Basic information Safety Supplier Related

6'-N-ACETYLNEURAMIN-LACTOSE SODIUM SALT

Basic information Safety Supplier Related

6'-N-ACETYLNEURAMIN-LACTOSE SODIUM SALT Basic information

Product Name:
6'-N-ACETYLNEURAMIN-LACTOSE SODIUM SALT
Synonyms:
  • 6'-Sialyllactose Sodium Salt (synthetic)
  • 6'-Sialyllactose Sodium Salt, from human milk
  • ALPHA-NEU5AC-[2->6]-BETA-D-GAL-[1->4]-D-GLC SODIUM SALT
  • 6'-N-ACETYLNEURAMIN-LACTOSE SODIUM SALT
  • 6'-N-ACETYLNEURAMINYL LACTOSE, SODIUM SALT
  • 6'-N-ACETYLNEURAMINYL LACTOSE, SODIUM SALT, HUMAN MILK
  • 6'-SL, SODIUM SALT
  • NEU5AC-ALPHA2,6GAL-BETA1,4GLC, NA
CAS:
157574-76-0
MF:
C23H40NNaO19
MW:
657.55
Mol File:
157574-76-0.mol
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6'-N-ACETYLNEURAMIN-LACTOSE SODIUM SALT Chemical Properties

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
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6'-N-ACETYLNEURAMIN-LACTOSE SODIUM SALT Usage And Synthesis

Description

6''-Sialyllactose consists of the monosaccharide N-acetylneuraminic acid linked to the galactosyl subunit of lactose at the 6 position. This connection is at the 3 position in the related compound, 3’-sialyllactose . Both are major milk oligosaccharides that avidly bind several viral strains, including strains of influenza, HIV-1, reovirus, and polyomavirus. 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.

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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