Title:
ENDOTOXIN DETECTION METHOD, ENDOTOXIN DETECTION DEVICE, EQUIPMENT FOR PRODUCING PURIFIED WATER, EQUIPMENT FOR PRODUCING INJECTION WATER, METHOD FOR PRODUCING PURIFIED WATER, AND METHOD FOR PRODUCING INJECTION WATER
Document Type and Number:
WIPO Patent Application WO/2023/074128
Kind Code:
A1
Abstract:
An endotoxin detection method, according to the present invention, for detecting an endotoxin from a sample under test by using a fluorescent substance that has a structure in which a fluorescence site which is a condensed polycyclic aromatic hydrocarbon or a derivative thereof and a recognition site for recognizing the specific site on the molecular structure of the endotoxin have been linked with a spacer.
Inventors:
KIMOTO HIROSHI (JP)
IIYAMA MASAMITSU (JP)
HASHIMOTO TAKESHI (JP)
HAYASHITA TAKASHI (JP)
IIYAMA MASAMITSU (JP)
HASHIMOTO TAKESHI (JP)
HAYASHITA TAKASHI (JP)
Application Number:
PCT/JP2022/033481
Publication Date:
May 04, 2023
Filing Date:
September 06, 2022
Export Citation:
Assignee:
NOMURA MICRO SCIENCE KK (JP)
SOPHIA SCHOOL CORP (JP)
SOPHIA SCHOOL CORP (JP)
International Classes:
G01N33/579; C02F1/44; C09K11/06; G01N21/64; G01N33/18; G01N33/53
Domestic Patent References:
| WO2016139786A1 | 2016-09-09 |
Foreign References:
| JP2019025456A | 2019-02-21 | |||
| JP2003344415A | 2003-12-03 | |||
| JP2021506312A | 2021-02-22 | |||
| US20160304473A1 | 2016-10-20 | |||
| US20200270218A1 | 2020-08-27 | |||
| JP2022135780A | 2022-09-15 | |||
| JP2022011525A | 2022-01-17 |
Other References:
HIROSHI KIMOTO, MASAKAGE MASUKO, YOTA SUZUKI, MASAMITSU ILYAMA, TAKESHI HASHIMOTO, TAKASHI HAYASHITA: "Endotoxin Recognition Using Dipicolylamine-modified Fluorescent Probe", PROCEEDINGS OF THE JAPAN ION EXCHANGE CONFERENCE; OCTOBER 21 TO 22, 2021, ION EXCHANGE SOCIETY OF JAPAN, JP, vol. 35th, 20 October 2021 (2021-10-20) - 22 October 2021 (2021-10-22), JP, pages 21, XP009546675
ZENG LINTAO, WU JIASHENG, DAI QING, LIU WEIMIN, WANG PENGFEI, LEE CHUN-SING: "Sensing of Bacterial Endotoxin in Aqueous Solution by Supramolecular Assembly of Pyrene Derivative", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 12, no. 18, 17 September 2010 (2010-09-17), US , pages 4014 - 4017, XP093061199, ISSN: 1523-7060, DOI: 10.1021/ol1016228
JONES GUILFORD, JIANG HUI: "Detection of Lipopolysaccharide and Lipid A Employing a Spermine−Pyrene Conjugate", BIOCONJUGATE CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 16, no. 3, 1 May 2005 (2005-05-01), US , pages 621 - 625, XP093061200, ISSN: 1043-1802, DOI: 10.1021/bc0497517
KIMOTO, HIROSHI: "Ultrafiltration system for manufacturing water for injection", KURIN TEKUNOROJI - CLEAN TECHNOLOGY, NIHON KOGYO SHUPPAN, TOKYO, JP, vol. 31, no. 6, 10 June 2021 (2021-06-10), JP , pages 71 - 74, XP009545824, ISSN: 0917-1819
AOKI KAZUSA, OSAKO RYUJI, DENG JIAHUI, HAYASHITA TAKASHI, HASHIMOTO TAKESHI, SUZUKI YUMIKO: "Phosphate-sensing with (di-(2-picolyl)amino)quinazolines based on a fluorescence on–off system", RSC ADVANCES, vol. 10, no. 26, 17 April 2020 (2020-04-17), pages 15299 - 15306, XP093061202, DOI: 10.1039/D0RA01455A
TANG YINGYING; KANG AN; YANG XIAOTONG; HU LINYU; TANG YUYIN; LI SU; XIE YAOCHEN; MIAO QIANQIAN; PAN YANG; ZHU DONG: "A robust OFF-ON fluorescent biosensor for detection and clearance of bacterial endotoxin by specific peptide based aggregation induced emission", SENSORS AND ACTUATORS B: CHEMICAL, ELSEVIER BV, NL, vol. 304, 19 October 2019 (2019-10-19), NL , XP085938598, ISSN: 0925-4005, DOI: 10.1016/j.snb.2019.127300
KATSUTOSHI OOE, TSUJI AKIHITO, NISHISHITA NAOKI, HIRANO YOSHIAKI: "Immobilization of ɛ-polylysine onto the probe surface for molecular adsorption type endotoxin detection system", PROCEEDINGS OF SPIE, VISUAL COMMUNICATIONS AND IMAGE PROCESSING 2005, SPIE, VISUAL COMMUNICATIONS AND IMAGE PROCESSING 2005, 2005, BEIJING, CHINA, vol. 6528, 1 January 2007 (2007-01-01), Visual Communications and Image Processing 2005, 2005, Beijing, China, pages 65281F - 65281F-8, XP055033503, ISSN: 0277786X, DOI: 10.1117/12.715985
GOH YAN Y., FRECER VLADIMIR, HO BOW, DING JEAK L.: "Rational design of green fluorescent protein mutants as biosensor for bacterial endotoxin", PROTEIN ENGINEERING, DESIGN AND SELECTION, OXFORD JOURNAL, LONDON, GB, vol. 15, no. 6, 1 June 2002 (2002-06-01), GB , pages 493 - 502, XP093061207, ISSN: 1741-0126, DOI: 10.1093/protein/15.6.493
LIM SENG KOON, CHEN PENG, LEE FOOK LOY, MOOCHHALA SHABBIR, LIEDBERG BO: "Peptide-Assembled Graphene Oxide as a Fluorescent Turn-On Sensor for Lipopolysaccharide (Endotoxin) Detection", ANALYTICAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 87, no. 18, 15 September 2015 (2015-09-15), US , pages 9408 - 9412, XP093061209, ISSN: 0003-2700, DOI: 10.1021/acs.analchem.5b02270
KIMOTO HIROSHI, SUZUKI YOTA, EBISAWA YU, IIYAMA MASAMITSU, HASHIMOTO TAKESHI, HAYASHITA TAKASHI: "Simple and Rapid Endotoxin Recognition Using a Dipicolylamine-Modified Fluorescent Probe with Picomolar-Order Sensitivity", ACS OMEGA, ACS PUBLICATIONS, US, vol. 7, no. 29, 26 July 2022 (2022-07-26), US , pages 25891 - 25897, XP093061212, ISSN: 2470-1343, DOI: 10.1021/acsomega.2c02935
YOSHIOKA KYOKO, KATO DAI, SUZUKI YOSHIO, KAMATA TOMOYUKI, SASAKI SHUJI, TODOKORO MASAMI, NIWA OSAMU: "LAL-FREE ELECTROCHEMICAL DETECTION OF ENDOTOXIN USING ZINC COMPLEX-BASED PROBES", PROCEEDINGS OF THE 59TH CHEMICAL SENSOR SYMPOSIUM, vol. 31, no. Suppl A, 11 September 2015 (2015-09-11), XP093061216
KIMOTO, HIROSHI: "Development of novel fluorescent probes with endotoxin-recognizing function", ABSTRACTS OF THE 70TH ANNUAL MEETING OF THE JAPAN SOCIETY FOR ANALYTICAL CHEMISTRY; SEPTEMBER 22-24, 2021, JAPAN SOCIETY FOR ANALYTICAL CHEMISTRY, JP, vol. 70, 8 September 2021 (2021-09-08) - 24 September 2021 (2021-09-24), JP, pages B2002, XP009545901
ZENG LINTAO, WU JIASHENG, DAI QING, LIU WEIMIN, WANG PENGFEI, LEE CHUN-SING: "Sensing of Bacterial Endotoxin in Aqueous Solution by Supramolecular Assembly of Pyrene Derivative", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 12, no. 18, 17 September 2010 (2010-09-17), US , pages 4014 - 4017, XP093061199, ISSN: 1523-7060, DOI: 10.1021/ol1016228
JONES GUILFORD, JIANG HUI: "Detection of Lipopolysaccharide and Lipid A Employing a Spermine−Pyrene Conjugate", BIOCONJUGATE CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 16, no. 3, 1 May 2005 (2005-05-01), US , pages 621 - 625, XP093061200, ISSN: 1043-1802, DOI: 10.1021/bc0497517
KIMOTO, HIROSHI: "Ultrafiltration system for manufacturing water for injection", KURIN TEKUNOROJI - CLEAN TECHNOLOGY, NIHON KOGYO SHUPPAN, TOKYO, JP, vol. 31, no. 6, 10 June 2021 (2021-06-10), JP , pages 71 - 74, XP009545824, ISSN: 0917-1819
AOKI KAZUSA, OSAKO RYUJI, DENG JIAHUI, HAYASHITA TAKASHI, HASHIMOTO TAKESHI, SUZUKI YUMIKO: "Phosphate-sensing with (di-(2-picolyl)amino)quinazolines based on a fluorescence on–off system", RSC ADVANCES, vol. 10, no. 26, 17 April 2020 (2020-04-17), pages 15299 - 15306, XP093061202, DOI: 10.1039/D0RA01455A
TANG YINGYING; KANG AN; YANG XIAOTONG; HU LINYU; TANG YUYIN; LI SU; XIE YAOCHEN; MIAO QIANQIAN; PAN YANG; ZHU DONG: "A robust OFF-ON fluorescent biosensor for detection and clearance of bacterial endotoxin by specific peptide based aggregation induced emission", SENSORS AND ACTUATORS B: CHEMICAL, ELSEVIER BV, NL, vol. 304, 19 October 2019 (2019-10-19), NL , XP085938598, ISSN: 0925-4005, DOI: 10.1016/j.snb.2019.127300
KATSUTOSHI OOE, TSUJI AKIHITO, NISHISHITA NAOKI, HIRANO YOSHIAKI: "Immobilization of ɛ-polylysine onto the probe surface for molecular adsorption type endotoxin detection system", PROCEEDINGS OF SPIE, VISUAL COMMUNICATIONS AND IMAGE PROCESSING 2005, SPIE, VISUAL COMMUNICATIONS AND IMAGE PROCESSING 2005, 2005, BEIJING, CHINA, vol. 6528, 1 January 2007 (2007-01-01), Visual Communications and Image Processing 2005, 2005, Beijing, China, pages 65281F - 65281F-8, XP055033503, ISSN: 0277786X, DOI: 10.1117/12.715985
GOH YAN Y., FRECER VLADIMIR, HO BOW, DING JEAK L.: "Rational design of green fluorescent protein mutants as biosensor for bacterial endotoxin", PROTEIN ENGINEERING, DESIGN AND SELECTION, OXFORD JOURNAL, LONDON, GB, vol. 15, no. 6, 1 June 2002 (2002-06-01), GB , pages 493 - 502, XP093061207, ISSN: 1741-0126, DOI: 10.1093/protein/15.6.493
LIM SENG KOON, CHEN PENG, LEE FOOK LOY, MOOCHHALA SHABBIR, LIEDBERG BO: "Peptide-Assembled Graphene Oxide as a Fluorescent Turn-On Sensor for Lipopolysaccharide (Endotoxin) Detection", ANALYTICAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 87, no. 18, 15 September 2015 (2015-09-15), US , pages 9408 - 9412, XP093061209, ISSN: 0003-2700, DOI: 10.1021/acs.analchem.5b02270
KIMOTO HIROSHI, SUZUKI YOTA, EBISAWA YU, IIYAMA MASAMITSU, HASHIMOTO TAKESHI, HAYASHITA TAKASHI: "Simple and Rapid Endotoxin Recognition Using a Dipicolylamine-Modified Fluorescent Probe with Picomolar-Order Sensitivity", ACS OMEGA, ACS PUBLICATIONS, US, vol. 7, no. 29, 26 July 2022 (2022-07-26), US , pages 25891 - 25897, XP093061212, ISSN: 2470-1343, DOI: 10.1021/acsomega.2c02935
YOSHIOKA KYOKO, KATO DAI, SUZUKI YOSHIO, KAMATA TOMOYUKI, SASAKI SHUJI, TODOKORO MASAMI, NIWA OSAMU: "LAL-FREE ELECTROCHEMICAL DETECTION OF ENDOTOXIN USING ZINC COMPLEX-BASED PROBES", PROCEEDINGS OF THE 59TH CHEMICAL SENSOR SYMPOSIUM, vol. 31, no. Suppl A, 11 September 2015 (2015-09-11), XP093061216
KIMOTO, HIROSHI: "Development of novel fluorescent probes with endotoxin-recognizing function", ABSTRACTS OF THE 70TH ANNUAL MEETING OF THE JAPAN SOCIETY FOR ANALYTICAL CHEMISTRY; SEPTEMBER 22-24, 2021, JAPAN SOCIETY FOR ANALYTICAL CHEMISTRY, JP, vol. 70, 8 September 2021 (2021-09-08) - 24 September 2021 (2021-09-24), JP, pages B2002, XP009545901
Attorney, Agent or Firm:
TAIYO, NAKAJIMA & KATO (JP)
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