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Key Documents

A8681

Sigma-Aldrich

3′-Sialyllactose

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

Synonyme(s) :

α-NeuNAc-(2→3)-β-D-Gal-(1→4)-D-Glc, 3′-N-Acetylneuraminyl-D-lactose sodium salt, 3′-SL, 3′-Sialyl-D-lactose, NANA-Lactose

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About This Item

Formule empirique (notation de Hill):
C23H39NO19
Numéro CAS:
35890-38-1
Poids moléculaire :
633.55
Numéro Beilstein :
75357
Numéro MDL:
MFCD00166999
Code UNSPSC :
12352201
ID de substance PubChem :
24891358
Nomenclature NACRES :
NA.25

Source biologique

bovine milk or colostrum

Niveau de qualité

200

Pureté

≥97% (HPLC)

Forme

powder

Couleur

white

Solubilité

water: 20 mg/mL, clear, colorless

Traces de cations

Na: 3.1-4.7%

Température de stockage

−20°C

Chaîne SMILES 

[Na+].[H]C(=O)[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@]2(C[C@H](O)[C@@H](NC(C)=O)[C@@H](O2)[C@H](O)[C@H](O)CO)C([O-])=O)[C@H]1O)[C@H](O)CO

InChI

1S/C23H39NO19.Na/c1-7(29)24-13-8(30)2-23(22(38)39,42-19(13)15(35)10(32)4-26)43-20-16(36)12(6-28)40-21(17(20)37)41-18(11(33)5-27)14(34)9(31)3-25;/h3,8-21,26-28,30-37H,2,4-6H2,1H3,(H,24,29)(H,38,39);/q;+1/p-1/t8-,9-,10+,11+,12+,13+,14+,15+,16-,17+,18+,19+,20-,21-,23-;/m0./s1

Clé InChI

LTWFUJWFLMHANB-TZCPRLTCSA-M

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Catégories apparentées

Application

3′-Sialyllactose is a compound where in 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.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

S Swaminathan et al.
Nature structural biology, 7(8), 693-699 (2000-08-10)
Clostridium botulinum neurotoxins are among the most potent toxins to humans. The crystal structures of intact C. botulinum neurotoxin type B (BoNT/B) and its complex with sialyllactose, determined at 1. 8 and 2.6 A resolution, respectively, provide insight into its
Nuria Izquierdo-Useros et al.
PLoS biology, 10(4), e1001315-e1001315 (2012-05-01)
HIV-1 is internalized into mature dendritic cells (mDCs) via an as yet undefined mechanism with subsequent transfer of stored, infectious virus to CD4+ T lymphocytes. Thus, HIV-1 subverts a DC antigen capture mechanism to promote viral spread. Here, we show
J C Wilson et al.
Bioorganic & medicinal chemistry letters, 10(24), 2791-2794 (2001-01-02)
1H NMR spectroscopy has been used to investigate the transfer of sialic acid from sialic acid donor molecules to acceptor molecules using the trans-sialidase from Typanosoma cruzi. It is clearly demonstrated that NMR spectroscopy is an efficient and powerful means
Maarten H Wilbrink et al.
Journal of agricultural and food chemistry, 63(25), 5976-5984 (2015-06-06)
Decoration of prebiotic galacto-oligosaccharides (GOS) with sialic acid yields mixtures of GOS and sialylated GOS (Sia-GOS), novel products that are expected to have both prebiotic and antiadhesive functionalities. The recombinantly produced trans-sialidase enzyme from Trypanosoma cruzi (TcTS), an enzyme with
J V Mysore et al.
Gastroenterology, 117(6), 1316-1325 (1999-12-02)
Helicobacter pylori can be eradicated by administration of antimicrobials, but resistant strains have emerged, and there is a need for novel therapeutic approaches against this infection. This study aimed to determine the safety and efficacy of 3'-sialyllactose sodium salt (3'SL)
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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.

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.

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.

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