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Merck

D9050

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

≥93% (TLC)

Synonym(e):

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

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Über diesen Artikel

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

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InChI key

JINJZWSZQKHCIP-UFGQHTETSA-N

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

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

biological source

synthetic (organic)

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

Quality Level

300

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Dieser Artikel
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.

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000497606
0000497606
0000490660
0000490660
0000447144

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

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
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
E Schreiner et al.
Carbohydrate research, 216, 61-66 (1991-09-02)
2,3-Didehydro-2-deoxy-N-trifluoroacetylneuraminic acid (5-trifluoroacetyl-Neu2en) (3) has been synthesised from Neu5Ac2en (1) by hydrazinolysis, to give Neu2en (2), followed by N-trifluoroacetylation. 2,3-Didehydro-2,3-dideoxy-D-glycero-D-galacto-2-nonulopyranoson ic acid (Kdn2en, 8) and 5-azido-2,3-didehydro-2,3,5-trideoxy-D-glycero-D-galacto-2-nonu lopyranosonic acid (5-azido-5-deoxy-Kdn2en, 9) have been prepared from the acetylated methyl esters of Kdn
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
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
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