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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)

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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
Thomas Haselhorst et al.
Glycobiology, 17(1), 68-81 (2006-09-16)
The VP8* subunit of rotavirus spike protein VP4 contains a sialic acid (Sia)-binding domain important for host cell attachment and infection. In this study, the binding epitope of the N-acetylneuraminic acid (Neu5Ac) derivatives has been characterized by saturation transfer difference
Keiko Hata et al.
Antimicrobial agents and chemotherapy, 52(10), 3484-3491 (2008-08-13)
Oseltamivir (Tamiflu) and zanamivir (Relenza), two extensively used clinically effective anti-influenza drugs, are viral sialidase (also known as neuraminidase) inhibitors that prevent the release of progeny virions and thereby limit the spread of infection. Recently mortalities and neuropsychiatric events have
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

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