KR101968475B1 - 코엘렌테라진 유도체 및 이를 이용하는 방법 - Google Patents

코엘렌테라진 유도체 및 이를 이용하는 방법 Download PDF

Info

Publication number
KR101968475B1
KR101968475B1 KR1020137014031A KR20137014031A KR101968475B1 KR 101968475 B1 KR101968475 B1 KR 101968475B1 KR 1020137014031 A KR1020137014031 A KR 1020137014031A KR 20137014031 A KR20137014031 A KR 20137014031A KR 101968475 B1 KR101968475 B1 KR 101968475B1
Authority
KR
South Korea
Prior art keywords
alkyl
coelenterazine
enzyme
compound
sample
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.)
Active
Application number
KR1020137014031A
Other languages
English (en)
Korean (ko)
Other versions
KR20140003430A (ko
Inventor
디터 에이치. 클라우버트
폰초 마이젠하이머
제임스 언치
원후이 저우
Original Assignee
프로메가 코포레이션
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 프로메가 코포레이션 filed Critical 프로메가 코포레이션
Publication of KR20140003430A publication Critical patent/KR20140003430A/ko
Application granted granted Critical
Publication of KR101968475B1 publication Critical patent/KR101968475B1/ko
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/02—Heterocyclic radicals containing only nitrogen as ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/66—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving luciferase

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Immunology (AREA)
  • Microbiology (AREA)
  • Analytical Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Peptides Or Proteins (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Saccharide Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
KR1020137014031A 2010-11-02 2011-11-02 코엘렌테라진 유도체 및 이를 이용하는 방법 Active KR101968475B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US40941310P 2010-11-02 2010-11-02
US61/409,413 2010-11-02
PCT/US2011/058924 WO2012061477A1 (en) 2010-11-02 2011-11-02 Coelenterazine derivatives and methods of using same

Publications (2)

Publication Number Publication Date
KR20140003430A KR20140003430A (ko) 2014-01-09
KR101968475B1 true KR101968475B1 (ko) 2019-04-15

Family

ID=44999921

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020137014031A Active KR101968475B1 (ko) 2010-11-02 2011-11-02 코엘렌테라진 유도체 및 이를 이용하는 방법

Country Status (15)

Country Link
US (1) US9487520B2 (https=)
EP (1) EP2635583B1 (https=)
JP (1) JP6040157B2 (https=)
KR (1) KR101968475B1 (https=)
CN (1) CN103180324A (https=)
AU (1) AU2011323455B2 (https=)
BR (1) BR112013010484B1 (https=)
CA (1) CA2815381C (https=)
DK (1) DK2635583T3 (https=)
ES (1) ES2543913T3 (https=)
IL (1) IL225869A (https=)
PL (1) PL2635583T3 (https=)
PT (1) PT2635583E (https=)
SG (1) SG189494A1 (https=)
WO (1) WO2012061477A1 (https=)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012061477A1 (en) 2010-11-02 2012-05-10 Promega Corporation Coelenterazine derivatives and methods of using same
BR112013010487B1 (pt) 2010-11-02 2021-02-02 Promega Corporation compostos de coelenterazina, kit compreendendo ditos compostos e método para detectar luminescência em uma amostra in vitro
JP6067019B2 (ja) * 2011-09-02 2017-01-25 プロメガ コーポレイションＰｒｏｍｅｇａ Ｃｏｒｐｏｒａｔｉｏｎ 代謝的に活性な細胞の酸化還元状態を評価するための化合物及び方法、ならびにｎａｄ（ｐ）／ｎａｄ（ｐ）ｈを測定するための方法
US20140099654A1 (en) 2012-09-26 2014-04-10 Promega Corporation Real-time monitoring
ME03557B (me) 2013-03-15 2020-07-20 G1 Therapeutics Inc Privremena zaštiтa normalnih ćelija током hemoterapije
CA2906157C (en) 2013-03-15 2022-05-17 G1 Therapeutics, Inc. Highly active anti-neoplastic and anti-proliferative agents
JP6270127B2 (ja) * 2014-01-17 2018-01-31 国立研究開発法人物質・材料研究機構 ニコチンアデニンジヌクレオチド誘導体を検出する方法
US9790537B2 (en) * 2014-01-29 2017-10-17 Promega Corporation Quinone-masked probes as labeling reagents for cell uptake measurements
US9927430B2 (en) 2014-01-29 2018-03-27 Promega Corporation Pro-substrates for live cell applications
CN107922428B (zh) 2015-06-25 2021-02-05 普洛麦格公司 噻吩并吡咯化合物及其作为刺虾源性荧光素酶的抑制剂的用途
EP3416968B1 (en) * 2016-02-15 2022-07-27 Promega Corporation Coelenterazine analogues
JP7212612B2 (ja) * 2016-07-28 2023-01-25 プロメガ コーポレイション セレンテラジン類縁体
WO2018049241A1 (en) * 2016-09-09 2018-03-15 Promega Corporation Dual protected pro-coelenterazine substrates
EP3535270B3 (en) 2016-11-01 2024-05-29 Promega Corporation Coelenterazine analogues tethered to energy acceptors
US10577370B2 (en) 2016-12-01 2020-03-03 Promega Corporation Cell impermeable coelenterazine analogues
US10815247B2 (en) 2016-12-28 2020-10-27 Promega Corporation Functionalized NANOLUC inhibitors
EP3395803A1 (en) * 2017-04-28 2018-10-31 Institut Pasteur Imidazopyrazine derivatives, process for preparation thereof, and their uses as luciferins
JP7419260B2 (ja) 2018-05-01 2024-01-22 プロメガ コーポレイション ＮａｎｏＬｕｃ自殺基質としてのセレンテラジン化合物
EP4140991B1 (en) 2018-06-01 2024-05-15 Promega Corporation Inhibitors of oplophorus luciferase-derived bioluminescent complexes
KR102114088B1 (ko) * 2018-09-10 2020-06-17 (주)신우에이엔티 웨이퍼 세정용 나노 버블 분사 구조
CN112996923B (zh) 2018-10-03 2025-02-18 普洛麦格公司 用于稳定腔肠素及其类似物和衍生物的组合物和方法
KR20220121816A (ko) 2019-11-27 2022-09-01 프로메가 코포레이션 다분할 루시퍼라제 펩타이드 및 폴리펩타이드
US12061202B2 (en) 2019-12-10 2024-08-13 Promega Corporation Compositions and methods for bioluminescent detection using multifunctional probes
EP4337646A4 (en) 2021-05-13 2025-05-21 Promega Corporation BIOLUMINESCENT DETECTION OF DNA SYNTHESIS

Family Cites Families (73)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3477549D1 (en) 1983-08-17 1989-05-11 Allied Signal Inc Gas generator and method of generating gas
JP3012274B2 (ja) * 1989-03-22 2000-02-21 日本臓器製薬株式会社 新規ルシフェリン誘導体
US5683888A (en) 1989-07-22 1997-11-04 University Of Wales College Of Medicine Modified bioluminescent proteins and their use
US5368484A (en) 1992-05-22 1994-11-29 Atari Games Corp. Vehicle simulator with realistic operating feedback
EP1978091A1 (en) 1994-01-03 2008-10-08 Promega Corporation Mutant luciferases
US6387675B1 (en) 1994-01-03 2002-05-14 Promega Corporation Mutant luciferases
GB9501170D0 (en) 1994-03-23 1995-03-08 Secr Defence Luciferases
JP3648763B2 (ja) 1994-08-23 2005-05-18 日本油脂株式会社 ウミホタルルシフェリン誘導体および糖加水分解酵素の定量方法
GB9417593D0 (en) 1994-09-01 1994-10-19 Secr Defence Luciferase labelling method
US5670356A (en) 1994-12-12 1997-09-23 Promega Corporation Modified luciferase
DE69633171T2 (de) 1995-01-20 2005-08-18 The Secretary Of State For Defence, Salisbury Mutierte luziferasen
JPH08294397A (ja) 1995-04-27 1996-11-12 Nippon Oil & Fats Co Ltd 免疫学的活性物質の測定方法
US6522361B2 (en) 1996-03-08 2003-02-18 Sony Corporation Electronic apparatus having the function of displaying the battery residual quantity and method for displaying the battery residual quantity
JP4026876B2 (ja) * 1996-09-05 2007-12-26 日本食品化工株式会社 発光性シクロデキストリン誘導体及びその製造方法
US5998204A (en) 1997-03-14 1999-12-07 The Regents Of The University Of California Fluorescent protein sensors for detection of analytes
GB9707486D0 (en) 1997-04-11 1997-05-28 Secr Defence Enzyme assays
US6429286B1 (en) 1997-04-16 2002-08-06 Juridical Foundation The Chemo-Sero-Therapeutic Research Institute Immunoregulatory molecules for costimulatory signal transduction
US6602677B1 (en) 1997-09-19 2003-08-05 Promega Corporation Thermostable luciferases and methods of production
CA2301828A1 (en) 1997-09-19 1999-03-25 Promega Corporation Thermostable luciferases and methods of production
GB9823468D0 (en) 1998-10-28 1998-12-23 Secr Defence Novel enzyme
JP3694181B2 (ja) 1999-01-05 2005-09-14 キッコーマン株式会社 変異型ルシフェラーゼ、変異型ルシフェラーゼ遺伝子、新規な組み換え体ｄｎａ及び変異型ルシフェラーゼの製造法
GB9925161D0 (en) 1999-10-26 1999-12-22 Secr Defence Novel enzyme
NZ518413A (en) 1999-10-26 2004-11-26 Secr Defence Novel enzyme
US20010046687A1 (en) 2000-03-31 2001-11-29 Dicesare Joseph L. Method for the enhancement of luminescence intensity from a reaction between adenosine triphosphate (ATP) and a luciferase/luciferin reactant system
EP1156103B1 (en) 2000-04-26 2010-08-11 Chisso Corporation Oplophorus luciferase
JP4613441B2 (ja) 2000-04-26 2011-01-19 チッソ株式会社 新規ルシフェラーゼおよび発光蛋白質
US7118878B1 (en) 2000-06-09 2006-10-10 Promega Corporation Method for increasing luminescence assay sensitivity
US7879540B1 (en) 2000-08-24 2011-02-01 Promega Corporation Synthetic nucleic acid molecule compositions and methods of preparation
ATE323174T1 (de) 2000-09-13 2006-04-15 Merck Patent Gmbh Verfahren zur detektion und messung der biomasse
US7268229B2 (en) 2001-11-02 2007-09-11 Promega Corporation Compounds to co-localize luminophores with luminescent proteins
EP1472238B1 (en) 2002-02-01 2012-07-04 Promega Corporation Bioluminescent protease assay
WO2004027378A2 (en) 2002-09-20 2004-04-01 Promega Corporation Luminescence-based methods and probes for measuring cytochrome p450 activity
DK1413584T3 (da) * 2002-10-21 2005-07-04 Axxam S R L Fotoprotein med forbedret bioluminescens
JP4485470B2 (ja) 2002-12-23 2010-06-23 プロメガ コーポレイション ルシフェラーゼ酵素活性を保護するための方法及びキット
DE10303265A1 (de) 2003-01-28 2004-07-29 Roche Diagnostics Gmbh Fluorimetrische Bestimmung von Analyten durch ein intramolekulares Quencher-Fluorophor-Konjugat
EP2341134B1 (en) 2003-01-31 2014-08-27 Promega Corporation Covalent tethering of functional groups to proteins
US7429472B2 (en) 2003-01-31 2008-09-30 Promega Corporation Method of immobilizing a protein or molecule via a mutant dehalogenase that is bound to an immobilized dehalogenase substrate and linked directly or indirectly to the protein or molecule
AU2004210982B2 (en) 2003-02-12 2008-12-18 Promega Corporation Methods and kits for dual enzymatic assays whereby light is quenched from luminescent reactions
US20040178545A1 (en) 2003-03-14 2004-09-16 Cates Larry E. System for optically analyzing a molten metal bath
CA2541765A1 (en) 2003-10-10 2004-10-01 Promega Corporation Luciferase biosensor
ATE443070T1 (de) 2004-01-08 2009-10-15 Univ Zuerich Metallkomplexe mit vitamin b12 als ligand
US7416854B2 (en) 2004-01-22 2008-08-26 Promega Corporation Luminogenic and nonluminogenic multiplex assay
US7553632B2 (en) 2004-01-22 2009-06-30 Promega Corporation Luminogenic and nonluminogenic multiplex assay
US20070087400A1 (en) 2004-07-30 2007-04-19 Aldis Darzins Covalent tethering of functional groups to proteins and substrates therefor
EP3179252B1 (en) 2004-07-30 2018-11-14 Promega Corporation Covalent tethering of functional groups to proteins and substrates therefor
US7425436B2 (en) 2004-07-30 2008-09-16 Promega Corporation Covalent tethering of functional groups to proteins and substrates therefor
US7728118B2 (en) 2004-09-17 2010-06-01 Promega Corporation Synthetic nucleic acid molecule compositions and methods of preparation
JP4453528B2 (ja) * 2004-10-26 2010-04-21 東京化成工業株式会社 新規化学発光試薬
EP1700865A1 (en) 2005-03-11 2006-09-13 AXXAM S.r.l. Photoproteins with enhanced bioluminescence and their use as intracellular calcium indicators
JP4639904B2 (ja) 2005-03-30 2011-02-23 チッソ株式会社 蛍光活性を有するルシフェラーゼの活性増強方法
JP3844082B2 (ja) 2005-04-08 2006-11-08 キッコーマン株式会社 耐熱性ホタルルシフェラーゼ、耐熱性ホタルルシフェラーゼ遺伝子、新規な組み換え体ｄｎａ及び耐熱性ホタルルシフェラーゼの製造法
EP1935986B1 (en) 2005-05-31 2014-04-16 Promega Corporation Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
EP2778234B1 (en) 2005-05-31 2017-09-27 Promega Corporation Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
KR20080039431A (ko) * 2005-08-17 2008-05-07 예다 리서치 앤드 디벨럽먼트 캄파니 리미티드 생물학적으로 활성인 혈청 파라옥소나제의 수준을 구하기위한 방법 및 조성물
JP4999341B2 (ja) 2005-09-06 2012-08-15 株式会社バイオエネックス 変異型ホタルルシフェラーゼ、遺伝子、組換えベクター、形質転換体、及び変異型ホタルルシフェラーゼの製造方法
EP2327768B1 (en) 2006-04-03 2015-09-09 Promega Corporation Permuted and nonpermuted luciferase biosensors
USRE46199E1 (en) 2006-10-24 2016-11-08 Gene Stream Pty Ltd. Luciferase signal enhancing compositions
EP2087107A2 (en) 2006-10-30 2009-08-12 Promega Corporation Mutant hydrolase proteins with enhanced kinetics and functional expression
WO2008086035A2 (en) 2007-01-10 2008-07-17 Promega Corporation Split mutant hydrolase fusion reporter and uses thereof
US20080248511A1 (en) 2007-03-26 2008-10-09 Promega Corporation Methods to quench light from optical reactions
EP2215227A2 (en) 2007-11-05 2010-08-11 Promega Corporation Hybrid fusion reporter and uses thereof
WO2009142735A2 (en) 2008-05-19 2009-11-26 Promega Corporation LUCIFERASE BIOSENSORS FOR cAMP
EP2326953B1 (en) 2008-07-22 2018-03-21 Promega Corporation Adp detection based luminescent phosphotransferase or atp hydrolase assay
TWI354101B (en) 2008-08-19 2011-12-11 Univ Nat Taipei Technology Fluorimetric indicator for biosensing and manufact
WO2010119721A1 (ja) 2009-04-17 2010-10-21 独立行政法人産業技術総合研究所 超高輝度で安定な人工生物発光酵素
LT3409764T (lt) 2009-05-01 2020-06-10 Promega Corporation Sintetinės oplophorus liuciferazės su sustiprinta šviesos išeiga
WO2011038219A1 (en) 2009-09-24 2011-03-31 Promega Corporation Proteases having improved stability, solubility and activity
US8735559B2 (en) 2010-05-11 2014-05-27 Promega Corporation Mutant protease biosensors with enhanced detection characteristics
WO2012030960A1 (en) 2010-09-01 2012-03-08 Promega Corporation Oxidized glutathione assay
US9284188B2 (en) 2010-09-03 2016-03-15 The Regents Of The University Of California Cytosolic delivery of materials with endosome-disrupting colloids
BR112013010487B1 (pt) 2010-11-02 2021-02-02 Promega Corporation compostos de coelenterazina, kit compreendendo ditos compostos e método para detectar luminescência em uma amostra in vitro
WO2012061477A1 (en) 2010-11-02 2012-05-10 Promega Corporation Coelenterazine derivatives and methods of using same
JP6067019B2 (ja) 2011-09-02 2017-01-25 プロメガ コーポレイションＰｒｏｍｅｇａ Ｃｏｒｐｏｒａｔｉｏｎ 代謝的に活性な細胞の酸化還元状態を評価するための化合物及び方法、ならびにｎａｄ（ｐ）／ｎａｄ（ｐ）ｈを測定するための方法

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Analytical Sciences, Vol.10, pp. 1013-1015 (1995.)
Chemistry Letters, Vol. 16, pp. 417-418 (1987.)*

Also Published As

Publication number Publication date
ES2543913T3 (es) 2015-08-25
BR112013010484A2 (pt) 2016-07-05
AU2011323455B2 (en) 2017-07-27
JP2013544242A (ja) 2013-12-12
JP6040157B2 (ja) 2016-12-07
EP2635583B1 (en) 2015-06-03
KR20140003430A (ko) 2014-01-09
CA2815381A1 (en) 2012-05-10
SG189494A1 (en) 2013-05-31
DK2635583T3 (en) 2015-08-03
AU2011323455A1 (en) 2013-05-30
CN103180324A (zh) 2013-06-26
IL225869A0 (en) 2013-07-31
PL2635583T3 (pl) 2015-11-30
PT2635583E (pt) 2015-09-11
CA2815381C (en) 2019-03-19
IL225869A (en) 2017-09-28
EP2635583A1 (en) 2013-09-11
US20120107849A1 (en) 2012-05-03
US9487520B2 (en) 2016-11-08
WO2012061477A1 (en) 2012-05-10
BR112013010484B1 (pt) 2019-09-03

Similar Documents

Publication Publication Date Title
KR101968475B1 (ko) 코엘렌테라진 유도체 및 이를 이용하는 방법
US9951372B2 (en) Compounds and methods for assaying redox state of metabolically active cells and methods for measuring NAD(P)/NAD(P)H
JP4958388B2 (ja) 発光性化合物に関する組成物、方法並びにキット
JP5374493B2 (ja) 発光による生細胞及び死細胞のアッセイ
US8288559B2 (en) Luminogenic compounds and methods to detect cytochrome P450 3A enzymes
JP2017522296A (ja) 活性化可能な水溶性の分子プローブ、その合成のための中間体、および関連する検出方法
US20240059697A1 (en) Coelenterazine analogues
US9868977B2 (en) Red-shifted luciferins and methods of using same
FR2994180A1 (fr) Substrat de glycosidase fluorogene et procede de detection associe
JP2021523111A (ja) ＮａｎｏＬｕｃ自殺基質としてのセレンテラジン化合物
WO2014057139A2 (en) Precursor molecule for the synthesis of d-luciferin
US20240150363A1 (en) Coelenterazine analogues
Terentyeva et al. Morpholinecarbonyl-Rhodamine 110 based substrates for the determination of protease activity with accurate kinetic parameters
US10995110B2 (en) Trehalose analogues

Legal Events

Date Code Title Description
PA0105 International application

St.27 status event code: A-0-1-A10-A15-nap-PA0105

PG1501 Laying open of application

St.27 status event code: A-1-1-Q10-Q12-nap-PG1501

A201 Request for examination
PA0201 Request for examination

St.27 status event code: A-1-2-D10-D11-exm-PA0201

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E701 Decision to grant or registration of patent right
PE0701 Decision of registration

St.27 status event code: A-1-2-D10-D22-exm-PE0701

GRNT Written decision to grant
PR0701 Registration of establishment

St.27 status event code: A-2-4-F10-F11-exm-PR0701

PR1002 Payment of registration fee

St.27 status event code: A-2-2-U10-U12-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

St.27 status event code: A-4-4-Q10-Q13-nap-PG1601

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 4

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 5

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 6

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 7

U11 Full renewal or maintenance fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-OTH-PR1001 (AS PROVIDED BY THE NATIONAL OFFICE)

Year of fee payment: 7