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Merck
CN

A8556

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:
157574-76-0
Molecular Weight:
655.53
UNSPSC Code:
12352201
NACRES:
NA.25

Key Documents

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Product Name

6′-Sialyllactose sodium salt, from bovine milk or colostrum, ≥97% (HPLC)

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

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

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

Quality Level

200

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000467929
0000467929
0000464252
0000464241
0000464252

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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
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
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
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Articles

Review of O-Linked Glycoproteins

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.

O-连接糖蛋白回顾

O-连接糖蛋白通常是分子量>200kDa的大蛋白。糖基化通常发生在高密度簇上，并可占总量的50-80%。

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