41263-94-9

Basic information

• Product Name: 2'-FUCOSYLLACTOSE
• Synonyms: ALPHA-L-FUC-[1->2]-BETA-D-GAL-[1->4]-D-GLC;2-FUCOSYL-D-LACTOSE;2'-FUCOSYLLACTOSE;2'FL-BSA;FUC-ALPHA1-2GAL-BETA1-4GLC;2'-FUCOSYLLACTOSE FROM HUMAN MILK;α-l-fuc-(1→2)-β-d-gal-(1→4)-d-glc;(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-methyl-oxan-2-yl]oxy-oxan-2-yl]oxy-2,3,5,6-tetrahydroxy-hexanal
• CAS NO: 41263-94-9
• Molecular Formula: C₁₈H₃₂O₁₅
• Molecular Weight: 488.44
• Mol File: 41263-94-9.mol
• Article Data: 0

Chemical Properties

• Melting Point: 230-231 °C (decomp)
• Boiling Point: 902.2±65.0 °C(Predicted)
• Appearance: /
• Density: 1.548 g/cm3
• Storage Temp.: 2-8°C
• Solubility: H2O: soluble2 mg + 0.2 mL, clear, colorless
• PKA: 12.39±0.20(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 2'-FUCOSYLLACTOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-FUCOSYLLACTOSE(41263-94-9)
• EPA Substance Registry System: 2'-FUCOSYLLACTOSE(41263-94-9)

Safety Data

• Hazard Codes: B
• Safety Statements: 24/25
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 41263-94-9(Hazardous Substances Data)

Usage

Description

2'-Fucosyllactose, also known as 2'-FL, is a human milk sugar oligosaccharide that is naturally found in breast milk. It is a complex carbohydrate composed of a lactose molecule with a fucose sugar attached to the second carbon of the galactose subunit. This unique structure plays a crucial role in various biological processes and has been identified for its potential health benefits.

Uses

Used in Infant Nutrition Products:
2'-Fucosyllactose is used as a nutritional supplement in infant nutrition products for promoting gut health and supporting the development of a healthy microbiome. It is known to act as a prebiotic, selectively stimulating the growth of beneficial bacteria, such as Bifidobacterium, which helps in maintaining a balanced gut microbiota.
Used in Pharmaceutical Industry:
2'-Fucosyllactose is used as a therapeutic agent in the pharmaceutical industry for its potential anti-inflammatory, anti-viral, and anti-cancer properties. The unique structure of 2'-FL allows it to interact with specific receptors on immune cells, modulating immune responses and potentially offering protection against various diseases.
Used in Functional Foods:
2'-Fucosyllactose is used as an ingredient in functional foods for its health-promoting benefits. It can be incorporated into various food products, such as yogurt, infant formula, and dietary supplements, to enhance their nutritional value and support overall health.
Used in Cosmetics:
In the cosmetics industry, 2'-Fucosyllactose is used as an active ingredient for its potential skin health benefits. It may be included in skincare products to promote skin hydration, improve skin barrier function, and provide anti-inflammatory effects.
Used in Research and Development:
2'-Fucosyllactose is also used in research and development for studying its biological functions and potential applications in various fields, such as immunology, microbiology, and drug discovery. Its unique structure and properties make it an interesting target for the development of novel therapeutics and functional ingredients.

Synthetic route

phenylhydrazine hydrochloride (59-88-1) + 2’-fucosyllactose (41263-94-9) → O4-(O2-α-L-fucopyranosyl-β-D-galactopyranosyl)-D-arabino-[2]hexosulose-bis-phenylhydrazone (118927-68-7)

Conditions	Yield
With water; sodium acetate

acetic acid (64-19-7) + 2’-fucosyllactose (41263-94-9) → L-Fucose (2438-80-4) + D-(+)-lactose (63-42-3)

toluene-4-sulfonic acid hydrazide (1576-35-8) + 2’-fucosyllactose (41263-94-9) → O4-(O2-α-L-fucopyranosyl-β-D-galactopyranosyl)-D-glucose-(toluene-4-sulfonylhydrazone) (117472-06-7)

Conditions	Yield
With methanol; acetonitrile

2’-fucosyllactose (41263-94-9) → O2-α-L-Fucopyranosyl-D-talose (108646-31-7) + O2-α-L-Fucopyranosyl-D-galactose (24656-24-4)

Conditions	Yield
With sodium carbonate unter Stickstoff;
With sodium carbonate unter Stickstoff;

P'-[2-(acetylamino)-2-deoxy-α-D-galactopyranosyl] ester uridine 5'-(trihydrogen diphosphate), disodium salt (108320-87-2) + 2’-fucosyllactose (41263-94-9) → α-D-GalpNAc-(1->3)-<α-L-Fucp-(1->2)>-β-D-Galp-(1->4)-D-Glc

Conditions	Yield
With sodium azide; α-D-(1->3)-N-acetylgalactosaminyltransferase; sodium cacodylate buffer; ATP; manganese(ll) chloride; bovine serum albumin at 37℃; for 64h; incubation; pH=6;	4.64 mg

2’-fucosyllactose (41263-94-9) + aqueous sodium carbonate-solution + nitrogen → O2-α-L-Fucopyranosyl-D-talose (108646-31-7) + O2-α-L-Fucopyranosyl-D-galactose (24656-24-4)

hydrogenchloride (7647-01-0) + 2’-fucosyllactose (41263-94-9) → L-Fucose (2438-80-4) + D-(+)-lactose (63-42-3)

2’-fucosyllactose (41263-94-9) → O2-α-L-fucopyranosyl-D-galactose-(benzyl-phenyl-hydrazone) (122174-78-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous sodium carbonate-solution / unter Stickstoff View Scheme

Downstream Products

• 2438-80-4 L-Fucose 
• 63-42-3 D-(+)-lactose 
• 122174-78-1 O²-α-L-fucopyranosyl-D-galactose-(benzyl-phenyl-hydrazone) 
• 108646-31-7 O²-α-L-Fucopyranosyl-D-talose 
• 24656-24-4 O²-α-L-Fucopyranosyl-D-galactose 
• 117472-06-7 O⁴-(O²-α-L-fucopyranosyl-β-D-galactopyranosyl)-D-glucose-(toluene-4-sulfonylhydrazone) 
• 118927-68-7 O⁴-(O²-α-L-fucopyranosyl-β-D-galactopyranosyl)-D-arabino-[2]hexosulose-bis-phenylhydrazone