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Merck
CN

D9050

N-乙酰基-2,3-脱氢-2-脱氧神经氨酸

≥93% (TLC)

别名:

2,3-脱氢-2-脱氧-N-乙酰神经氨酸

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关于此项目

经验公式(希尔记法):
C11H17NO8
化学文摘社编号:
分子量:
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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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

Application

N-乙酰基-2,3-脱氢-2-脱氧神经氨酸(NADNA),一种特异性内源性神经氨酸酶(NEU)抑制剂,可用于研究内源性神经氨酸酶在发育中的作用,在神经过程和通路中的功能,以及其他依赖唾液酸化-脱唾液酸化循环的过程。

Biochem/physiol Actions

细菌、病毒和动物神经氨酸酶(唾液酸酶)的抑制剂。

Other Notes

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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
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
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

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