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Merck

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:
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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
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
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



Global Trade Item Number

SKUGTIN
D9050-5MG04061833590188
D9050-25MG04061832389240
D9050-10MG04061833590171