CAS: 146474-00-2; 1-(2-Aminoethyl)-1H-Pyrrole-2,5-Dione 2,2,2-Trifluoroacetate

该化合物是一个异性可变性交叉介质,其特征是:三氟乙酸盐形式能增强水溶剂和有机溶剂的溶解性,便于高效的混合反应.它的短短PEG2空间仪能保持灵活性,最大限度地减少阻力,使其适合生物合成应用,如抗体-药物聚合物(ADCs)或蛋白质标签.阳性模子组在中性pH与硫化氢化合物有选择地进行反应,确保受控和稳定的硫化物联结形成.这种试剂因其高反应性和纯度,在浸泡物合成,地表改变和生物材料工程中特别有用.建议在惰性条件下进行适当处理,以保持稳定性.

结构式图片

相似化合物

1639876-58-6 222159-87-7 731862-92-3

欧盟法规

C&L通报

合成工艺路线路线简述

    (Z)-3-(2-Tert-Butoxycarbonylamino-Ethylcarbamoyl)-Acrylic Acid置于sodium Acetate,乙酸酐体系中,用 二氯甲烷 用作溶剂,化学反应 3.0H,反应生成N-(2-氨基乙基)马来酰亚胺三氟乙酸盐
    参考文献:用非天然唾液酸糖肽对igg进行 一锅n糖基化改造,可实现糖位特异性和双重有效的抗体-药物偶联物†
    标题:用非天然唾液酸糖肽对igg进行 一锅n糖基化改造,可实现糖位特异性和双重有效的抗体-药物偶联物†
    摘要:内切-S突变体催化的化学酶转糖基化是体外的强大工具治疗性抗体的糖工程.在本文中,我们报告了使用蛋黄唾液酸糖肽(sgp)底物进行糖锅赫赛汀的一锅化学酶法合成.通过将这种一锅法与带有叠氮基或炔烃标记的新型非天然sgp衍生物相结合,糖基特异性缀合可以开发新的抗体-药物缀合物(adc).通过sds-Page,完整抗体或adc质谱分析和pngase-F酶切分析,成功实现了位点特异性adc和半位点双重药物adc并进行了表征.癌细胞的细胞毒性测定表明,这些adc的小分子药物释放依赖于嵌入结构中的可裂解val-Cit连接片段.
    Doi:10.1039/c6Ob01751G

    海关参考信息

    专利信息


    专利号:US-8617518-B2
    优先权日:2007-01-11
    标题 :Methods and compositions for improved F-18 labeling of proteins, peptides and other molecules
    发明人:MCBRIDE WILLIAM J; D SOUZA CHRISTOPHER A; GOLDENBERG DAVID M
    权利人:IMMUNOMEDICS INC
    摘要:The present application discloses compositions and methods of synthesis and use of 68 Ga, 18 F or 19 F labeled molecules of use in PET or MRI imaging. Preferably, the 18 F or 19 F is conjugated to a targeting molecule by formation of a complex with a group IIIA metal and binding of the complex to a chelating moiety, which may be directly or indirectly attached to the targeting molecule. In other embodiments, the 68 Ga, 18 F or 19 F labeled moiety may comprise a targetable construct used in combination with a bispecific antibody to target a disease-associated antigen. In more preferred embodiments, a chelating moiety or targetable construct may be conjugated to a targeting molecule, such as an antibody or antibody fragment.

    专利号:US-9115172-B2
    优先权日:2007-01-11
    标 题 :Methods and compositions for improved F-18 labeling of proteins, peptides and other molecules
    发明人:D SOUZA CHRISTOPHER A; MCBRIDE WILLIAM J; GOLDENBERG DAVID M
    权利人:IMMUNOMEDICS INC
    摘要:The present application discloses compositions and methods of synthesis and use of 18 F- or 19 F-labeled molecules of use in PET, SPECT and/or MR imaging. Preferably, the 18 F or 19 F is conjugated to a targeting molecule by formation of a complex with a group IIIA metal and binding of the complex to a bifunctional chelating agent, which may then be directly or indirectly attached to the targeting molecule. In other embodiments, the 18 F or 19 F labeled moiety may comprise a targetable construct used in combination with a bispecific antibody to target a disease-associated antigen. The disclosed methods and compositions allow the simple and reproducible labeling of molecules at very high efficiency and specific activity in 30 minutes or less. In preferred embodiments, the bifunctional chelating agent bound to 18 F- or 19 F-metal complex may be conjugated to the molecule to be labeled at a reduced temperature, e.g. room temperature.

    专利号:US-9751868-B2
    优先权日:2012-02-28
    标题 :Benzocyanine compounds
    发明人:HERMANSON GREG; CZERNEY PETER T; DESAI SURBHI; WENZEL MATTHIAS S; DWORECKI BOGUSLAWA R; LEHMANN FRANK G; NLEND MARIE CHRISTINE
    权利人:HERMANSON GREG; CZERNEY PETER T; DESAI SURBHI; WENZEL MATTHIAS S; DWORECKI BOGUSLAWA R; LEHMANN FRANK G; NLEND MARIE CHRISTINE; PIERCE BIOTECHNOLOGY INC; DYOMICS GMBH
    摘要:Compounds useful as labels with properties comparable to known fluorescent compounds. The compounds are conjugated to proteins and nucleic acids for biological imaging and analysis. Synthesis of the compounds, formation and use of the conjugated compounds, and specific non-limiting examples of each are provided.

    专利号:US-2017158858-A9
    优先权日:2013-03-07
    标 题:Cyanine compounds
    发明人:HERMANSON GREG; CZERNEY PETER T; DESAI SURBHI; WENZEL MATTHIAS S; DWORECKI BOGUSLAWA R; LEHMANN FRANK G
    权利人:HERMANSON GREG; CZERNEY PETER T; DESAI SURBHI; WENZEL MATTHIAS S; DWORECKI BOGUSLAWA R; LEHMANN FRANK G
    摘要:Compounds used as labels with properties comparable to known fluorescent compounds. The compounds can be conjugated to proteins and nucleic acids for biological imaging and analysis. Synthesis of the compounds, formation and use of the conjugated compounds, and specific non-limiting examples of each are provided.

    专利号:US-11053222-B2
    优先权日:2010-12-21
    标 题 :Fluorescent compounds
    发明人:HERMANSON GREG; CZERNEY PETER T; DESAI SURBHI; WENZEL MATTHIAS S; DWORECKI BOGUSLAWA; LEHMANN FRANK G
    权利人:PIERCE BIOTECHNOLOGY INC; DYOMICS GMBH
    摘要:Compounds used as labels with properties comparable to known fluorescent compounds. The compounds can be conjugated to proteins and nucleic acids for biological imaging and analysis. Synthesis of the compounds, formation and use of the conjugated compounds, and specific non-limiting examples of each are provided.

    专利号:US-2016045626-A1
    优先权日:2007-01-11
    标题 :Methods and Compositions for Improved Labeling of Targeting Peptides
    发明人:MCBRIDE WILLIAM J; GOLDENBERG DAVID M
    权利人:IMMUNOMEDICS INC
    摘要:The present application discloses compositions and methods of synthesis and use of labeled targeting peptides, such as octreotide, octreotate, or other somatostatin analogs or derivatives. The targeting peptide may be labeled with a therapeutic or diagnostic isotope, such as 61 Cu, 62 Cu, 64 Cu, 67 Cu, 18 F, 19 F, 66 Ga, 67 Ga, 68 Ga, 72 Ga, 111 In, 177 Lu, 44 Sc, 47 Sc, 86 Y, 88 Y, 90 Y, 45 Ti or 89 Zr, preferably 18 F or 19 F. More preferably, the targeting peptide is NOTA-octreotate, NOTA-MPAA-octreotate, pyridine-NOTA-octreotate or triazole-NOTA-octreotate. The labeled targeting peptides may be used for detection, diagnosis, imaging and/or treatment of sst 2 + tumors, such as neuroendocrine tumors.
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    主要参考文献


    1: Sano K, Nakajima T, Miyazaki K, Ohuchi Y, Ikegami T, Choyke PL, Kobayashi H. Short PEG-linkers improve the performance of targeted, activatable monoclonal antibody-indocyanine green optical imaging probes. Bioconjug Chem. 2013 May 15;24(5):811-6. doi: 10.1021/bc400050k. Epub 2013 May 3.
    2: Harrison E, Coulter JA, Dixon D. Gold nanoparticle surface functionalization: mixed monolayer versus hetero bifunctional peg linker. Nanomedicine (Lond). 2016 Apr;11(7):851-65. Review. pii: E1190. doi: 10.3390/molecules22071190.
    4: Tuma R, Russell M, Rosendahl M, Thomas GJ Jr. Solution conformation of the extracellular domain of the human tumor necrosis factor receptor probed by Raman and UV-resonance Raman spectroscopy: structural effects of an engineered PEG linker. Biochemistry. 1995 Nov 21;34(46):15150-6. doi:10.1016/j.jconrel.2016.02.017. Epub 2016 Feb 8.

    合成参考文献


    参考文献:10.1007/s10334-018-0687-7
    摘要:Khantasup K, Saiviroonporn P, Jarussophon S, Chantima W, Dharakul T. Anti-EpCAM scFv gadolinium chelate: a novel targeted MRI contrast agent for imaging of colorectal cancer. Magnetic Resonance Materials in Physics, Biology and Medicine. 2018 May 08;31(5):633–44. doi: 10.1007/s10334-018-0687-7.
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