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Merck

A8681

Sigma-Aldrich

N-Acetylneuraminosyl-D-lactose

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

Synonym(e):

3′-Sialyl-D-lactose, NANA-Lactose

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About This Item

Empirische Formel (Hill-System):
C23H39NO19
CAS-Nummer:
Molekulargewicht:
633.55
Beilstein:
75357
MDL-Nummer:
UNSPSC-Code:
12352201
PubChem Substanz-ID:
NACRES:
NA.25

Biologische Quelle

bovine milk or colostrum

Qualitätsniveau

Assay

≥97% (HPLC)

Form

powder

Farbe

white

Löslichkeit

water: 20 mg/mL, clear, colorless

Kationenspuren

Na: 3.1-4.7%

Lagertemp.

−20°C

SMILES String

[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

InChIKey

LTWFUJWFLMHANB-TZCPRLTCSA-M

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Anwendung

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.

Sonstige Hinweise

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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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
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
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
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)
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

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