N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid

Name: N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid
SKU: GC44298
Availability: InStock
Rating: 5 (30 reviews)

(Synonyms: N-乙酰-2,3-二脱氢-2-脱氧神经氨酸,Neu5Ac2en; DANA) 目录号 : GC44298

N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid是一种高效的哺乳动物唾液酸酶（神经氨酸酶）抑制剂。

N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid Chemical Structure

Cas No.:24967-27-9

规格价格库存购买数量

1mg	¥508.00	现货
5mg	¥1,618.00	现货
10mg	¥2,998.00	现货

电话：400-920-5774 Email: sales@glpbio.cn

Customer Reviews

Based on customer reviews.

Sample solution is provided at 25 µL, 10mM.

GlpBio产品文献引用

Nature
610.7931 (2022): 366-372

Nature
618, 1017–1023 (2023)

Cell
183.7 (2020): 1867-1883

Cell Research
31, 1291–1307 (2021)

Cell Research
33, 273–287 (2023)

Cell Research
33, 546–561 (2023)

Molecular Cancer
21.1 (2022): 1-17

Molecular Cancer
21.1 (2022): 1-18

Cancer Cell
39 (2021): 1-16

Cell Host Microbe
30.8 (2022): 1124-1138

Cell Host Microbe
31.5 (2023): 766-780

Cell Host Microbe
31.3 (2023): 418-43

Cell Metabolism
34.2 (2022): 240-255

Ann Rheum Dis
82(4): 533-545 (2023)

Cell Mol Immunol
20, 264–276 (2023)

Adv Funct Mater
33.35 (2023): 2214998

产品描述实验参考方法化学性质产品文档相关产品

Description

N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid is an effective mammal sialidase (neuraminidase) inhibitor^[1]. N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid can also inhibite Clostridium Perfringens sialidase, which has the IC₅₀ value of 4μM^[2]. N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid is sialidase transition state analog, and has been used as an important probe for structural and mechanistic studies of sialidases^[3].

N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (50μM; 3 days) decreased the growing number of myotube induced by lactate (15mM; 3-5 days) treatment in C2C12 cells^[4]. N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (1mM; 180min) increased glutamate release from rat hippocampus neurons^[5].

N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (70-2100μmol/kg; intravenous injection; 30min) attenuated the mice blood glucose level after injection with glucose (2g/kg; i.p. ;120min) in a concentration-dependent manner^[6]. N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (10mg/kg; i.p. ; 20 days) and Tamiflu (10mg/kg; i.p. ; 20 days) treatments decreased the bleomycin (3U/kg; oropharyngeal aspiration; 1 day) induced lung fibrosis in mice^[7].

References:
[1] MAGESH S, MORIYA S, SUZUKI T, et al. Design, synthesis, and biological evaluation of human sialidase inhibitors. Part 1: selective inhibitors of lysosomal sialidase (NEU1) [J]. Bioorg Med Chem Lett, 2008, 18(2): 532-7.
[2] HUNT M E, BROWN D R. Role of sialidase in Mycoplasma alligatoris-induced pulmonary fibroblast apoptosis [J]. Vet Microbiol, 2007, 121(1-2): 73-82.
[3] XIAO A, LI Y, LI X, et al. Sialidase-catalyzed one-pot multienzyme (OPME) synthesis of sialidase transition-state analogue inhibitors [J]. ACS Catal, 2018, 8(1): 43-7.
[4] DAI W, WU G, LIU K, et al. Lactate promotes myogenesis via activating H3K9 lactylation-dependent up-regulation of Neu2 expression [J]. J Cachexia Sarcopenia Muscle, 2023, 14(6): 2851-65.
[5] MINAMI A, ISHII A, SHIMBA S, et al. Down-regulation of glutamate release from hippocampal neurons by sialidase [J]. J Biochem, 2018, 163(4): 273-80.
[6] MINAMI A, FUJITA Y, SHIMBA S, et al. The sialidase inhibitor 2,3-dehydro-2-deoxy-N-acetylneuraminic acid is a glucose-dependent potentiator of insulin secretion [J]. Sci Rep, 2020, 10(1): 5198.
[7] KARHADKAR T R, PILLING D, COX N, et al. Sialidase inhibitors attenuate pulmonary fibrosis in a mouse model [J]. Sci Rep, 2017, 7(1): 15069.

N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid是一种高效的哺乳动物唾液酸酶（神经氨酸酶）抑制剂^[1]。N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid对产气荚膜梭菌唾液酸酶也有抑制作用，IC₅₀值为4μM^[2]。N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid是唾液酸酶过渡态类似物，已被用作研究唾液酸酶结构和机理的重要探针^[3]。

N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid（50μM; 3 days）减少由乳酸（15mM; 3-5 days）诱导的C2C12细胞中过量的肌管的合成^[4]。N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid（1mM; 180min）增加大鼠海马神经元细胞的谷氨酸释放^[5]。

使用N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid（70-2100μmol/kg; intravenous injection; 30min）处理腹腔注射葡萄糖（2g/kg; i.p. ;120min）的小鼠，N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid以浓度依赖的方式降低小鼠的血葡萄糖水平^[⁶^]。N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid bleomycin减少由bleomycin（3U/kg; ; 1 day）诱导的小鼠肺纤维化。N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid（10mg/kg; i.p. ; 20 days）和Tamiflu（10mg/kg; i.p. ; 20 days）联合治疗降低了由Bleomycin（3U/kg；oropharyngeal aspiration；1day）诱导的小鼠肺纤维化程度^[7]。

实验参考方法

Cell experiment [1]:
Cell lines	Mouse myoblast C2C12 cells
Preparation Method	Mouse myoblast C2C12 cells were grown in incubators at 37℃, 5% CO₂. Proliferating cells were cultured in high-glucose Dulbecco’s modified Eagle’s medium added with 1% penicillin-streptomycin and 10% fetal bovine serum. After C2C12 cells grown to 80-90% confluence, cells were cultured in Dulbecco’s modified Eagle’s medium with 1% penicillin-streptomycin and 2% horse serum for myogenic differentiation. C2C12 were treated with the addition of either 15mM L-lactate or sodium lactate with differentiation medium changes every 24h for 3–5 days. To inhibit activity of lactate dehydrogenase A (LDHA), C2C12 cells were cultured with (R)-GNE-140 (10μM) or dimethyl sulfoxide for 3 days. To block lactate uptake, myoblasts were treated with AZD3965 (0, 25, 50 and 100nM) for 3 days. In order to inhibit function of Neu2, C2C12 cells were treated with N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (50μM) and cultured in differentiation medium for 3 days.
Reaction Conditions	50μM; 3 days
Applications	N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid decreased the growing number of myotube induced by lactate treatment in C2C12 cells.
Animal experiment [2]:
Animal models	Male C57BL/6J mice
Preparation Method	The mice were housed under standard laboratory conditions (23±1℃, 55±5% humidity) and had access to tap water and diet ad libitum. The lights were automatically turned on at 8:00 and turned off at 20:00. To investigate the effect of N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid on insulin secretion under the fasting condition, N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (70μmol-2100μmol/kg; intravenous injection; 30min) and glucose (2g/kg; i.p. ;120min) were administered by intravenous injection and intraperitoneal injection, respectively, after 24 hour fasting. Blood was sampled before (0min) and at 30min after administration.
Dosage form	70-2100μmol/kg; intravenous injection; 30min
Applications	N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid attenuated the mice blood glucose level after injection with glucose in a concentration-dependent manner.
References: [1] DAI W, WU G, LIU K, et al. Lactate promotes myogenesis via activating H3K9 lactylation-dependent up-regulation of Neu2 expression [J]. J Cachexia Sarcopenia Muscle, 2023, 14(6): 2851-65. [2] MINAMI A, FUJITA Y, SHIMBA S, et al. The sialidase inhibitor 2,3-dehydro-2-deoxy-N-acetylneuraminic acid is a glucose-dependent potentiator of insulin secretion [J]. Sci Rep, 2020, 10(1): 5198.

化学性质

Cas No.	24967-27-9	SDF
别名	N-乙酰-2,3-二脱氢-2-脱氧神经氨酸,Neu5Ac2en; DANA
Canonical SMILES	OC(C1=C[C@H](O)[C@@H](NC(C)=O)[C@@]([C@H](O)[C@H](O)CO)([H])O1)=O
分子式	C₁₁H₁₇NO₈	分子量	291.3
溶解度	DMF: 0.1 mg/ml,DMSO: 1 mg/ml,PBS (pH 7.2): 10 mg/ml	储存条件	Store at -20°C
General tips	请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。
Shipping Condition	评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。

溶解性数据

制备储备液
		1 mg	5 mg	10 mg
	1 mM	3.4329 mL	17.1644 mL	34.3289 mL
	5 mM	0.6866 mL	3.4329 mL	6.8658 mL
	10 mM	0.3433 mL	1.7164 mL	3.4329 mL

摩尔浓度计算器
稀释计算器
分子量计算器

计算

动物体内配方计算器 (澄清溶液)

第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量）

给药剂量

mg/kg

动物平均体重

每只动物给药体积

动物数量

只

第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方）

% DMSO+ % + % Tween 80+ % saline

计算重置

计算结果:

工作液浓度： mg/ml；

DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，注：如该浓度超过该批次药物DMSO溶解度，请先联系GLPBIO）；

体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。

注意：1. 首先保证母液是澄清的；
2. 一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。

产品文档

Quality Control & SDS

View current batch:

Purity: >98.00%