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D9050

Sigma-Aldrich

N-Acetyl-2,3-Dehydro-2-Desoxyneuraminsäure

≥93% (TLC)

Synonym(e):

2,3-Dehydro-2-deoxy-N-acetylneuraminsäure

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About This Item

Empirische Formel (Hill-System):
C11H17NO8
CAS-Nummer:
24967-27-9
Molekulargewicht:
291.25
Beilstein:
8722455
EG-Nummer:
246-550-7
MDL-Nummer:
MFCD00135810
UNSPSC-Code:
12352201
PubChem Substanz-ID:
24894248
NACRES:
NA.25

Biologische Quelle

synthetic (organic)

Assay

≥93% (TLC)

Form

powder

Optische Aktivität

[α]20/D 40.8 to 51.0 °, c = 0.66% (w/v) in water

Farbe

white

Löslichkeit

H2O: soluble 50 mg/mL, clear, colorless

Lagertemp.

−20°C

SMILES String

CC(=O)N[C@@H]1[C@@H](O)C=C(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O

InChI

1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1

InChIKey

JINJZWSZQKHCIP-UFGQHTETSA-N

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Anwendung

N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid (NADNA), a specific endogenous neuraminidase (NEU) inhibitor, may be used to study the roles of endogenous neuraminidase in the development and function of neural processes and pathways as well as other processes that depend upon sialylation-desialylation cycles.

Biochem./physiol. Wirkung

Inhibitor of bacterial, viral and animal neuraminidase (sialidase).

Sonstige Hinweise

To gain a comprehensive understanding of our extensive range of Monosaccharides 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)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sadagopan Magesh et al.
Bioorganic & medicinal chemistry, 17(13), 4595-4603 (2009-05-20)
Recent advances in the sialidase biology have clarified the role of human sialidases (NEU 1 to NEU4) in the development of various disease states such as cancer, diabetes and arteriosclerosis. Isoform selective human sialidase inhibitors could be a therapeutic tool
Keiko Hata et al.
Antimicrobial agents and chemotherapy, 52(10), 3484-3491 (2008-08-13)
Oseltamivir (Tamiflu) and zanamivir (Relenza), two extensively used clinically effective anti-influenza drugs, are viral sialidase (also known as neuraminidase) inhibitors that prevent the release of progeny virions and thereby limit the spread of infection. Recently mortalities and neuropsychiatric events have
Thomas Haselhorst et al.
Glycobiology, 17(1), 68-81 (2006-09-16)
The VP8* subunit of rotavirus spike protein VP4 contains a sialic acid (Sia)-binding domain important for host cell attachment and infection. In this study, the binding epitope of the N-acetylneuraminic acid (Neu5Ac) derivatives has been characterized by saturation transfer difference
Hisaaki Aoki et al.
Pediatrics international : official journal of the Japan Pediatric Society, 55(6), e143-e145 (2013-12-18)
Hemolytic uremic syndrome (HUS) in children is usually caused by Shiga-like toxin-producing Escherichia coli, but approximately 5% of cases are caused by invasive pneumococcal infection (P-HUS). Reported herein is the case of a 9-month-old HUS patient with pneumococcal meningitis who
Santosh Rudrawar et al.
Organic & biomolecular chemistry, 10(43), 8628-8639 (2012-09-15)
Novel 3-C-alkylated-Neu5Ac2en derivatives have been designed to target the expanded active site cavity of influenza virus sialidases with an open 150-loop, currently seen in X-ray crystal structures of influenza A virus group-1 (N1, N4, N5, N8), but not group-2 (N2
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