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3′-Sialyllactose_Molecular_structure_CAS_35890-38-1)
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3′-Sialyllactose

Catalog No. A8681 Name Sigma Aldrich
CAS Number 35890-38-1 Website http://www.sigmaaldrich.com
M. F. C23H38NNaO19 Telephone 1-800-521-8956
M. W. 655.53289 Fax
Purity ≥97% (HPLC) Email
Storage Chembase ID: 131838

SYNONYMS

IUPAC name
sodium (2S,4S,5R,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
IUPAC Traditional name
sodium (2S,4S,5R,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
Synonyms
3′-N-Acetylneuraminyl-D-lactose sodium salt
3′-SL
NANA-Lactose
α-NeuNAc-(2→3)-β-D-Gal-(1→4)-D-Glc
3′-Sialyl-D-lactose

DATABASE IDS

Beilstein Number 75357
PubChem SID 24891358
MDL Number MFCD00166999
CAS Number 35890-38-1

PROPERTIES

Biological Source from bovine milk or colostrum
Purity ≥97% (HPLC)
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (English)
Application
3′-Sialyllactose is a compound where in the acetylneuraminyl (NANA) unit is connected to the galactosyl unit of lactose at the 3 position. In 6’-sialylactose, this connection is at the 6 position. 3′-Sialyllactose and 6′-Sialyllactose are used to differentiate and characterize binding domains of viruses, such as influenza and rhinitis viruses, that recognize NANA capped cell surface receptors. 3′-Sialyllactose and 6’-sialylactose are used as reference compounds in analytical methods developed to measure their presence in materials such as milk and colostrums.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A8681.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES