| Identification | Back Directory | [Name]
6'-N-ACETYLNEURAMIN-LACTOSE SODIUM SALT | [CAS]
157574-76-0 | [Synonyms]
6'-SL, SODIUM SALT
6'-SIALYLLACTOSE SODIUM SALT
6'-Sialyllactose Sodium Salt >
NEU5AC-ALPHA2,6GAL-BETA1,4GLC, NA
6'-N-ACETYLNEURAMIN-LACTOSE SODIUM SALT
6'-Sialyllactose Sodium Salt (synthetic)
6'-N-ACETYLNEURAMINYL LACTOSE, SODIUM SALT
6'-Sialyllactose Sodium Salt, from human milk
Neu5Ac alpha(2-6)Gal beta(1-4)Glc Sodium Salt
6'-N-ACETYLNEURAMINYL LACTOSE, SODIUM SALT, HUMAN MILK
ALPHA-NEU5AC-[2->6]-BETA-D-GAL-[1->4]-D-GLC SODIUM SALT
5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]-2-[[3,4,5-trihydroxy-6-[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-2-yl]methoxy]oxane-2-carboxylate
N-[6-carboxy-4-hydroxy-2-[(1R,2R)-1,2,3-trihydroxypropyl]-6-[[3,4,5-trihydroxy-6-[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl]ethanimidate
(2R,4S,5R,6R)-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]-2-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-2-yl]methoxy]oxane-2-carboxylate
N-[(2R,3R,4S,6R)-6-carboxy-4-hydroxy-2-[(1R,2R)-1,2,3-trihydroxypropyl]-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl]ethanimidate | [Molecular Formula]
C23H38NNaO19 | [MDL Number]
MFCD00466953 | [MOL File]
157574-76-0.mol | [Molecular Weight]
655.53 |
| Chemical Properties | Back Directory | [Melting point ]
177-179°C | [storage temp. ]
Hygroscopic, -20°C Freezer, Under inert atmosphere | [solubility ]
DMSO (Slightly, Heated), Methanol (Slightly), Water (Sparingly) | [form ]
Solid | [color ]
White to Off-White | [Stability:]
Hygroscopic | [InChIKey]
WNDREJAZQDPQFB-LTDHETQONA-N |
| Hazard Information | Back Directory | [Description]
6''-Sialyllactose consists of the monosaccharide N-acetylneuraminic acid (Item No. 16091) linked to the galactosyl subunit of lactose at the 6 position. This connection is at the 3 position in the related compound, 3’-sialyllactose (Item No. 16617). Both are major milk oligosaccharides that avidly bind several viral strains, including strains of influenza, HIV-1, reovirus, and polyomavirus.1,2,3,4,5,6 These compounds can be used to differentiate and characterize the binding domains of viruses that recognize N-acetylneuraminic acid-capped cell surface receptors. They are also used as analytical reference standards for quantification in samples such as milk or colostrum. | [Uses]
6''-Sialyllactose binds several viral strains, including strains of influenza, HIV-1, reovirus, and polyomavirus. | [storage]
Store at -20°C | [References]
[1] PETER I DUNCAN. Sialic acid utilisation and synthesis in the neonatal rat revisited.[J]. PLoS ONE, 2009, 4 12: e8241. DOI: 10.1371/journal.pone.0008241
[2] NORBERT SPRENGER Peter I D. Sialic Acid Utilization[J]. Advances in Nutrition, 2012, 3 3: Pages 392S-397S. DOI: 10.3945/an.111.001479
[3] JASON A. ISKARPATYOTI . Serotype-specific differences in inhibition of reovirus infectivity by human-milk glycans are determined by viral attachment protein σ1[J]. Virology, 2012, 433 2: Pages 489-497. DOI: 10.1016/j.virol.2012.08.036
[4] URSULA NEU. Structures of B-lymphotropic polyomavirus VP1 in complex with oligosaccharide ligands.[J]. PLoS Pathogens, 2013: e1003714. DOI: 10.1371/journal.ppat.1003714
[5] ANDREW ROSA BORGES . Multivalent dendrimeric compounds containing carbohydrates expressed on immune cells inhibit infection by primary isolates of HIV-1[J]. Virology, 2010, 408 1: Pages 80-88. DOI: 10.1016/j.virol.2010.09.004
[6] WENXIN WU Gillian M A. Binding of influenza viruses to sialic acids: reassortant viruses with A/NWS/33 hemagglutinin bind to α2,8-linked sialic acid[J]. Virology, 2004, 325 2: Pages 340-350. DOI: 10.1016/j.virol.2004.05.013 |
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