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Establishment of Molecular Design Strategy To Obtain Activatable Fluorescent Probes for Carboxypeptidases

机译:获得用于羧肽酶的可激活荧光探针的分子设计策略的建立

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摘要

Carboxypeptidases (CPs) are a family of hydrolases that cleave one or more amino acids from the C-terminal of peptides or proteins. However, methodology to monitor the activities of CPs is poorly developed. Here, we present the first versatile design strategy to obtain activatable fluorescent probes for CPs by utilizing intramolecular spirocyclization of rhodamine to translate the “aliphatic carboxamide to aliphatic carboxylate” structural conversion catalyzed by CPs into dynamic fluorescence activation. Based on this novel strategy, we developed probes for carboxypeptidases A and B. One of these probes was able to detect pancreatic juice leakage in mice ex vivo , suggesting that its suitability for intraoperative diagnosis of pancreatic fistula. This design strategy should be broadly applicable to CPs, as well as other previously untargetable enzymes, enabling development of fluorescent probes to study various pathological and biological processes.
机译:羧肽酶(CPs)是一类水解酶,可从肽或蛋白质的C末端切割一个或多个氨基酸。但是,监测CP者活动的方法尚不完善。在这里,我们提出了第一种通用设计策略,即通过利用若丹明的分子内螺环化作用将CPs催化的“脂族羧酰胺转化为脂肪族羧酸盐”的结构转化为CPs转化为动态荧光激活,从而获得CPs的可激活荧光探针。基于这种新策略,我们开发了羧肽酶A和B的探针。这些探针之一能够检测离体小鼠的胰液泄漏,表明其适用于术中诊断胰瘘。这种设计策略应广泛适用于CP以及其他先前无法靶向的酶,从而能够开发荧光探针来研究各种病理和生物学过程。

著录项

  • 来源
    《Journal of the American Chemical Society》 |2018年第5期|1767-1773|共7页
  • 作者单位

    Graduate School of Pharmaceutical Sciences and Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan;

    Graduate School of Pharmaceutical Sciences and Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan,PRESTO (Japan) Science and Technology Agency (JST), 4-1-8 Honcho Kawaguchi-shi, Saitama 332-0012, Japan;

    Graduate School of Pharmaceutical Sciences and Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan,Division of Digestive Surgery, Department of Surgery, Kyoto Prefectural University of Medicine, 465 Kajii-cho, Kamigyo-ku, Kyoto, 602-8566, Japan;

    Graduate School of Pharmaceutical Sciences and Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan;

    Graduate School of Pharmaceutical Sciences and Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan;

    Graduate School of Pharmaceutical Sciences and Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan;

    Graduate School of Pharmaceutical Sciences and Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan;

    Graduate School of Pharmaceutical Sciences and Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan;

    Graduate School of Pharmaceutical Sciences and Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan;

    Department of Gastroenterological Surgery, Cancer Institute Hospital, Japanese Foundation for Cancer Research, 3-8-31 Ariake, Koto-ku, Tokyo 135-8550, Japan;

    Department of Surgery, National Center for Global Health and Medicine, 1-21-1 Toyama, Shinjuku-ku, Tokyo 162-8655, Japan;

    Graduate School of Pharmaceutical Sciences and Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan,CREST (Japan) Agency for Medical Research and Development (AMED), 1-7-1 Otemachi, Chiyoda-ku, Tokyo 100-0004, Japan;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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  • 正文语种 eng
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  • 入库时间 2022-08-18 03:07:18

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