Synthesis and Application of Cucurbit[n]uril Type Receptors

葫芦[n]脲型受体的合成及应用

• 批准号: 1404911
• 负责人: Lyle Isaacs
• 金额: $ 61.6万
• 依托单位: University of Maryland, College Park
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2014
• 资助国家: 美国
• 起止时间: 2014-09-01 至 2018-08-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1404911&HistoricalAwards=false
• 关键词: Synthesis; Application; Cucurbit; uril; Type

Containers are ubiquitous in everyday life with uses including the preservation of foods and beverages and to protect products against damage. Molecules need containers for the same reasons. For example, molecular containers are currently used in everyday life to formulate insoluble drugs. The research group of Professor Lyle Isaacs at the University of Maryland, College Park studies the preparation and application of a new advanced class of molecular containers called cucurbiturils. The work has the potential to impact both academic and industrial science by providing a series of container compounds bearing reactive functional groups that allow their incorporation into advanced functional systems for real world applications. Additional broader impacts of the research include education and training of undergraduate and graduate students as interdisciplinary scientists, which is accomplished in part through international collaborations and by the development of a series of videos to attract students to molecular container chemistry via a flipped classroom approach.The Macromolecular, Supramolecular and Nanochemistry (MSN) program of the Chemistry Division supports the work of Professor Isaacs, which focuses on the development of the synthetic and supramolecular chemistry of the cucurbit[n]uril (CB[n]) family of molecular container compounds. The work aims to understand the anomalously tight binding CB[7]-diamantane(NMe3)2 complex via the synthesis and Ka determination of structural analogues. These tight binding CB[n]-guest pairs can be used in concert with monofunctionalized CB[n] derivatives prepared by the the Isaacs group to enable new application areas including those that currently benefit from biotin-avidin technology like bioassays. Finally, the work addresses the scope and nature of selective interactions between acyclic CB[n] containers and peptides and proteins.

容器在日常生活中无处不在，其用途包括保存食品和饮料以及保护产品免受损坏。 分子需要容器的原因也是一样。 例如，分子容器目前在日常生活中用于配制不溶性药物。 马里兰州大学帕克分校的莱尔·艾萨克斯教授的研究小组研究了一种名为葫芦脲的新型先进分子容器的制备和应用。 这项工作有可能影响学术和工业科学，提供了一系列带有反应性官能团的容器化合物，使其能够纳入先进的功能系统，用于真实的世界应用。 该研究的其他更广泛的影响包括教育和培训本科生和研究生作为跨学科的科学家，这是通过国际合作和一系列视频的开发，以吸引学生通过翻转课堂的方法分子容器化学完成的一部分。化学系的大分子，超分子和纳米化学（MSN）计划支持Isaacs教授的工作，其专注于分子容器化合物的葫芦[n]脲（CB[n]）家族的合成和超分子化学的发展。 本工作旨在通过结构类似物的合成和Ka测定来了解具有紧密结合的CB[7]-二金刚烷（NMe 3）2复合物。 这些紧密结合的CB[n]-客体对可以与Isaacs小组制备的单官能化CB[n]衍生物一起使用，以实现新的应用领域，包括目前受益于生物素-亲和素技术的领域，如生物测定。 最后，这项工作解决了无环CB[n]容器与肽和蛋白质之间选择性相互作用的范围和性质。

项目成果

Cucurbit[8]uril•guest complexes: blinded dataset for the SAMPL6 challenge

• DOI: 10.1080/10610278.2018.1516885
• 发表时间: 2019-03-04
• 期刊: SUPRAMOLECULAR CHEMISTRY
• 影响因子: 3.3
• 作者: Murkli, Steven;McNeill, John N.;Isaacs, Lyle
• 通讯作者: Isaacs, Lyle

Acyclic cucurbit[n]urils capped with alkylene linkers: synthesis and molecular recognition properties

• DOI: 10.1080/10610278.2018.1539228
• 发表时间: 2019-03-04
• 期刊: SUPRAMOLECULAR CHEMISTRY
• 影响因子: 3.3
• 作者: Ganapati, Shweta;Isaacs, Lyle
• 通讯作者: Isaacs, Lyle

Supramolecular hosts as in vivo sequestration agents for pharmaceuticals and toxins.

• DOI: 10.1039/d0cs00454e
• 发表时间: 2020-11-07
• 期刊: Chemical Society reviews
• 影响因子: 46.2
• 作者: Deng CL ;Murkli SL ;Isaacs LD
• 通讯作者: Isaacs LD

Directly Functionalized Cucurbit[7]uril as a Biosensor for the Selective Detection of Protein Interactions by 129 Xe hyperCEST NMR

直接功能化的葫芦[7]尿素作为生物传感器，用于通过 129 Xe hyperCEST™NMR 选择性检测蛋白质相互作用

• DOI: 10.1002/chem.201900610
• 发表时间: 2019
• 期刊: Chemistry – A European Journal
• 作者: Truxal, Ashley E.;Cao, Liping;Isaacs, Lyle;Wemmer, David E.;Pines, Alexander
• 通讯作者: Pines, Alexander

Blurring the Lines between Host and Guest: A Chimeric Receptor Derived from Cucurbituril and Triptycene

• DOI: 10.1002/anie.201803132
• 发表时间: 2018-07-02
• 期刊: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
• 影响因子: 16.6
• 作者: Lu, Xiaoyong;Samanta, Soumen K.;Isaacs, Lyle
• 通讯作者: Isaacs, Lyle