3'-Sialyllactose (sodium salt)

• CAT Number: R065305
• CAS Number: 128596-80-5
• Molecular Formula: C23H38NO19 • Na
• Molecular Weight: 655.5
• Purity: ≥95%
• Synonyms: 3′-N-Acetylneuraminyl-D-lactose
• Target: NF-κB
• Storage: -20°C
• InChI: InChI=1S/C23H39NO19.Na/c1-7(29)24-13-8(30)2-23(22(38)39,42-19(13)15(35)10(32)4-26)43-20-16(36)12(6-28)40-21(17(20)37)41-18(11(33)5-27)14(34)9(31)3-25;/h3,8-21,26-28,30-37H,2,4-6H2,1H3,(H,24,29)(H,38,39);/q;+1/p-1/t8-,9-,10+,11+,12+,13?,14+,15+,16-,17
• InChIKey: LTWFUJWFLMHANB-YZMHZYKKSA-M
• SMILES: O[C@@H]1[C@H](O[C@@]2(C([O-])=O)O[C@]([C@H](O)[C@H](O)CO)([H])C(NC(C)=O)[C@@H](O)C2)[C@@H](O)[C@H](O[C@@]([C@H](O)CO)([H])[C@H](O)[C@@H](O)C([H])=O)O[C@@H]1CO.[Na+]

3'-Sialyllactose consists of the monosaccharide N-acetylneuraminic acid linked to the galactosyl subunit of lactose at the 3 position. It is an abundant oligosaccharide in the milk of many mammals, including cows and humans, particularly postpartum. 3/'-Sialyllactose avidly binds several viral strains, including strains of influenza, HIV-1, reovirus, and polyomavirus. In some cases, binding of 3’-sialyllactose to viral proteins alters viral infectivity. 3/'-Sialyllactose also alters Helicobacter activity and impacts bacterial colonization of gut.

Reference

1.Duncan, P.I.,Raymond, F.,Fuerholz, A., et al. Sialic acid utilisation and synthesis in the neonatal rat revisited. PLoS One 4(12), 1-10 (2009).