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CAS 126151-66-4

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3′-Sialyllactosamine

Description:
3′-Sialyllactosamine, also known as 3′-SL, is a glycan that belongs to the family of sialylated oligosaccharides. It is composed of a lactosamine core structure with a sialic acid residue attached at the 3′ position of the galactose unit. This compound is characterized by its role in various biological processes, including cell-cell recognition, signaling, and immune response modulation. The presence of the sialic acid moiety imparts a negative charge, influencing its interactions with proteins and other biomolecules. 3′-Sialyllactosamine is often found in glycoproteins and glycolipids and is significant in the context of cellular adhesion and pathogen recognition. Its structural features contribute to its biological functions, making it a subject of interest in glycobiology and therapeutic research. Additionally, it can be involved in the modulation of inflammation and has implications in cancer biology, as altered sialylation patterns are often associated with tumor progression.
Formula:C23H40N2O18
InChI:InChI=1/C23H40N2O18/c1-7(30)25-13-9(31)2-23(22(38)39,42-19(13)15(35)10(32)4-27)43-20-16(36)12(6-29)40-21(17(20)37)41-18(11(33)5-28)14(34)8(24)3-26/h3,8-21,27-29,31-37H,2,4-6,24H2,1H3,(H,25,30)(H,38,39)/t8-,9-,10+,11+,12+,13+,14+,15+,16-,17+,18+,19+,20-,21-,23-/m0/s1
InChI key:InChIKey=MKNNYTWMAUAKMA-FHHHURIISA-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]([C@H](C=O)N)O)[C@@H](CO)O)O[C@H](CO)[C@@H]2O
Synonyms:
  • 3-Sialyllactosamine
  • 5-(acetylamino)-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranonosyl-(2->3)-beta-D-galactopyranosyl-(1->4)-2-amino-2-deoxy-D-glucose
  • <span class="text-smallcaps">D</smallcap>-Glucose, O-(N-acetyl-α-neuraminosyl)-(2→3)-O-β-<smallcap>D</span>-galactopyranosyl-(1→4)-2-amino-2-deoxy-
  • O-(N-Acetyl-α-neuraminosyl)-(2→3)-O-β-<span class="text-smallcaps">D</smallcap>-galactopyranosyl-(1→4)-2-amino-2-deoxy-<smallcap>D</span>-glucose
  • O-(N-Acetyl-α-neuraminosyl)-(2→3)-O-β-D-galactopyranosyl-(1→4)-2-amino-2-deoxy-D-glucose
  • D-Glucose, O-(N-acetyl-α-neuraminosyl)-(2→3)-O-β-D-galactopyranosyl-(1→4)-2-amino-2-deoxy-
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