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Lactosylceramides (bovine buttermilk) Sale

(Synonyms: 乳糖苷) 目录号 : GC40142

A sphingolipid

Lactosylceramides (bovine buttermilk) Chemical Structure

Cas No.:4682-48-8

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1mg
¥3,409.00
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5mg
¥11,941.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

Lactosylceramide (LacCer) is an endogenous bioactive sphingolipid. It is expressed on the plasma membrane of human phagocytes and mediates phagocytosis, chemotaxis, and superoxide generation. LacCer forms membrane microdomains with Lyn kinase and the αi subunits of inhibitory G protein-coupled receptors, suggesting a role in cell signaling. Elevated LacCer levels in kidney cortex homogenates and urine are directly correlated with hyperglycemia, insulin resistance, and obesity in db/db transgenic diabetic mice. It promotes recruitment of CNS-infiltrating monocytes and microglia and enhances neurodegeneration in mice with chronic experimental autoimmune encephalomyelitis (EAE), a model of multiple sclerosis (MS). Increased levels of LacCer in atherosclerotic plaques are correlated with increased levels of the pro-inflammatory cytokines IL-6, monocyte chemoattractant protein-1 (MCP-1), and macrophage inflammatory protein 1β (MIP-1β), as well as lipids and macrophages. LacCer is also upregulated during the secretory phase of the menstrual cycle. This product is a mixture of LacCers isolated from bovine buttermilk with variable N-acyl chain lengths.

Chemical Properties

Cas No. 4682-48-8 SDF
别名 乳糖苷
Canonical SMILES O[C@H]1[C@H](O[C@]2([H])O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](CO)O[C@@H](OC[C@H](NC([R])=O)[C@H](O)/C=C/CCCCCCCCCCCCC)[C@@H]1O
分子式 C53H101NO13 (for tricosanoyl) 分子量 960.4
溶解度 Chloroform:Methanol:Water (5:1:0.1): soluble 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 1.0412 mL 5.2062 mL 10.4123 mL
5 mM 0.2082 mL 1.0412 mL 2.0825 mL
10 mM 0.1041 mL 0.5206 mL 1.0412 mL
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Research Update

Characterization of two molecular species GD3 ganglioside from bovine buttermilk

Biochim Biophys Acta 1985 Feb 8;833(2):303-7.PMID:3970956DOI:10.1016/0005-2760(85)90202-4.

Two gangliosides, representing 85% of total lipid-bound sialic acid, have been isolated from bovine buttermilk and characterized. Both contained long-chain base, glucose, galactose and sialic acid in the molar ratio 1:1:1:2, and gave, upon sialidase treatment, a neutral glycolipid, characterized as lactosylceramide. Partial acid hydrolysis, permethylation analysis and chromium trioxide oxidation indicated their basic oligosaccharide portion to be NeuAc alpha 2----8NeuAc alpha 2----3Gal beta 1----4Glc. The difference between the two forms was exclusively in the ceramide moiety of the molecule, one containing mainly long-chain (C22-C25) fatty acids and an equimolar proportion of C16 and C18 long-chain bases, and the other mainly palmitic acid and C18 long-chain base.

Human meconium gangliosides. Characterization of a novel I-type ganglioside with the NeuAc alpha 2-6Gal structure

J Biol Chem 1992 Jun 15;267(17):11811-7.PMID:1601853doi

Three monosialogangliosides containing the NeuAc alpha 2-6Gal structure have been detected in human meconium by immunological analysis using a monoclonal antibody, MSG-15, and purified by repeated silica beads column chromatography. One was previously shown to be NeuAc alpha 2-6Gal beta 1-4GlcNAc beta 1-3Gal beta 1-4Glc beta 1-1Cer. The remaining two were characterized by proton NMR, fast atom bombardment mass spectrometry, methylation analysis by gas chromatography-mass spectrometry, and immunological studies, and their structures were concluded to be as follows. [formula: see text] The second ganglioside has the same structure that was isolated from bovine buttermilk (Takamizawa, K., Iwamori, M., Mutai, M., and Nagai, Y. (1986) J. Biol. Chem. 261, 5625-5630), and this is the first description of the occurrence of the ganglioside with the branched structure with two N-acetyllactosamines linked to lactosylceramide via beta 1-6 and beta 1-3 in human linked to lactosylceramide via beta 1-6 and beta 1-3 in human tissues. The third ganglioside is a novel ganglioside with blood group I-type and a NeuAc alpha 2-6Gal structure.