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Cylindrospermopsin

(Synonyms: 柱孢藻毒素) 目录号 : GC43351

A cyanotoxin

Cylindrospermopsin Chemical Structure

Cas No.:143545-90-8

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25μg
¥2,552.00
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50μg
¥3,838.00
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100μg
¥7,144.00
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500μg
¥33,182.00
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Sample solution is provided at 25 µL, 10mM.

Description

Cylindrospermopsin, a tricyclic uracil derivative, is a cyanobacterial toxin that was first discovered in an algal bloom contaminating a local drinking supply on Palm Island in Queensland, Australia after an outbreak of a mysterious disease. Cylindrospermopsin targets protein and glutathione synthesis in hepatocytes (IC50s = 1.3 and 2.4 µM, respectively), leading to cell death. [1] It has been shown to inhibit the activity of the uridine monophosphate synthase complex with a Ki value of 10 µM.[2]  Cylindrospermopsin is genotoxic, inducing DNA damage as evidenced by double strand breaks and reducing cell viability in HepG2 cells at 0.1-0.5 µg/ml.[3]

Reference:
[1]. Runnegar, M.T., Xie, C., Snider, B.B., et al. In vitro hepatotoxicity of the cyanobacterial alkaloid cylindrospermopsin and related synthetic analogues. Toxicological Sciences 67, 81-87 (2002).
[2]. Reisner, M., Carmeli, S., Werman, M., et al. The cyanobacterial toxin cylindrospermopsin inhibits pyrimidine nucleotide synthesis and alters cholesterol distribution in mice. Toxicological Sciences 82, 620-627 (2004).
[3]. Straser, A., Filipic, M., Novak, M., et al. Double strand breaks and cell-cycle arrest induced by the cyanobacterial toxin cylindrospermopsin in HepG2 cells. Mar.Drugs 11(8), 3077-3090 (2013).

化学性质

Cas No. 143545-90-8 SDF
别名 柱孢藻毒素
化学名 6-[(R)-hydroxy[(2aS,3R,4S,5aS,7R)-2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(sulfooxy)-1H-1,8,8b-triazaacenaphthylen-7-yl]methyl]-2,4(1H,3H)-pyrimidinedione
Canonical SMILES C[C@H]1[C@@H](OS(=O)(O)=O)C[C@@]2([H])N(C3=N[C@]([C@@H](O)C(N([H])C(N4[H])=O)=CC4=O)([H])C2)[C@@]1(CN3)[H]
分子式 C15H21N5O7S 分子量 415.4
溶解度 Soluble in DMSO, Methanol, Water 储存条件 Store at -20°C
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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

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1 mg 5 mg 10 mg
1 mM 2.4073 mL 12.0366 mL 24.0732 mL
5 mM 0.4815 mL 2.4073 mL 4.8146 mL
10 mM 0.2407 mL 1.2037 mL 2.4073 mL
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