SMB00933

2′-Fucosyllactose

≥95% (NMR)

• Synonym(s): 2′-Fucosyllactose, 2′-Ο-Fucosyllactose
• Empirical Formula (Hill Notation): C₁₈H₃₂O₁₅
• CAS Number: 41263-94-9
• Molecular Weight: 488.44
• UNSPSC Code: 12352201
• NACRES: NA.25
• Assay: ≥95% (NMR)
• Form: crystalline powder
• Storage condition: (Keep container tightly closed in a dry and well -ventilated place.)

Properties

• biological source: milk
• Quality Segment: 100
• assay: ≥95% (NMR)
• form: crystalline powder
• mol wt: 488.44 g/mol
• storage condition: (Keep container tightly closed in a dry and well -ventilated place.)
• color: white
• mp: 230 - 231 °C ((446 - 448 °F ))
• storage temp.: -10 to -25°C
• SMILES string: O1[C@H]([C@H]([C@@H]([C@@H]([C@@H]1C)O)O)O)O[C@H]2[C@@H](O[C@@H]([C@@H]([C@@H]2O)O)CO)O[C@@H]([C@H](O)[C@@H](O)C=O)[C@H](O)CO
• InChI: 1S/C18H32O15/c1-5-9(24)12(27)14(29)17(30-5)33-16-13(28)11(26)8(4-21)31-18(16)32-15(7(23)3-20)10(25)6(22)2-19/h2,5-18,20-29H,3-4H2,1H3/t5-,6-,7+,8+,9+,10+,11-,12+,13-,14-,15+,16+,17-,18-/m0/s1
• InChI key: HWHQUWQCBPAQQH-BWRPKUOHSA-N

Description

General description

2′-Fucosyl-D-lactose (2′-FL) is a naturally occurring disaccharide, categorized as a fucose-containing oligosaccharide. It serves as a substrate for the identification, differentiation, and characterization of fucosidases. Additionally, it finds utility in biosensor development for the recognition of anti-infective oligosaccharides and the differentiation of IL-8 receptor specificity and function. Existing research indicates that 2′-FL may possess various biological activities, including immunomodulatory, anti-inflammatory, anti-microbial, and anti-cancer properties.

Notably, it holds the distinction of being the most abundant human milk oligosaccharide (HMO), contributing to multiple functions, including acting as a prebiotic, safeguarding against infections and inflammation, modulating the immune system, supporting brain development, and reducing the risk of necrotizing enterocolitis. Also, high levels of 2′-fucosyllactose is associated with excessive weight gain during exclusive breastfeeding in 0 to 5 months infants. HMOs are important metabolites regulating host′s innate immune response.

Application

2′-Fucosyllactose is a versatile compound and a biomarker that finds application in microbiome, metabolomics, biochemical and nutrition research.

Biochem/physiol Actions

2′-Fucosyllactose plays a role in modulating CD14 expression, providing relief in colitis, and influencing the composition of the gut microbiome. Its impact extends to stimulating T cells, leading to heightened IFN-γ production, while concurrently reducing the production of cytokines IL-6, IL-17, and TNF-α.

Features and Benefits

• High-purity compound suitable for a wide variety of research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable