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Key Documents

A8556

Sigma-Aldrich

6′-Sialyllactose sodium salt

from bovine milk or colostrum, ≥97% (HPLC)

Synonym(s):

α-NeuNAc-(2→6)-β-D-Gal-(1→4)-D-Glc, 6′-N-Acetylneuraminyl-lactose sodium salt, 6′-SL

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About This Item

Linear Formula:
C23H38NO19Na
CAS Number:
Molecular Weight:
655.53
UNSPSC Code:
12352201
NACRES:
NA.25

biological source

bovine milk or colostrum

Assay

≥97% (HPLC)

form

powder

impurities

≤1% free N-Acetyl Neuraminic Acid
≤11% water (Karl Fischer)

color

white to off-white

solubility

water: 20 mg/mL, clear, colorless

cation traces

Na: 2.6-4.5% (anhydrous)

storage temp.

−20°C

SMILES string

[Na+].[H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)C([O-])=O)[C@H](O)[C@H](O)CO

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Application

6′-Sialyllactose is a compound wherein the acetylneuraminyl (NANA) unit is connected to the galactosyl unit of lactose at the 6 position. In 3′-sialylactose, this connection is at the 3 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

To gain a comprehensive understanding of our extensive range of Oligosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Maria Elena Ortiz-Soto et al.
PloS one, 11(5), e0155410-e0155410 (2016-05-12)
Sialyltransferases (STs) are disulfide-containing, type II transmembrane glycoproteins that catalyze the transfer of sialic acid to proteins and lipids and participate in the synthesis of the core structure oligosaccharides of human milk. Sialic acids are found at the outermost position
Rit Bahadur Gurung et al.
Regulatory toxicology and pharmacology : RTP, 95, 182-189 (2018-03-21)
We performed a series of toxicity studies on the safety of 6'-sialyllactose (6'-SL) sodium salt as a food ingredient. 6'-SL sodium salt, up to a maximum dose of 5000 μg/plate, did not increase the number of revertant colonies in five
Ousman Jobe et al.
Journal of leukocyte biology, 99(6), 1089-1106 (2015-12-17)
Monocytes and monocyte-derived macrophages express relatively low levels of CD4. Despite this, macrophages can be effectively infected with human immunodeficiency virus type 1. Macrophages have a critical role in human immunodeficiency virus type 1 transmission; however, the mechanism or mechanisms
Shuang-Xi Chen et al.
Neural regeneration research, 15(6), 1058-1065 (2019-12-12)
Oxidative stress contributes to the pathogenesis of neurodegenerative diseases. With the aim to find reagents that reduce oxidative stress, a phage display library was screened for peptides mimicking α2,6-sialyllactose (6'-SL), which is known to beneficially influence neural functions. Using Sambucus
Randall C Robinson et al.
PloS one, 13(4), e0196513-e0196513 (2018-04-27)
Milk oligosaccharides (OS) are a key factor that influences the infant gut microbial composition, and their importance in promoting healthy infant development and disease prevention is becoming increasingly apparent. Investigating the structures, properties, and sources of these compounds requires a

Articles

O-Linked glycoproteins are usually large proteins with a molecular mass of >200 kDa. Glycosylation generally occurs in high-density clusters and may represent as much as 50-80% of the overall mass.

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