N6-Benzyladenosine (Synonyms: Benzyladenosine)

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上海金畔生物科技有限公司为生命科学和医药研发人员提供生物活性分子抑制剂、激动剂、特异性抑制剂、化合物库、重组蛋白、同位素标记物，专注于信号通路和疾病研究领域。
N6-Benzyladenosine  (Synonyms: Benzyladenosine) 纯度: 99.43%

N6-Benzyladenosine 是一种腺苷受体激动剂，具有细胞分裂素 (cytokinin) 活性。N6-Benzyladenosine 能将细胞周期阻滞在 G0/G1，并诱导凋亡 (apoptosis)。N6-Benzyladenosine 显示出对弓形虫腺苷激酶和胶质瘤 (glioma) 的抑制作用。

N6-Benzyladenosine (Synonyms: Benzyladenosine)

N6-Benzyladenosine Chemical Structure

CAS No. : 4294-16-0

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生物活性

N6-Benzyladenosine is an adenosine receptor agonist, has a cytoactive activity. N6-Benzyladenosine arrests cell cycle at G0/G1 phase and induces cell apoptosis. N6-Benzyladenosine also exerts inhibitory effect on T. gondii adenosine kinase and glioma[1]–[5].

体外研究
(In Vitro)

N6-benzyladenosine suppresses the clonogenic activity and the growth of different neoplastic cells[2].
N6-benzyladenosine results cell morphology alteration and actin cytoskeleton disorganization in T24 cell[2].
N6-benzyladenosine (10 μM; 24 h) is a potent inductor of apoptosis, and belongs to apoptotic systems with distinct caspase-3 and caspase-9 activation[3].
N6-benzyladenosine (0-100 μM; 24 h) induces chromatin condensation, formation of apoptotic bodies, and cleavage of DNA to nucleosomal fragments in a dose-dependent manner[3].
N6-benzyladenosine acts as a selective anti-toxoplasma agent with binding affinity to T. gondii adenosine kinase (apparent Km =179.8 μM), over human adenosine kinase[4].
N6-benzyladenosine (0-50 μM) shows weak inhibition against adenosine kinase deficient (TgAKS3) strains of Toxoplasma gondii[4].
N6-benzyladenosine (compound 2) (0.3-20 μM) exerts anti-glioma activity by interfering with the mevalonate pathway and inhibiting FPPS (Farnesyl pyrophosphate synthase) [5].

Shanghai Jinpan Biotech Co Ltd has not independently confirmed the accuracy of these methods. They are for reference only.

N6-Benzyladenosine 相关抗体:

Apoptosis Analysis[3]

Cell Line: HL-60
Concentration: 10 μM
Incubation Time: 24 hours
Result: Induced cell apoptosis by increasing caspase-3 (DEVDase) as well as caspase-9 (LEHDase) activity, indicating an apoptotic systems with distinct caspase-3/9 activation.

Apoptosis Analysis[5]

Cell Line: U87MG human glioma cell line.
Concentration: 0.3, 0.6, 1.2, 2.5, 5, 10, 20 μM
Incubation Time: 48 hours
Result: Inhibited glioma growth by interfering with the mevalonate pathway and inhibiting FPPS.

分子量

357.36

Formula

C17H19N5O4
CAS 号

4294-16-0
性状

固体

颜色

White to off-white

结构分类
  • Others
初始来源
  • 植物
  • 唇形科
  • 胶质鼠尾草
  • 植物
  • 伞形科
运输条件

Room temperature in continental US; may vary elsewhere.
储存方式

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

溶解性数据
In Vitro: 

DMSO 中的溶解度 : 125 mg/mL (349.79 mM; 超声助溶; 吸湿的 DMSO 对产品的溶解度有显著影响，请使用新开封的 DMSO)

配制储备液
浓度 溶剂体积 质量 1 mg 5 mg 10 mg
1 mM 2.7983 mL 13.9915 mL 27.9830 mL
5 mM 0.5597 mL 2.7983 mL 5.5966 mL
10 mM 0.2798 mL 1.3991 mL 2.7983 mL

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* 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, 6 months; -20°C, 1 month (protect from light)。-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。

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This equation is commonly abbreviated as: C1V1 = C2V2

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纯度 & 产品资料

纯度: 99.43%

Data Sheet (609 KB) SDS (393 KB)

COA (268 KB) HNMR (255 KB) LCMS (271 KB)

产品使用指南 (1538 KB)

参考文献

  • [1]. Kaminek M, et al. Cytokinin activities of N6-benzyladenosine derivatives hydroxylated on the side-chain phenyl ring. Journal of Plant Growth Regulation. 1987. 6(2):113.

    [2]. Castiglioni S, et al. N6-isopentenyladenosine and its analogue N6-benzyladenosine induce cell cycle arrest and apoptosis in bladder carcinoma T24 cells. Anticancer Agents Med Chem. 2013 May;13(4):672-8.  [Content Brief]

    [3]. Mlejnek P. Caspase inhibition and N6-benzyladenosine-induced apoptosis in HL-60 cells. J Cell Biochem. 2001;83(4):678-89.  [Content Brief]

    [4]. Kim YA, et al. Synthesis, biological evaluation and molecular modeling studies of N6-benzyladenosine analogues as potential anti-toxoplasma agents. Biochem Pharmacol. 2007 May 15;73(10):1558-72.  [Content Brief]

    [5]. Grimaldi M, et al. NMR for screening and a biochemical assay: Identification of new FPPS inhibitors exerting anticancer activity. Bioorg Chem. 2020 May;98:103449.  [Content Brief]

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