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A0828

Sigma-Aldrich

Sialyllactose sodium salt

from human milk, ≥97% (HPAE/PAD)

Synonym(s):

α-NeuNAc-(2→3)- and -(2→6)-β-D-Gal-(1→4)-D-Glc, N-Acetylneuraminyl-lactose, Neuramin-lactose

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About This Item

Empirical Formula (Hill Notation):
C23H38NO19Na
CAS Number:
37449-93-7
Molecular Weight:
655.53
UNSPSC Code:
12352201
PubChem Substance ID:
24890459

biological source

human milk

assay

≥97% (HPAE/PAD)

storage temp.

−20°C

SMILES string

[Na+].[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.[H][C@]4(O[C@](C[C@H](O)[C@H]4NC(C)=O)(O[C@@H]5[C@@H](O)C(O)O[C@H](CO)[C@H]5O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)C([O-])=O)[C@H](O)[C@H](O)CO

InChI

1S/2C23H39NO19.2Na/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;1-6(28)24-11-7(29)2-23(22(37)38,42-18(11)12(31)8(30)3-25)43-19-16(35)20(36)39-10(5-27)17(19)41-21-15(34)14(33)13(32)9(4-26)40-21;;/h7-21,25-26,28-36H,2-5H2,1H3,(H,24,27)(H,37,38);7-21,25-27,29-36H,2-5H2,1H3,(H,24,28)(H,37,38);;/q;;2*+1/p-2/t7-,8+,9+,10+,11+,12+,13-,14-,15+,16+,17+,18+,19+,20?,21-,23-;7-,8+,9+,10+,11+,12+,13-,14-,15+,16+,17+,18+,19+,20?,21-,23+;;/m00../s1

InChI key

CFDGOUWSZLIXEU-IAQYHCRJSA-L

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Application

3′-Sialyllactose is a compound wherein 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

Mixture of (2→6′) and (2→3′) isomers.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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