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A3307 Sigma-Aldrich

Sialyllactose sodium salt

~80% (HPAE/PAD), lyophilized powder, from bovine colostrum

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

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Properties

Related Categories Glycan Component Classes, Glycobiology, Molecular Biology, O-Glycans, O-Linked Sialylated Glycans,
biological source   bovine colostrum
assay   ~80% (HPAE/PAD)
form   lyophilized powder
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

Description

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

O-Glycans

O-Linked Neutral Glycans O-Linked Sialylated Glycans Blood Group Antigens Lewis and Cell Adhesion Glycans α-Gal-(1→3)-Gal Antigens
Glycobiology Analysis Manual, 2nd Edition
Keywords: Adhesion, Catalysis, Coagulation, Degradations, Environmental, Events, Gene expression, Glycosylations, Inflammation, Ligands, O-linked glycosylation, Phosphorylations, Sequences, Transcription, Type

Protocols

Enzymatic Assay of Neuraminidase

2.1. This procedure applies to products that have a specification for neuraminidase content by enzymatic determination.

Peer-Reviewed Papers
15

References

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