2'-Fucosyllactose

Names

[ Name ]:
2'-Fucosyllactose

[Synonym ]:
(2R,3R,4R,5R)-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal

Biological Activity

[Description]:

2'-Fucosyllactose (2'-FL) is an oligosaccharide that could be derived from human milk. 2'-Fucosyllactose regulates the expression of CD14, alleviates colitis and regulates the gut microbiome. 2'-Fucosyllactose stimulates T cells to increase IFN-γ production and decreases IL-6, IL-17, and TNF-α production of cytokines[1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Immunology/Inflammation >> Interleukin Related

Research Areas >> Inflammation/Immunology

[Target]

Target: IFN-γ, IL-6, IL-17, and TNF-α[1]

[In Vitro]

2'-Fucosyllactose (2'-FL; 0-12 mg/mL; 48 h) suppress cell-associated CD14 expression and to attenuate LPS (100 μg/mL) stimulated IL-8 secretion in T84 cells[1]. 2'-Fucosyllactose (2 mg/mL; 48 h; T84 and HCT8 cells) ameliorates inflammation induced by bacterial invasion. 2'-Fucosyllactose inhibits ETEC invasion and attenuated the consequent IL-8 secretion[1]. 2'-Fucosyllactose (2 mg/mL; 48 h; T84 and HCT8 cells) induces macrophage migration inhibitory factor signal pathways that suppress inflammation[1]. Western Blot Analysis[1] Cell Line: T84 cells Concentration: 0, 2, and 4 mg/mL Incubation Time: 48 hours Result: Suppressed CD14 mRNA and reduced cell-associated CD14 protein expression. Western Blot Analysis[1] Cell Line: T84 and HCT8 cellsT84 and HCT8 cells Concentration: 2 mg/mL Incubation Time: 48 hours Result: Suppressed CD14 mRNA and reduced cell-associated CD14 protein expression. Inhibited CD14 and NF-κB induction. Induced iκB and SOCS2 expression and STAT3 phosphorylation.

[In Vivo]

2'-Fucosyllactose (2'-FL; 100 mg (200 μL); i.g.; daily, for 4 d; C57BL/6 mice with AIEC infection) inhibits AIEC infection and inflammation in vivo[1]. Animal Model: C57BL/6 mice (8 weeks) with AIEC (uropathogenic E. coli, and adherent-invasive E. coli) infection[1] Dosage: 100 mg (200 μL) Administration: Oral gavage; daily, for 4 days Result: Had colons lengths were closer to normal. Inhibited the colonisation of the colonic mucosa by O83-positive bacteria. Decreased CD14 expression, CD14 mRNA levels, IL-6, IL-17 and TNF-α levels in colonic.

[References]

[1]. He Y, et, al. The human milk oligosaccharide 2'-fucosyllactose modulates CD14 expression in human enterocytes, thereby attenuating LPS-induced inflammation. Gut. 2016 Jan;65(1):33-46.

[2]. Eiwegger T, et, al. Human milk--derived oligosaccharides and plant-derived oligosaccharides stimulate cytokine production of cord blood T-cells in vitro. Pediatr Res. 2004 Oct;56(4):536-40.

Chemical & Physical Properties

[ Density]:
1.68g/cm3

[ Boiling Point ]:
902.2ºC at 760 mmHg

[ Melting Point ]:
230-231 °C

[ Molecular Formula ]:
C₁₈H₃₂O₁₅

[ Molecular Weight ]:
488.43800

[ Flash Point ]:
311.9ºC

[ Exact Mass ]:
488.17400

[ PSA ]:
248.45000

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.631

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

Articles

[Studies of oligosaccharide specificity of perch roe fucolectin, using gold labeled neoglycoproteins].

Prikl. Biokhim. Mikrobiol. 39 , 105-109, (2003)

The specificity of perch (Perca fluviatilis) roe fucolectin was studied using the protein dot blot technique, followed by detection with colloidal gold-labeled neoglycoproteins bearing human milk poly...

Human milk oligosaccharides influence maturation of human intestinal Caco-2Bbe and HT-29 cell lines.

J. Nutr. 144(5) , 586-91, (2014)

Stimulation of gastrointestinal tract maturation is 1 of the many benefits of human milk. Human milk oligosaccharides (HMOs) are abundant in human milk and are reported to promote enterocyte different...

Lacto-N-tetraose, fucosylation, and secretor status are highly variable in human milk oligosaccharides from women delivering preterm.

J. Proteome Res. 11(9) , 4662-72, (2012)

Breast milk is the ideal nutrition for term infants but must be supplemented to provide adequate growth for most premature infants. Human milk oligosaccharides (HMOs) are remarkably abundant and diver...