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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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5 MG

CZK 4,200.00

10 MG

CZK 7,190.00

25 MG

CZK 14,300.00

CZK 4,200.00

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About This Item

Empirical Formula (Hill Notation):
C11H17NO8
CAS Number:
24967-27-9
Molecular Weight:
291.25
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24894248
EC Number:
246-550-7
Beilstein/REAXYS Number:
8722455
MDL number:
MFCD00135810

Key Documents

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biological source

synthetic (organic)

Quality Level

300

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

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This Item
110138D1133T2144
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid ≥93% (TLC)

Sigma-Aldrich

D9050

N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid

N-Acetylneuraminic Acid, Synthetic A component of mucoproteins, mucopolysaccharides, and mucolipids.

Millipore

110138

N-Acetylneuraminic Acid, Synthetic

Diethylenetriaminepentaacetic acid ≥98% (titration)

Sigma-Aldrich

D1133

Diethylenetriaminepentaacetic acid

N,N′,N′′-Triacetylchitotriose ≥93% (HPLC)

Sigma-Aldrich

T2144

N,N′,N′′-Triacetylchitotriose

biological source

synthetic (organic)

biological source

-

biological source

synthetic (organic)

biological source

-

assay

≥93% (TLC)

assay

≥98% (HPLC)

assay

≥98% (titration)

assay

≥93% (HPLC)

Quality Level

300

Quality Level

100

Quality Level

300

Quality Level

200

solubility

H2O: soluble 50 mg/mL, clear, colorless

solubility

water: ≥10 mg/mL

solubility

1 M HCl: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

form

powder

form

solid

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

room temp

storage temp.

−20°C

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. [1][2]

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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Certificates of Analysis (COA)

Lot/Batch Number
0000497606
0000497606
0000490660
0000490660
0000447144

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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
Sankar Mohan et al.
Journal of medicinal chemistry, 53(20), 7377-7391 (2010-09-30)
We report here the exploitation of the 150-cavity in the active sites of group-1 neuraminidases for the design of new triazole-containing carbocycles related to oseltamivir. Inhibition studies with virus-like particles (VLPs) containing the influenza virus neuraminidase-1 (N1) activity indicate that
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
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
Satoshi Uchiyama et al.
The Journal of experimental medicine, 206(9), 1845-1852 (2009-08-19)
In humans, Streptococcus pneumoniae (SPN) is the leading cause of bacterial meningitis, a disease with high attributable mortality and frequent permanent neurological sequelae. The molecular mechanisms underlying the central nervous system tropism of SPN are incompletely understood, but include a
View All Related Papers

Global Trade Item Number

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

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