JP5550035B2 - 波長が制御されたルシフェラーゼの発光基質および製造方法 - Google Patents

波長が制御されたルシフェラーゼの発光基質および製造方法 Download PDF

Info

Publication number
JP5550035B2
JP5550035B2 JP2009064595A JP2009064595A JP5550035B2 JP 5550035 B2 JP5550035 B2 JP 5550035B2 JP 2009064595 A JP2009064595 A JP 2009064595A JP 2009064595 A JP2009064595 A JP 2009064595A JP 5550035 B2 JP5550035 B2 JP 5550035B2
Authority
JP
Japan
Prior art keywords
luciferin
mmol
compound
luminescent
nmr
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
JP2009064595A
Other languages
English (en)
Japanese (ja)
Other versions
JP2010215795A (ja
JP2010215795A5 (https=
Inventor
昌次郎 牧
哲 小島
治樹 丹羽
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
THE UNIVERSITY OF ELECTRO-COMUNICATINS
Original Assignee
THE UNIVERSITY OF ELECTRO-COMUNICATINS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by THE UNIVERSITY OF ELECTRO-COMUNICATINS filed Critical THE UNIVERSITY OF ELECTRO-COMUNICATINS
Priority to JP2009064595A priority Critical patent/JP5550035B2/ja
Priority to PCT/JP2010/053177 priority patent/WO2010106896A1/ja
Publication of JP2010215795A publication Critical patent/JP2010215795A/ja
Publication of JP2010215795A5 publication Critical patent/JP2010215795A5/ja
Application granted granted Critical
Publication of JP5550035B2 publication Critical patent/JP5550035B2/ja
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent materials, e.g. electroluminescent or chemiluminescent
    • C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent containing organic luminescent materials
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
    • C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • C09K2211/1037—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom with sulfur

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
JP2009064595A 2009-03-17 2009-03-17 波長が制御されたルシフェラーゼの発光基質および製造方法 Expired - Fee Related JP5550035B2 (ja)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2009064595A JP5550035B2 (ja) 2009-03-17 2009-03-17 波長が制御されたルシフェラーゼの発光基質および製造方法
PCT/JP2010/053177 WO2010106896A1 (ja) 2009-03-17 2010-02-28 波長が制御されたルシフェラーゼの発光基質および製造方法

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2009064595A JP5550035B2 (ja) 2009-03-17 2009-03-17 波長が制御されたルシフェラーゼの発光基質および製造方法

Publications (3)

Publication Number Publication Date
JP2010215795A JP2010215795A (ja) 2010-09-30
JP2010215795A5 JP2010215795A5 (https=) 2012-05-10
JP5550035B2 true JP5550035B2 (ja) 2014-07-16

Family

ID=42739561

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2009064595A Expired - Fee Related JP5550035B2 (ja) 2009-03-17 2009-03-17 波長が制御されたルシフェラーゼの発光基質および製造方法

Country Status (2)

Country Link
JP (1) JP5550035B2 (https=)
WO (1) WO2010106896A1 (https=)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103796999B (zh) * 2011-08-24 2015-07-22 国立大学法人电气通信大学 荧光素酶的发光基质
CN102532053B (zh) * 2011-12-30 2014-08-06 广东省微生物研究所 一种高纯度d-荧光素的制备和纯化方法
JP6011974B2 (ja) * 2013-05-07 2016-10-25 国立大学法人電気通信大学 新規ハロゲン化水素塩
JP6353751B2 (ja) * 2013-09-25 2018-07-04 国立大学法人電気通信大学 新規複素環式化合物及びその塩、並びに、発光基質組成物
JP6402969B2 (ja) * 2014-04-15 2018-10-10 Dic株式会社 シラン化合物およびその重合体、ならびにその重合体からなる液晶配向層
CN104262287B (zh) * 2014-09-02 2016-06-08 苏州罗兰生物科技有限公司 一种亚硫酸根比率荧光探针的制备及应用
JPWO2021193069A1 (https=) * 2020-03-23 2021-09-30
CN117720477A (zh) * 2023-12-13 2024-03-19 广州博鹭腾生物科技有限公司 一种Akalumine盐酸盐的制备方法及其应用

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3164597A (en) * 1962-12-17 1965-01-05 Geigy Chem Corp 5-carboxylic acid-2-phenyl-pyrrolines, corresponding pyrrolidines and functional derivatives thereof
JPS4730183B1 (https=) * 1970-09-16 1972-08-07
EP2272972A1 (en) * 2005-05-31 2011-01-12 Promega Corporation Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
JP4899046B2 (ja) * 2005-09-30 2012-03-21 国立大学法人 東京大学 新規ルシフェリン誘導体
JP5194258B2 (ja) * 2006-03-27 2013-05-08 国立大学法人電気通信大学 複素環化合物及び発光方法
JP5464311B2 (ja) * 2008-02-02 2014-04-09 国立大学法人電気通信大学 ルシフェラーゼの発光基質

Also Published As

Publication number Publication date
WO2010106896A1 (ja) 2010-09-23
JP2010215795A (ja) 2010-09-30

Similar Documents

Publication Publication Date Title
JP5550035B2 (ja) 波長が制御されたルシフェラーゼの発光基質および製造方法
JP5464311B2 (ja) ルシフェラーゼの発光基質
JP2010215795A5 (https=)
US9714260B2 (en) Asymmetrical Si rhodamine and rhodol synthesis
EP2454261B1 (en) Imidazo[1,2-alpha]pyrazin-3(7h)-one derivatives bearing a new electron-rich structure
JP4899046B2 (ja) 新規ルシフェリン誘導体
JP6049019B2 (ja) ルシフェラーゼの発光基質
JP4373608B2 (ja) 一重項酸素測定用試薬
Liu et al. A novel near-infrared fluorescent platform with good photostability and the application for a reaction-based Cu2+ probe in living cells
JP5228190B2 (ja) パーオキシナイトライト蛍光プローブ
CN107602502A (zh) 一种用于生物硫醇检测的esipt型荧光探针及应用
JP5194258B2 (ja) 複素環化合物及び発光方法
EP1314730A1 (en) Reagent for determining singlet oxygen
JP2013184909A (ja) ルシフェラーゼの発光基質
EP3658544B1 (en) Derivatives of luciferin and methods for their synthesis
JP2010180191A (ja) ルシフェラーゼの発光基質
JP2020526521A (ja) 血清中で安定なプロセレンテラジン類似体
JP2006219381A (ja) 複素環化合物及び発光甲虫ルシフェラーゼ発光系用発光基質
CN116947781B (zh) 醌氧化还原酶生物探针及其制备方法和应用
US20250171450A1 (en) Novel coelenterazine derivatives
US20250368636A1 (en) Novel heterocyclic compound, salt thereof, and luminescent substrate composition
JP7713216B2 (ja) 新規複素環式化合物及びその塩、並びに、発光基質組成物
JP2014137307A (ja) 蛍光性質量標識プローブ
WO2024159100A1 (en) Photoactive fluorescent compounds and use thereof for labeling of proteins
WO2022004744A1 (ja) 新規複素環式化合物及びその塩、並びに、発光基質組成物

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20120319

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20120319

RD03 Notification of appointment of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: A7423

Effective date: 20131015

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20140311

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20140407

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20140507

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20140513

R150 Certificate of patent or registration of utility model

Ref document number: 5550035

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

LAPS Cancellation because of no payment of annual fees