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SMB00933

Sigma-Aldrich

2′-Fucosyllactose

≥95% (NMR)

Synonym(s):

2′-Fucosyllactose, 2′-Ο-Fucosyllactose

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About This Item

Empirical Formula (Hill Notation):
C18H32O15
CAS Number:
Molecular Weight:
488.44
UNSPSC Code:
12352201
NACRES:
NA.25

biological source

milk

Quality Level

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

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

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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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