Title:
METHOD FOR VISUALIZING MODIFIED STATE OR AGGREGATED STATE OF PROTEIN
Document Type and Number:
WIPO Patent Application WO/2023/140228
Kind Code:
A1
Abstract:
As a means that can be applied to a protein-mixed system and can detect a modified or aggregated protein with high sensitivity, a method for visualizing the modified state or the aggregated state of a protein is provided, the method being characterized by comprising a step for bringing a protein into contact with a nitrobenzoxadiazole derivative and a step for detecting a fluorescence of a reaction product between the nitrobenzoxadiazole derivative and the protein.
Inventors:
SATO SHINICHI (JP)
NAKANE KEITA (JP)
DODO KOSUKE (JP)
NAKANE KEITA (JP)
DODO KOSUKE (JP)
Application Number:
PCT/JP2023/001094
Publication Date:
July 27, 2023
Filing Date:
January 17, 2023
Export Citation:
Assignee:
UNIV TOHOKU (JP)
RIKEN (JP)
RIKEN (JP)
International Classes:
G01N33/68; C07D271/12; G01N21/64; G01N21/78
Domestic Patent References:
| WO2007090198A2 | 2007-08-09 | |||
| WO2011056958A2 | 2011-05-12 | |||
| WO2020187919A1 | 2020-09-24 | |||
| WO2012041292A2 | 2012-04-05 | |||
| WO2015120406A1 | 2015-08-13 |
Foreign References:
| CN115433066A | 2022-12-06 | |||
| JP2013104687A | 2013-05-30 | |||
| US20120237964A1 | 2012-09-20 | |||
| JP2005017264A | 2005-01-20 |
Other References:
YAMAGUCHI TAKAO, ASANUMA MIWAKO, NAKANISHI SHUICHI, SAITO YOHEI, OKAZAKI MASATERU, DODO KOSUKE, SODEOKA MIKIKO: "Turn-ON fluorescent affinity labeling using a small bifunctional O-nitrobenzoxadiazole unit", CHEMICAL SCIENCE, ROYAL SOCIETY OF CHEMISTRY, UNITED KINGDOM, vol. 5, no. 3, 1 January 2014 (2014-01-01), United Kingdom , pages 1021 - 1029, XP093079913, ISSN: 2041-6520, DOI: 10.1039/C3SC52704B
LIU YU, MIAO KUN, LI YINGHAO, FARES MATTHEW, CHEN SHUYUAN, ZHANG XIN: "A HaloTag-Based Multicolor Fluorogenic Sensor Visualizes and Quantifies Proteome Stress in Live Cells Using Solvatochromic and Molecular Rotor-Based Fluorophores", BIOCHEMISTRY, vol. 57, no. 31, 7 August 2018 (2018-08-07), pages 4663 - 4674, XP093079915, ISSN: 0006-2960, DOI: 10.1021/acs.biochem.8b00135
YU LIU; MATTHEW FARES; NOAH P. DUNHAM; ZI GAO; KUN MIAO; XUEYUAN JIANG; SAMUEL S. BOLLINGER; AMIE K. BOAL; XIN ZHANG: "AgHalo: A Facile Fluorogenic Sensor to Detect Drug‐Induced Proteome Stress", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, VERLAG CHEMIE, HOBOKEN, USA, vol. 56, no. 30, 19 June 2017 (2017-06-19), Hoboken, USA, pages 8672 - 8676, XP072098854, ISSN: 1433-7851, DOI: 10.1002/anie.201702417
KWAN HO JUNG; SOJUNG F. KIM; YU LIU; XIN ZHANG: "A Fluorogenic AggTag Method Based on Halo‐ and SNAP‐Tags to Simultaneously Detect Aggregation of Two Proteins in Live Cells", CHEMBIOCHEM, JOHN WILEY & SONS, INC., HOBOKEN, USA, vol. 20, no. 8, 12 March 2019 (2019-03-12), Hoboken, USA, pages 1078 - 1087, XP072201169, ISSN: 1439-4227, DOI: 10.1002/cbic.201800782
LIU YU, WOLSTENHOLME CHARLES H., CARTER GREGORY C., LIU HONGBIN, HU HANG, GRAINGER LEEANN S., MIAO KUN, FARES MATTHEW, HOELZEL CON: "Modulation of Fluorescent Protein Chromophores To Detect Protein Aggregation with Turn-On Fluorescence", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, vol. 140, no. 24, 20 June 2018 (2018-06-20), pages 7381 - 7384, XP093079919, ISSN: 0002-7863, DOI: 10.1021/jacs.8b02176
RAMYA ADUKKADAN N., JOSEPH MANU M., KARUNAKARAN VARSHA, AHAMMED CHEKRAIN VALAPPIL SHIHAS, SAMANTA ANIMESH, MAITI KAUSTABH K.: "An efficient molecular luminophore based on tetraphenylethylene (TPE) enabling intracellular detection and therapeutic benefits of hydrogen sulfide in Alzheimer’s disease", SENSORS AND ACTUATORS B: CHEMICAL, ELSEVIER BV, NL, vol. 355, 1 March 2022 (2022-03-01), NL , pages 131118, XP093079920, ISSN: 0925-4005, DOI: 10.1016/j.snb.2021.131118
POOLE L B, ELLIS H R: "IDENTIFICATION OF CYSTEINE SULFENIC ACID IN AHPC OF ALKYL HYDROPEROXIDE REDUCTASE", MELK-SYSTEME BOU-MATIC, OLDENBURG, DE, vol. 348, 1 January 2002 (2002-01-01), DE , pages 122 - 136, XP008065767
LIU YU, MIAO KUN, LI YINGHAO, FARES MATTHEW, CHEN SHUYUAN, ZHANG XIN: "A HaloTag-Based Multicolor Fluorogenic Sensor Visualizes and Quantifies Proteome Stress in Live Cells Using Solvatochromic and Molecular Rotor-Based Fluorophores", BIOCHEMISTRY, vol. 57, no. 31, 7 August 2018 (2018-08-07), pages 4663 - 4674, XP093079915, ISSN: 0006-2960, DOI: 10.1021/acs.biochem.8b00135
YU LIU; MATTHEW FARES; NOAH P. DUNHAM; ZI GAO; KUN MIAO; XUEYUAN JIANG; SAMUEL S. BOLLINGER; AMIE K. BOAL; XIN ZHANG: "AgHalo: A Facile Fluorogenic Sensor to Detect Drug‐Induced Proteome Stress", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, VERLAG CHEMIE, HOBOKEN, USA, vol. 56, no. 30, 19 June 2017 (2017-06-19), Hoboken, USA, pages 8672 - 8676, XP072098854, ISSN: 1433-7851, DOI: 10.1002/anie.201702417
KWAN HO JUNG; SOJUNG F. KIM; YU LIU; XIN ZHANG: "A Fluorogenic AggTag Method Based on Halo‐ and SNAP‐Tags to Simultaneously Detect Aggregation of Two Proteins in Live Cells", CHEMBIOCHEM, JOHN WILEY & SONS, INC., HOBOKEN, USA, vol. 20, no. 8, 12 March 2019 (2019-03-12), Hoboken, USA, pages 1078 - 1087, XP072201169, ISSN: 1439-4227, DOI: 10.1002/cbic.201800782
LIU YU, WOLSTENHOLME CHARLES H., CARTER GREGORY C., LIU HONGBIN, HU HANG, GRAINGER LEEANN S., MIAO KUN, FARES MATTHEW, HOELZEL CON: "Modulation of Fluorescent Protein Chromophores To Detect Protein Aggregation with Turn-On Fluorescence", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, vol. 140, no. 24, 20 June 2018 (2018-06-20), pages 7381 - 7384, XP093079919, ISSN: 0002-7863, DOI: 10.1021/jacs.8b02176
RAMYA ADUKKADAN N., JOSEPH MANU M., KARUNAKARAN VARSHA, AHAMMED CHEKRAIN VALAPPIL SHIHAS, SAMANTA ANIMESH, MAITI KAUSTABH K.: "An efficient molecular luminophore based on tetraphenylethylene (TPE) enabling intracellular detection and therapeutic benefits of hydrogen sulfide in Alzheimer’s disease", SENSORS AND ACTUATORS B: CHEMICAL, ELSEVIER BV, NL, vol. 355, 1 March 2022 (2022-03-01), NL , pages 131118, XP093079920, ISSN: 0925-4005, DOI: 10.1016/j.snb.2021.131118
POOLE L B, ELLIS H R: "IDENTIFICATION OF CYSTEINE SULFENIC ACID IN AHPC OF ALKYL HYDROPEROXIDE REDUCTASE", MELK-SYSTEME BOU-MATIC, OLDENBURG, DE, vol. 348, 1 January 2002 (2002-01-01), DE , pages 122 - 136, XP008065767
Attorney, Agent or Firm:
NOMURA, Kenichi et al. (JP)
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