CAS: 101043-37-2; (5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-Guanidinopropyl)-8-Isobutyl-18-((1E,3E,5S,6S)-6-Methoxy-3,5-Dimethyl-7-Phenylhepta-1,3-Dien-1-yl)-1,5,12,19-Tetramethyl-2-Methylene-3,6,9,13,16,20,25-Heptaoxo-1,4,7,10,14,17,21-Heptaazacyclopentacosane-11,22-Dicarboxylic Acid

该化合物是主要由氰化细菌,特别是微小细胞乙酰胺生成的环七甲基乙酸乙酸乙酸毒素,是微小细胞系中毒性最大且研究最广泛的变体,以其强力抑制蛋白磷酸酯1和2A而闻名,导致严重的肝脏损伤;水的高度稳定性和抗降解性使其成为环境监测和毒理学研究的关键目标;微小细胞-LR通常被用作分析方法的参考标准,如HPLC和ELISA,用于检测水供应中的氰化物毒素;其特征清晰的结构和毒性特征支持其在风险评估和监管合规研究中的效用.

结构式图片

欧盟法规

C&L通报

上下游产品

1'5']undeca-8',10'-dien-6'-yl)-2-methyl-4(E)-pentenoic acid]micr°Cystin-LR[(2S,3S,1'R,3'S,4'S,5'R,6'R,7'R)-3-amino-5-(4',6'-dimethyl-3'-methoxytricyclo[5.4.0.01'5']undeca-8',10'-dien-6'-yl)-2-methyl-4(E)-pentenoic acid]micr°Cystin-LR[3H]-Dihydromicr°Cystin LR 1'5']undeca-8',10'-dien-6'-yl)-2-methyl-4(E)-pentenoic acid]micr°Cystin-LR[(2S,3S,1'R,3'S,4'S,5'R,6'R,7'R)-3-amino-5-(4',6'-dimethyl-3'-methoxytricyclo[5.4.0.01'5']undeca-8',10'-dien-6'-yl)-2-methyl-4(E)-pentenoic acid]micr°Cystin-LR 51H81N11O12SC51H81N11O12S

合成工艺路线路线简述

    📜[6(Z)-Adda5]Microcystin-Lr 以 Phosphate Buffer 用作溶剂,化学反应 0.5H,反应生成微囊藻毒素(Lr亚型)
    参考文献:A Photodetoxification Mechanism Of The Cyanobacterial Hepatotoxin Microcystin-Lr By Ultraviolet Irradiation
    标题:A Photodetoxification Mechanism Of The Cyanobacterial Hepatotoxin Microcystin-Lr By Ultraviolet Irradiation
    摘要:When Microcystin-Lr Was Exposed To Uv,Three Major Nontoxic Compounds Were Formed. These Compounds Were Identified As [4(E),6(Z)-Adda(5)] And [4(Z),6(E)-Adda(5)]Microcystin-Lr,Which Are Geometrical Isomers Of The Adda [3-Amino-9-Methoxy-2,6,8-Trimethyl-10-Phenyl-4(E),6(E)-Decadienoic Acid] Moiety Of Microcystin-Lr,And A Novel Compound,Tricyclo-Adda [(2S,3S,1'R,3'S,4'S,5'R,6'R,7'R)-3-Amino-5-(4',6'-Dimethyl-3'-Methoxytricyclo[5.4.0.0(1',5')]Undeca-8',10'-Dien-6'-yl)-2-Methyl-4(E)-Pentenoic Acid]-Containing Microcystin-Lr ([tricyclo-Adda(5)]Microcystin-Lr),Which Was Formed By [2 + 2] Addition Between The Benzene Ring And The Double Bond At Position 6-7 Of The Adda Moiety Of The Microcystin. The Geometrical Isomers Were Formed Reversibly,And Their Equilibrium Constants Were Almost The Same. [tricyclo-Adda(5)]Microcystin-Lr Was Also Formed Reversibly And Was Decomposed Under Uv Light. These Results Suggest That The Breakdown Of Microcystin-Lr By Uv Irradiation Proceeds Via [tricyclo-Adda(5)]Microcystin-Lr.
    Doi:10.1021/tx970132E

    海关参考信息

    专利信息


    专利号:WO-2023192819-A1
    优先权日:2022-03-28
    标题 :Ultrafast synthesis of holey and wrinkled graphene
    发明人:TOUR JAMES M; WYSS KEVIN
    权利人:UNIV RICE WILLIAM M
    摘要:Ultrafast synthesis of holey and wrinkled graphene and compositions thereof, and more particularly, ultrafast synthesis of holey and wrinkled graphene from carbon material, such as plastic waste via a flashing joule heating process and compositions thereof or using higher surface area materials like high surface area carbon black, activated charcoal, or biochar as starting materials with a salt additive.

    专利号:US-2022133840-A1
    优先权日:2020-10-30
    标题:Use of microcystin in preparation of drug for preventing or treating organ and tissue fibrosis diseases
    发明人:WANG YAPING; XU LIZHI; WANG JIE; Zhao qingya
    权利人:NANJING UNIVERSITY OF TECHNOLOGY
    摘要:Use of microcystins having a monocyclic heptapeptide structure in preparation of drugs for preventing or treating organ and tissue fibrosis diseases. Preferably, the microcystins are microcystin-LR with amino acids at positions 2 and 4 of a monocyclic heptapeptide structure thereof being leucine and arginine respectively, or are microcystin-RR with amino acids at positions 2 and 4 thereof being both arginine. Also provided is a method for inhibiting myofibroblast differentiation and collagen synthesis. The method is implemented by inhibiting a TGF-β/Smad signaling pathway by using one or more microcystins.

    专利号:US-2009227575-A1
    优先权日:2008-03-04
    标 题 :7H-PYRROLO[2,3-H]QUINAZOLINE COMPOUNDS, THEIR USE AS mTOR KINASE AND PI3 KINASE INHIBITORS, AND THEIR SYNTHESIS
    发明人:VENKATESAN ARANAPAKAM MUDUMBAI; CHEN ZECHENG; DOS SANTOS OSVALDO; BROOIJMANS NATASJA; GOPALSAMY ARIAMALA
    权利人:WYETH CORP
    摘要:A 7H-pyrrolo[2,3-h]quinazoline compound of the formula I n n n n n n n n n n wherein Ar, R 1 , R 2 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , and n are as defined in the specification, and methods for making same.

    专利号:US-2002065221-A1
    优先权日:1995-12-20
    标题:Control of protein synthesis, and screening method for agents
    发明人:COHEN PHILIP; ALESSI DARIO; CROSS DARREN
    摘要:A method for screening for agents capable of affecting the activity of kinases GSK3 and PKB is disclosed. The method involves assessing the phosphorylation of PKB on two amino acids on the PKB molecule particularly.

    专利号:ES-2794012-T3
    优先权日:2008-10-27
    标题 :Intermediaries for the synthesis of mTOR kinase inhibitors

    专利号:WO-2011053518-A1
    优先权日:2009-10-26
    标 题 :Methods of synthesis and purification of heteroaryl compounds

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Wei J, Chang W, Qileng A, Liu W, Zhang Y, Rong S, Lei H, Liu Y. Dual-modal split-type immunosensor for sensitive detection of microcystin-LR: enzyme-induced photoelectrochemistry and colorimetry. Anal Chem. 2018 Jul 9. doi: 10.1021/acs.analchem.8b02546. [Epub ahead of print] doi: 10.1016/j.toxicon.2018.05.022. [Epub ahead of print] doi: 10.1021/acs.jnatprod.7b00986. Epub 2018 May 30. doi: 10.1016/j.aquatox.2018.03.018. Epub 2018 Mar 17. doi: 10.1016/j.taap.2018.03.011. Epub 2018 Mar 10. doi: 10.1016/j.toxlet.2018.03.003. Epub 2018 Mar 5. doi: 10.1016/j.scitotenv.2018.02.217. Epub 2018 Feb 24. doi: 10.1039/c7cc09830h. doi: 10.1016/j.envpol.2018.01.071. Epub 2018 Feb 15. doi: 10.1016/j.scitotenv.2018.02.021. Epub 2018 Feb 13. doi: 10.1016/j.envpol.2018.01.057. doi: 10.3892/ol.2017.7458. Epub 2017 Nov 21.
    14: Xu C, Yang Y, Liu L, Li J, Liu X, Zhang X, Liu Y, Zhang C, Liu X. Microcystin-LR nanobody screening from an alpaca phage display nanobody library and its expression and application. Ecotoxicol Environ Saf. 2018 Apr 30;151:220-227. doi: 10.1016/j.ecoenv.2018.01.003. Epub 2018 Jan 30. doi: 10.1016/j.aquatox.2018.01.007. Epub 2018 Jan 6. doi: 10.1016/j.ecoenv.2017.12.059. Epub 2018 Jan 2. doi: 10.1016/j.envpol.2017.12.059. Epub 2018 Jan 4. doi: 10.1007/s00436-017-5727-0. Epub 2017 Dec 21. doi: 10.1080/15287394.2017.1415580. Epub 2017 Dec 21. doi: 10.1016/j.chemosphere.2017.12.051. Epub 2017 Dec 22.

    合成参考文献


    参考文献:10.1016/j.toxicon.2010.01.026
    摘要:Xiao Y, Liu Y, Wang G, Hao Z, An Y. Simulated microgravity alters growth and microcystin production in Microcystis aeruginosa (cyanophyta). Toxicon. 2010 Aug 01;56(1):1–7. doi: 10.1016/j.toxicon.2010.01.026.
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