D9050
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid
≥93% (TLC)
Synonym(s):
2,3-Dehydro-2-deoxy-N-acetylneuraminic acid
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About This Item
Empirical Formula (Hill Notation):
C11H17NO8
CAS Number:
Molecular Weight:
291.25
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
246-550-7
Beilstein/REAXYS Number:
8722455
MDL number:
biological source
synthetic (organic)
Quality Level
assay
≥93% (TLC)
form
powder
optical activity
[α]20/D 40.8 to 51.0 °, c = 0.66% (w/v) in water
color
white
solubility
H2O: soluble 50 mg/mL, clear, colorless
storage temp.
−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
InChI key
JINJZWSZQKHCIP-UFGQHTETSA-N
Application
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 Actions
Inhibitor of bacterial, viral and animal neuraminidase (sialidase).
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
Wen-Hsien Wen et al.
Bioorganic & medicinal chemistry, 18(11), 4074-4084 (2010-05-11)
Unlike the group-2 neuraminidase, the group-1 neuraminidase of influenza virus possesses a flexible loop (the 150-loop) and a cavity (the 150-cavity) adjacent to the active site, and renders a conformational change from the 'open' form to the 'closed' form on
Leonard M G Chavas et al.
Journal of medicinal chemistry, 53(7), 2998-3002 (2010-03-13)
With the global spread of the pandemic H1N1 and the ongoing pandemic potential of the H5N1 subtype, the influenza virus represents one of the most alarming viruses spreading worldwide. The influenza virus sialidase is an effective drug target, and a
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D9050-5MG | 04061833590188 |
| D9050-25MG | 04061832389240 |
| D9050-10MG | 04061833590171 |