Skip to Content
Merck
All Photos(1)

Key Documents

SMB00933

Sigma-Aldrich

2′-Fucosyllactose

≥95% (NMR)

Synonym(s):

2′-Fucosyllactose, 2′-Ο-Fucosyllactose

Sign Into View Organizational & Contract Pricing


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

Looking for similar products? Visit Product Comparison Guide

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service