Structure via PubChem · Public domain (PubChem)
2'-fucosyllactose (open form)
Sign in to save2′-Fucosyllactose (2′-FL) is a fucosylated neutral trisaccharide composed of L-fucose, D-galactose, and D-glucose units. It is the most prevalent human milk oligosaccharide (HMO) naturally present in human breast milk, making up about 30% of all of HMOs. It was first discovered in the 1950s in human milk. The oligosaccharide's primary isolation technique has been in use since 1972.
Chemical data
- Formula
- C18H32O15
- Molecular weight
- 488.4 g/mol
- IUPAC name
- (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
- SMILES
- C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@H]([C@@H](CO)O)[C@@H]([C@H](C=O)O)O)CO)O)O)O)O)O
- InChIKey
- HWHQUWQCBPAQQH-BWRPKUOHSA-N
- XLogP
- -6.1
- Polar surface area
- 256 Ų
- H-bond donors
- 10
- H-bond acceptors
- 15
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- human milk oligosaccharide
- Mass
- 488.174
Show 3 more facts
- chemical formula
- C₁₈H₃₂O₁₅
- isomeric SMILES
- C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@H]([C@@H](CO)O)[C@@H]([C@H](C=O)O)O)CO)O)O)O)O)O
- canonical SMILES
- CC1C(C(C(C(O1)OC2C(C(C(OC2OC(C(CO)O)C(C(C=O)O)O)CO)O)O)O)O)O
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Structure
- Production
- Metabolism
- Uses
- References
{{Chembox | Name = 2′-Fucosyllactose | ImageFile = 2'-Fucosyllactose.svg | ImageSize = 250px | ImageAlt = | ImageName = | IUPACName = α-L-Fucopyranosyl-(1→2)-β-D-galactopyranosyl-(1→4)-D-glucose | SystematicName = (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]oxy}oxan-2-yl]oxy}-2,3,5,6-tetrahydroxyhexanal | OtherNames =2′-FL |Section1= |Section2= |Section3= |Section4= |Section7= |Section8= }}
2′-Fucosyllactose (2′-FL) is a fucosylated neutral trisaccharide composed of L-fucose, D-galactose, and D-glucose units. It is the most prevalent human milk oligosaccharide (HMO) naturally present in human breast milk, making up about 30% of all of HMOs. It was first discovered in the 1950s in human milk. The oligosaccharide's primary isolation technique has been in use since 1972.
Excerpted from Wikipedia’s “2'-fucosyllactose (open form)” article, available under the CC BY-SA 4.0 licence.