CAS 122560-33-2

3′-Sialyl-3-fucosyllactose

Description:

3′-Sialyl-3-fucosyllactose is a complex carbohydrate, specifically a glycan, that plays a significant role in biological processes, particularly in cell-cell interactions and immune responses. This compound is characterized by the presence of sialic acid, fucose, and lactose moieties, which contribute to its structural diversity and functional properties. The sialic acid component imparts a negative charge, influencing the molecule's solubility and interaction with proteins, while fucose can enhance stability and resistance to enzymatic degradation. 3′-Sialyl-3-fucosyllactose is often found in human milk and is associated with various health benefits, including promoting beneficial gut microbiota and modulating immune responses. Its presence in biological fluids can also serve as a marker for certain physiological and pathological conditions. The compound is of interest in biochemistry and pharmaceutical research, particularly in the development of therapeutics and functional foods. Overall, 3′-Sialyl-3-fucosyllactose exemplifies the complexity and importance of glycans in biological systems.

Formula: C₂₉H₄₉NO₂₃

InChI: InChI=1S/C29H49NO23/c1-8-16(40)19(43)20(44)26(48-8)50-22(12(38)5-32)23(13(39)6-33)51-27-21(45)25(18(42)14(7-34)49-27)53-29(28(46)47)3-10(36)15(30-9(2)35)24(52-29)17(41)11(37)4-31/h5,8,10-27,31,33-34,36-45H,3-4,6-7H2,1-2H3,(H,30,35)(H,46,47)/t8-,10-,11+,12-,13+,14+,15+,16+,17+,18-,19+,20-,21+,22+,23+,24+,25-,26-,27-,29-/m0/s1

InChI key: InChIKey=FNCPZGGSTQEGGK-DRSOAOOLSA-N

SMILES: O([C@@]1(C(O)=O)O[C@@]([C@@H]([C@@H](CO)O)O)([C@H](NC(C)=O)[C@@H](O)C1)[H])[C@@H]2[C@@H](O)[C@H](O[C@@H]([C@H](O[C@H]3[C@@H](O)[C@H](O)[C@H](O)[C@H](C)O3)[C@H](C=O)O)[C@@H](CO)O)O[C@H](CO)[C@@H]2O

Synonyms:

• 3-Fucosyl-3′-sialyl lactose
• 3-N-Acetylneuraminyl-3-fucosyllactose, Sodium Salt
• 3′-Sialyl-3-fucosyllactose
• 5-(Acetylamino)-3,5-Dideoxynon-2-Ulopyranonosyl-(2->3)Hexopyranosyl-(1->4)-[6-Deoxyhexopyranosyl-(1->3)]Hexose
• <span class="text-smallcaps">D</smallcap>-Glucose, O-(N-acetyl-α-neuraminosyl)-(2→3)-O-β-<smallcap>D</smallcap>-galactopyranosyl-(1→4)-O-[6-deoxy-α-<smallcap>L</span>-galactopyranosyl-(1→3)]-
• O-(N-Acetyl-α-neuraminosyl)-(2→3)-O-β-<span class="text-smallcaps">D</smallcap>-galactopyranosyl-(1→4)-O-[6-deoxy-α-<smallcap>L</smallcap>-galactopyranosyl-(1→3)]-<smallcap>D</span>-glucose
• O-(N-Acetyl-α-neuraminosyl)-(2→3)-O-β-D-galactopyranosyl-(1→4)-O-[6-deoxy-α-L-galactopyranosyl-(1→3)]-D-glucose
• D-Glucose, O-(N-acetyl-α-neuraminosyl)-(2→3)-O-β-D-galactopyranosyl-(1→4)-O-[6-deoxy-α-L-galactopyranosyl-(1→3)]-

3'-Sialyl-3-fucosyllactose

CAS: 122560-33-2

Sialyl-3-fucosyllactose is a monosaccharide that is a component of the sialyl-Lewisx oligosaccharide. The il-2 receptor binds to this oligosaccharide, which is involved in energy efficiency. 3'-Sialyl-3-fucosyllactose has been linked to cancer resistance and gene product production. It has also been found to be an important dietary nutrient for animals and humans. 3'-Sialyl-3-fucosyllactose plays an important role in the growth of cells, especially those that have been damaged or are undergoing apoptosis. It also has neurotrophic effects, which are beneficial for the development of neurons and brain function. Body mass index (BMI) is also known to be related to 3'-sialyl-3-fucosyllactose levels in plasma.

Formula: C₂₉H₄₉NO₂₃

Purity: (%) Min. 90%

Color and Shape: White Off-White Powder

Molecular weight: 779.71 g/mol

Ref: 3D-OS01065