N-乙酰-2,3-二脱氢-2-脱氧神经氨酸

N-乙酰-2,3-二脱氢-2-脱氧神经氨酸用途

N-乙酰-2,3-脱氢-2-脱氧神经氨酸(Neu5Ac2en)是一种有效的神经氨酸酶(唾液酸酶)抑制剂。N-乙酰-2,3-脱氢-2-脱氧神经氨酸对人神经氨酸酶具有抑制活性,NEU1、NEU2、NEU3和NEU4的IC50分别为143、43、61和74μM。抗流感病毒活性[1][2]。

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N-乙酰-2,3-二脱氢-2-脱氧神经氨酸名称

[ CAS 号 ]:
24967-27-9

[ 中文名 ]:
N-乙酰-2,3-二脱氢-2-脱氧神经氨酸

[ 英文名 ]:
N-acetyl-2,3-didehydro-2-deoxyneuraminic acid

[中文别名 ]:

[英文别名 ]:

2,3,4-TRIMETHYL-3-PENTANOL
N-acetyl-2,3-didehydro-2-deoxyneuraminic acid
1,3-DEHYDRO-2-DEOXY-N-ACETYLNEURAMINIC ACID
2,3-DEHYDRO-2-DEOXY-N-ACETYLNEURAMINIC ACID
2,3-Dehydro-2-deoxy-N-acetylneuraminic AcidDANA
MFCD00057470
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid
2,3-didehydro-2-deoxy-N-acetylneuraminic acid
2-deoxy-2,3-dehydro-n-acetylneuraminicacid
EINECS 246-550-7

N-乙酰-2,3-二脱氢-2-脱氧神经氨酸生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 抗感染 >> 流感病毒

研究领域 >> 感染

[体外研究]

N-乙酰-2,3-脱氢-2-脱氧神经氨酸(Neu5Ac2en)(10-100μM)显著抑制INS-1D细胞中的唾液酸酶活性[4]。

[体内研究]

N-乙酰-2,3-脱氢-2-脱氧神经氨酸(Neu5Ac2en)(10 mg/kg；i、 p。；每日)在小鼠模型中减轻肺纤维化[3]。动物模型：小鼠(肺纤维化小鼠模型)[3]剂量：10 mg/kg给药：腹腔注射。；每日(从博莱霉素后第10天开始,然后在第21天安乐死)结果：从博莱霉素后第10天开始抑制唾液酸酶可减轻纤维化。

[参考文献]

[1]. Magesh S, et al. Design, synthesis, and biological evaluation of human sialidase inhibitors. Part 1: selective inhibitors of lysosomal sialidase (NEU1). Bioorg Med Chem Lett. 2008;18(2):532-537.

[2]. Xiao A, et al. Sialidase-catalyzed one-pot multienzyme (OPME) synthesis of sialidase transition-state analogue inhibitors. ACS Catal. 2018;8(1):43-47.

[3]. Karhadkar TR, et al. Sialidase inhibitors attenuate pulmonary fibrosis in a mouse model. Sci Rep. 2017;7(1):15069. Published 2017 Nov 8.

[4]. Minami A, et al. The sialidase inhibitor 2,3-dehydro-2-deoxy-N-acetylneuraminic acid is a glucose-dependent potentiator of insulin secretion. Sci Rep. 2020;10(1):5198. Published 2020 Mar 23.

N-乙酰-2,3-二脱氢-2-脱氧神经氨酸物理化学性质

[ 密度 ]:
1.58g/cm3

[ 沸点 ]:
773.4ºC at 760 mmHg

[ 熔点 ]:
227-228ºC

[ 分子式 ]:
C₁₁H₁₇NO₈

[ 分子量 ]:
291.25500

[ 闪点 ]:
421.6ºC

[ 精确质量 ]:
291.09500

[ PSA ]:
156.55000

[ 外观性状 ]:
固体;White to Almost white powder to crystal

[ 蒸汽压 ]:
1.27E-27mmHg at 25°C

[ 折射率 ]:
1.612

[ 储存条件 ]:
<0°C;避免加热

N-乙酰-2,3-二脱氢-2-脱氧神经氨酸MSDS

详细MSDS(安全技术说明书)

N-乙酰-2,3-二脱氢-2-脱氧神经氨酸安全信息

[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 安全声明 (欧洲) ]:
22-24/25

[ 危险品运输编码 ]:
NONH for all modes of transport

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N-乙酰-2,3-二脱氢-2-脱氧神经氨酸文献

Chemistry, metabolism, and biological functions of sialic acids.

Adv. Carbohydr. Chem. Biochem. 40 , 131, (1982)

Identification of selective inhibitors for human neuraminidase isoenzymes using C4,C7-modified 2-deoxy-2,3-didehydro-N-acetylneuraminic acid (DANA) analogues.

J. Med. Chem. 56(7) , 2948-58, (2013)

In the past two decades, human neuraminidases (human sialidases, hNEUs) have been found to be involved in numerous pathways in biology. The development of selective and potent inhibitors of these enzy...

Elastin-derived peptides are new regulators of insulin resistance development in mice.

Diabetes 62(11) , 3807-16, (2013)

Although it has long been established that the extracellular matrix acts as a mechanical support, its degradation products, which mainly accumulate during aging, have also been demonstrated to play an...

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