CAS: 18319-92-1; 4-Methylumbelliferyl Heptanoate

该化合物是一种含氟基基质,通常用于酶实验,特别是用于检测脂质活性;通过脂质水解,释放高荧光四甲基苯乙酰酮,能够对酶动能进行敏感和定量的测量;七硝基苯为某些脂质的特殊性提供最佳链条长度,使它成为生物化学研究的宝贵工具;在标准实验室条件下和高信号对噪音比率下,其稳定性和高信号对噪音比率增强了试验的可复制性;该化合物在涉及脂质代谢,酶特征鉴定和抑制剂筛选的研究中特别有用,提供了研究和诊断应用的可靠性能.

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物理性质

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上下游产品

sodium 4-methylumbelliferonate Heptanoic acid chloride 7-hydroxy-4-methyl-chromen-2-one 7-hydroxy-4-methyl-chromen-2-one oenanthic acid

合成工艺路线路线简述

    📜羟甲香豆素,庚酰氯置于三乙胺体系中,用 四氢呋喃 用作溶剂,化学反应 16.0H,反应生成4-甲基伞形酮基庚酸酯
    参考文献:Anti-Influenza Drug Discovery: Structure−activity Relationship And Mechanistic Insight Into Novel Angelicin Derivatives
    标题:Anti-Influenza Drug Discovery: Structure−activity Relationship And Mechanistic Insight Into Novel Angelicin Derivatives
    摘要:By Using A Cell-Based High Throughput Screening Campaign,A Novel Angelicin Derivative 6A Was Identified To Inhibit Influenza A (H1N1) Virus Induced Cytopathic Effect In Madin-Darby Canine Kidney Cell Culture In Low Micromolar Range. Detailed Structure-Activity Relationship Studies Of 6A Revealed That The Angelicin Scaffold Is Essential For Activity In Pharmacophore B,While Meta-Substituted Phenyl/2-Thiophene Rings Are Optimal Ill Pharmacophore A And C. The Optimized Lead 4-Methyl-9-Phenyl-8-(Thiophene-2-Carbonyl)-Furo[2,3-H]Chromen-2-One (8G,Ic50 = 70 Nm) Showed 64-Fold Enhanced Activity Compared To The High Throughput Screening (Hts) Hit 6A. Also,8G Was Found Effective In Case Of Influenza A (H3N2) And Influenza B Virus Strains Similar To Approved Anti-Influenza Drug Zanamivir (4). Preliminary Mechanistic Studies Suggest That These Compounds Act As Anti-Influenza Agents By Inhibiting Ribonucleoprotein (Rnp) Complex Associated Activity And Have The Potential To Be Developed Further,Which Could Form The Basis For Developing Additional Defense Against Influenza Pandemics.
    Doi:10.1021/jm901570X

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    专利信息


    专利号:US-8124794-B2
    优先权日:2002-04-17
    标题:Method for the asymmetric synthesis of beta-lactone compounds
    发明人：SMITH JEFFREY W; AXELROD FUMIKO; KRIDEL STEVEN J; ROMO DANIEL; PUROHIT VIKRAM; MA GIL
    权利人:SMITH JEFFREY W; AXELROD FUMIKO; KRIDEL STEVEN J; ROMO DANIEL; PUROHIT VIKRAM; MA GIL; SANFORD BURNHAM MED RES INST
    摘要:The present invention features methods of treating a cancer in a subject by administering an effective amount of a beta-lactone to the subject. The invention also features methods of inhibiting angiogenesis in a subject by administering an effective amount of an inhibitor of fatty acid synthase to the subject. These methods can be used to treat a variety of cancers and other diseases and conditions. The invention also features methods of identifying beta-lactones and other compounds that can be used in the methods of the invention for the treatment of tumors, inhibition of angiogenesis, and the treatment of diseases and conditions that involve pathological angiogenesis. The invention also features methods of synthesizing beta-lactones and features novel beta-lactone compounds.

    专利号:US-8541191-B2
    优先权日:2008-08-29
    标 题 :Hydrolases, nucleic acids encoding them and methods for biocatalytic synthesis of structured lipids
    发明人：DAYTON CHRISTOPHER L G; HITCHMAN TIM; KLINE KATIE; LYON JONATHAN; WALL MARK A; BARTON NELSON R
    权利人:DAYTON CHRISTOPHER L G; HITCHMAN TIM; KLINE KATIE; LYON JONATHAN; WALL MARK A; BARTON NELSON R; BUNGE OILS INC
    摘要:Provided are hydrolases, including lipases, saturases, palmitases and/or stearatases, and polynucleotides encoding them, and methods of making and using these polynucleotides and polypeptides. Further provided are polypeptides, e.g., enzymes, having a hydrolase activity, e.g., lipases, saturases, palmitases and/or stearatases and methods for preparing low saturate or low trans fat oils, such as low saturate or low trans fat animal or vegetable oils, e.g., soy or canola oils.

    专利号:US-2006258620-A1
    优先权日:2002-04-17
    标 题:Novel method for the asymmetric synthesis of beta-lactone compounds

    专利号:US-8227215-B2
    优先权日:2008-08-29
    标题 :Hydrolases, nucleic acids encoding them and methods for making and using them for biocatalytic synthesis of a structured lipid

    专利号:US-2012276618-A1
    优先权日:2008-08-29
    标 题:Hydrolases, nucleic acids encoding them and methods for biocatalytic synthesis of structured lipids

    专利号:US-2011287496-A1
    优先权日:2008-08-29
    标 题 :Hydrolases, nucleic acids encoding them and methods for biocatalytic synthesis of structured lipids

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    主要参考文献

    [参考文献]: C C Zouboulis, Et Al. A Fluorometric Rapid Microassay To Identify Anti-Proliferative Compounds For Human Melanoma Cells In Vitro. Melanoma Res. 1991 Jun-Jul;1(2):91-5.
    [参考文献]: J D Berg, Et Al. Rapid Detection Of Total And Fecal Coliforms In Water By Enzymatic Hydrolysis Of 4-Methylumbelliferone-Beta-D-Galactoside. Appl Environ Microbiol. 1988 Aug;54(8):2118-22.
    [参考文献]: L Fiksdal, Et Al. Production Of 4-Methylumbelliferyl Heptanoate Hydrolase By Escherichia Coli Exposed To Seawater. Appl Environ Microbiol. 1989 Sep;55(9):2424-7.
    [参考文献]: L Virág, Et Al. A Simple, Rapid And Sensitive Fluorimetric Assay For The Measurement Of Cell-Mediated Cytotoxicity. J Immunol Methods. 1995 Sep 25;185(2):199-208.
    [参考文献]: Mustafa Alam, Et Al. Mutation Of F417 But Not Of L418 Or L420 In The Lipid Binding Domain Decreases The Activity Of Triacylglycerol Hydrolase. J Lipid Res. 2006 Feb;47(2):375-83.

    合成参考文献


    参考文献:10.1007/s10695-018-0577-y
    摘要:Arantzamendi L, Roo F, Hernández-Cruz CM, Fernández-Palacios H, Izquierdo M. Lipid digestion capacity in gilthead seabream (Sparus aurata) from first feeding to commercial size. Fish Physiol Biochem. 2019 Feb;45(1):469–84. doi: 10.1007/s10695-018-0577-y.
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