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
Amgad Albohy et al.
Bioorganic & medicinal chemistry, 19(9), 2817-2822 (2011-04-15)
The viral neuraminidase enzyme is an established target for anti-influenza pharmaceuticals. However, viral neuraminidase inhibitors could have off-target effects due to interactions with native human neuraminidase enzymes. We report the activity of a series of known inhibitors of the influenza
Elena Isaeva et al.
The European journal of neuroscience, 32(11), 1889-1896 (2010-11-04)
Polysialic acids are widely distributed in neuronal tissue. Due to their position on glycoproteins and gangliosides on the outer cell membranes and anionic nature, polysialic acids are involved in multiple cell signaling events. The level of sialylation of the cellular
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D9050-5MG | 04061833590188 |
| D9050-10MG | 04061833590171 |
| D9050-25MG | 04061832389240 |