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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:
35890-39-2
Molecular Weight:
655.53
UNSPSC Code:
12352201
NACRES:
NA.25
Pricing and availability is not currently available.

biological source

bovine milk or colostrum

Quality Level

200

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

InChI

1S/C23H39NO19.Na/c1-6(27)24-11-7(28)2-23(22(37)38,43-19(11)12(30)8(29)3-25)39-5-10-18(15(33)16(34)20(36)40-10)42-21-17(35)14(32)13(31)9(4-26)41-21;/h7-21,25-26,28-36H,2-5H2,1H3,(H,24,27)(H,37,38);/q;+1/p-1/t7-,8+,9+,10+,11+,12+,13-,14-,15+,16+,17+,18+,19+

InChI key

FLXUDTRTHITHST-UHWLIUQISA-M

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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

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Certificates of Analysis (COA)

Lot/Batch Number
0000362291
0000309216
0000319015
0000362291
SLCN0360

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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
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
Yongkun Chen et al.
Science China. Life sciences, 61(7), 836-843 (2018-02-16)
Human influenza viruses preferentially bind to sialic acid-α2,6-galactose (SAα2,6Gal) receptors, which are predominant in human upper respiratory epithelia, whereas avian influenza viruses preferentially bind to SAα2,3Gal receptors. However, variants with amino acid substitutions around the receptor-binding sites of the hemagglutinin
Guinevere S M Kammeijer et al.
Scientific reports, 7(1), 3733-3733 (2017-06-18)
Sialylation is a glycosylation feature that occurs in different linkages at the non-reducing end of a glycan moiety, the linkage isomers are often differentially associated with various biological processes. Due to very similar physico-chemical properties, the separation of isomeric sialylated
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