CAS: 118399-22-7; (2Z,5R,6S,9S,12S,13S,16R)-9-[3-(Diaminomethylideneamino)Propyl]-2-Ethylidene-12-[(1E,3E,5S,6S)-6-Methoxy-3,5-Dimethyl-7-Phenylhepta-1,3-Dienyl]-1,6,13-Trimethyl-3,7,10,14,19-Pentaoxo-1,4,8,11,15-Pentazacyclononadecane-5,16-Dicarboxylic Acid

该化合物是一种由二氧化二氮和淡水环境中常见的二硝基苯丙基丙基乙酰丙烯生成的强效环状毒素,主要以其肝毒性效应而著称,这种毒性效应在接触时可能导致人体和动物肝脏损伤;Nodularin在结构上类似于微细胞,另一组氰化物毒素,并起到抑制蛋白磷酸酯,特别是蛋白磷酶1和2A的功能,干扰细胞信号路径;这种干扰可造成各种毒理学影响,包括细胞死亡和肿瘤促动;在藻类繁殖期间,在水生生态系统中通常会发现Nodularin,这种作用可因富营养素,特别是氮和磷而引发;在水体中,它的存在对水生生命和人类健康构成重大危险,特别是通过受污染的饮用水或海产物;监测和管理氰化物花对减轻与Nudulalin和其他丙诺毒相关的风险至关重要.

结构式图片

欧盟法规

C&L通报

上下游产品

CAS号1187315-06-5 Nod-AM2 | CAS号1187315-08-7 Nod-PM2

合成工艺路线路线简述

    📜Nod-Am2置于pig Liver Esterase体系中,化学反应生成节球毒素
    参考文献:Acyloxymethyl Esterification Of Nodularin-R And Microcystin-La Produces Inactive Protoxins That Become Reactivated And Produce Apoptosis Inside Intact Cells
    标题:Acyloxymethyl Esterification Of Nodularin-R And Microcystin-La Produces Inactive Protoxins That Become Reactivated And Produce Apoptosis Inside Intact Cells
    摘要:We Report The Esterification Of The Carboxyl Groups Of The Cyclic Peptide Toxins Nodularin-R. And Microcystin-La To Produce Stable Diacetoxymethyl And Dipropionyloxymethyl Ester Derivatives. The Derivatives Had No Activity But Were Reactivated Upon Esterase Treatment. When Injected Into Cells,The Acyloxymethyl Moieties Were Cleaved Off And Apoptosis Induced. Linking The Acyloxymethyl-Ester Moiety Of These Potent Toxins To Carriers Destined For Endocytosis Paves The Way For Selective Apoptosis Induction In Target (E.G.,Cancer) Cells.
    Doi:10.1021/jm900502E

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:National Library of Medicine, SIS; ChemIDplus Lite Record for Nodularin (118399-22-7). Available from, as of July 1, 2009: htttp://chem.sis.nlm.nih.gov/chemidplus/chemidlite.jsp
    摘要:Sipia VO et al; Environ Toxicol Chem 23 (5): 1256-60 (2004)
    摘要:Sipia VO et al; Environ Toxicol Chem 25 (11): 2834-9 (2006)
    摘要:Sipia VO et al; Environ Toxicol Chem 23: 1256-60 (2004)
    摘要:Sigma Aldrich Aldrich; Specification Datasheet. Available from, as of July 20, 2009: https://www.sigmaaldrich.com/catalog/ProductDetail.do lang=en&N4=N5148|SIGMA&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC
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