber Glass Screw Cap Vial (131304P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): No data available
• Flash Point(C): No data available