CA2778171C - Bridged artificial nucleoside and nucleotide - Google Patents

Bridged artificial nucleoside and nucleotide Download PDF

Info

Publication number
CA2778171C
CA2778171C CA2778171A CA2778171A CA2778171C CA 2778171 C CA2778171 C CA 2778171C CA 2778171 A CA2778171 A CA 2778171A CA 2778171 A CA2778171 A CA 2778171A CA 2778171 C CA2778171 C CA 2778171C
Authority
CA
Canada
Prior art keywords
group
carbon atoms
compound
amino
substituents selected
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
CA2778171A
Other languages
English (en)
French (fr)
Other versions
CA2778171A1 (en
Inventor
Satoshi Obika
Yoshiyuki Hari
Tetsuya Kodama
Aiko Yahara
Masaru Nishida
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.)
University of Osaka NUC
Original Assignee
Osaka University NUC
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 Osaka University NUC filed Critical Osaka University NUC
Publication of CA2778171A1 publication Critical patent/CA2778171A1/en
Application granted granted Critical
Publication of CA2778171C publication Critical patent/CA2778171C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C07H19/073—Pyrimidine radicals with 2-deoxyribosyl as the saccharide radical
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16—Purine radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16—Purine radicals
    • C07H19/173—Purine radicals with 2-deoxyribosyl as the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H23/00—Compounds containing boron, silicon or a metal, e.g. chelates or vitamin B12
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
    • C12N15/09—Recombinant DNA-technology
    • C12N15/11—DNA or RNA fragments; Modified forms thereof; Non-coding nucleic acids having a biological activity
    • C12N15/111—General methods applicable to biologically active non-coding nucleic acids
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N2310/00—Structure or type of the nucleic acid
    • C12N2310/10—Type of nucleic acid
    • C12N2310/11—Antisense
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N2310/00—Structure or type of the nucleic acid
    • C12N2310/30—Chemical structure
    • C12N2310/32—Chemical structure of the sugar
    • C12N2310/323—Chemical structure of the sugar modified ring structure
    • C12N2310/3231—Chemical structure of the sugar modified ring structure having an additional ring, e.g. LNA, ENA
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N2320/00—Applications; Uses
    • C12N2320/50—Methods for regulating/modulating their activity
    • C12N2320/51—Methods for regulating/modulating their activity modulating the chemical stability, e.g. nuclease-resistance
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Biomedical Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • General Engineering & Computer Science (AREA)
  • Biophysics (AREA)
  • Physics & Mathematics (AREA)
  • Microbiology (AREA)
  • Plant Pathology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
CA2778171A 2009-10-29 2010-10-19 Bridged artificial nucleoside and nucleotide Active CA2778171C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP2009-248979 2009-10-29
JP2009248979 2009-10-29
JP2010-023209 2010-02-04
JP2010023209 2010-02-04
PCT/JP2010/068409 WO2011052436A1 (ja) 2009-10-29 2010-10-19 架橋型人工ヌクレオシドおよびヌクレオチド

Publications (2)

Publication Number Publication Date
CA2778171A1 CA2778171A1 (en) 2011-05-05
CA2778171C true CA2778171C (en) 2017-07-25

Family

ID=43921860

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2778171A Active CA2778171C (en) 2009-10-29 2010-10-19 Bridged artificial nucleoside and nucleotide

Country Status (7)

Country Link
US (1) US8541562B2 (https=)
EP (1) EP2495248B1 (https=)
JP (2) JPWO2011052436A1 (https=)
CN (1) CN102596983B (https=)
AU (1) AU2010312751B2 (https=)
CA (1) CA2778171C (https=)
WO (1) WO2011052436A1 (https=)

Families Citing this family (60)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5875006B2 (ja) * 2010-08-31 2016-03-02 国立大学法人大阪大学 オリゴヌクレオチド、およびオリゴヌクレオチドを有効成分として含有する脂質異常症治療剤
EP2792746A4 (en) 2011-12-12 2015-09-16 Nat Cerebral & Cardiovascular Ct OLIGONUCLEOTIDE AND THERAPEUTIC FOR HYPERLIPIDEMIA WITH THIS AS AN ACTIVE SUBSTANCE
WO2013191129A1 (ja) 2012-06-18 2013-12-27 第一三共株式会社 ヌクレオシド類縁体の製造中間体及びその製造方法
US10377789B2 (en) * 2012-09-21 2019-08-13 Osaka University Oligonucleotide and artificial nucleoside having guanidine bridge
JP6270742B2 (ja) * 2013-01-10 2018-01-31 塩野義製薬株式会社 架橋型核酸誘導体の製造方法
WO2014112463A1 (ja) * 2013-01-15 2014-07-24 国立大学法人大阪大学 スルホンアミド構造を有するヌクレオシドおよびヌクレオチド
EP2957567B1 (en) * 2013-02-18 2019-06-05 Shionogi & Co., Ltd. Nucleoside and nucleotide, having nitrogen-containing hetercycle structure
WO2015020194A1 (ja) * 2013-08-09 2015-02-12 国立大学法人大阪大学 Ａｃｓｌ１に対するアンチセンスオリゴヌクレオチド
GB201410693D0 (en) 2014-06-16 2014-07-30 Univ Southampton Splicing modulation
JP6722586B2 (ja) * 2014-07-10 2020-07-15 賢二 中野 アンチセンス抗悪性腫瘍剤
CN107109411B (zh) 2014-10-03 2022-07-01 冷泉港实验室 核基因输出的定向增加
JP2018140938A (ja) * 2015-07-24 2018-09-13 日産化学株式会社 人工ヌクレオシド及び人工ヌクレオチド並びに人工オリゴヌクレオチド
TW201718618A (zh) * 2015-09-18 2017-06-01 田邊三菱製藥股份有限公司 架橋型核酸ＧｕＮＡ，其製造方法，及中間體化合物
EP3359685B1 (en) 2015-10-09 2026-01-28 University Of Southampton Modulation of gene expression for deregulated protein expression
US11096956B2 (en) 2015-12-14 2021-08-24 Stoke Therapeutics, Inc. Antisense oligomers and uses thereof
EP3933041B1 (en) 2015-12-14 2024-01-31 Cold Spring Harbor Laboratory Antisense oligomers for treatment of autosomal dominant retardation
JP6569920B2 (ja) * 2016-01-07 2019-09-04 国立大学法人大阪大学 α−シヌクレイン発現抑制剤
WO2017131124A1 (ja) 2016-01-26 2017-08-03 日産化学工業株式会社 一本鎖オリゴヌクレオチド
WO2017142054A1 (ja) 2016-02-17 2017-08-24 国立大学法人東京工業大学 人工ヌクレオシド及び人工ヌクレオチド並びに人工オリゴヌクレオチド
WO2018009466A1 (en) 2016-07-05 2018-01-11 Aduro Biotech, Inc. Locked nucleic acid cyclic dinucleotide compounds and uses thereof
JP2020055750A (ja) * 2017-01-30 2020-04-09 賢二 中野 癌浸潤または転移阻害核酸薬
CN110337495B (zh) 2017-02-06 2024-03-29 日产化学株式会社 单链寡核苷酸
WO2018155450A1 (ja) 2017-02-21 2018-08-30 国立大学法人大阪大学 アンチセンスオリゴ核酸
JP7138349B2 (ja) * 2017-02-21 2022-09-16 国立大学法人大阪大学 核酸化合物およびオリゴヌクレオチド
WO2018181428A1 (ja) 2017-03-29 2018-10-04 塩野義製薬株式会社 核酸医薬及び多分岐脂質の複合体
WO2018180005A1 (ja) 2017-03-31 2018-10-04 国立研究開発法人日本医療研究開発機構 コンドロイチン硫酸生合成を阻害するアンチセンス核酸
US11273222B2 (en) 2017-05-26 2022-03-15 National Cerebral And Cardiovascular Center Antisense nucleic acid targeting PCSK9
WO2019009299A1 (ja) 2017-07-05 2019-01-10 国立大学法人大阪大学 α－シヌクレイン発現抑制するＥＮＡアンチセンスオリゴヌクレオチド
WO2019009298A1 (ja) * 2017-07-05 2019-01-10 国立大学法人大阪大学 α－シヌクレイン発現抑制剤
AU2018307294B2 (en) 2017-07-26 2025-04-17 Nissan Chemical Corporation Single-stranded oligonucleotide
SG11202001590RA (en) 2017-08-25 2020-03-30 Stoke Therapeutics Inc Antisense oligomers for treatment of conditions and diseases
MY199245A (en) 2017-08-31 2023-10-23 Hyogo College Medicine Il-33 antagonist-containing therapeutic agent for endometriosis
MX2020009765A (es) 2018-03-20 2021-01-08 Tokyo Inst Tech Oligonucleotido antisentido reducido en toxicidad.
US12060558B2 (en) 2018-05-04 2024-08-13 Stoke Therapeutics, Inc. Methods and compositions for treatment of cholesteryl ester storage disease
WO2020027227A1 (ja) 2018-07-31 2020-02-06 国立大学法人大阪大学 オリゴヌクレオチドを含有する小細胞肺癌治療薬
KR20210134003A (ko) 2019-02-27 2021-11-08 스톡 테라퓨틱스, 인크. 병태 및 질환의 치료를 위한 안티센스 올리고머
WO2020203896A1 (ja) 2019-03-29 2020-10-08 シスメックス株式会社 新規人工核酸、その製造方法及び用途
CN113905744A (zh) 2019-05-31 2022-01-07 阿利戈斯治疗公司 经修饰的间隙子寡核苷酸及其使用方法
WO2021020412A1 (ja) 2019-07-30 2021-02-04 塩野義製薬株式会社 Ｍｕｒｆ１を標的とする核酸医薬
EP4023297A4 (en) 2019-08-27 2024-07-31 National University Corporation Tokai National Higher Education and Research System Nucleic acid medicine for targeting gastric cancer molecule
WO2021127406A1 (en) * 2019-12-19 2021-06-24 The Regents Of The University Of California Methods of producing target capture nucleic acids
WO2021132648A1 (ja) * 2019-12-27 2021-07-01 ルクサナバイオテク株式会社 Ｒｅｃｑｌの発現を阻害するアンチセンスオリゴヌクレオチド及びその用途
EP4129338A4 (en) 2020-03-02 2024-04-10 Mitsubishi Tanabe Pharma Corporation PREVENTION OR TREATMENT OF ANEURYSMS WITH MIR-33B INHIBITOR
WO2021193965A1 (ja) 2020-03-26 2021-09-30 国立研究開発法人国立循環器病研究センター Ａｐｏｃ３を標的としたアンチセンス核酸
AU2021260934A1 (en) 2020-04-21 2022-11-24 Flagship Pioneering, Inc. Bifunctional molecules and methods of using thereof
BR112022022889A2 (pt) 2020-05-11 2023-04-04 Stoke Therapeutics Inc Oligômeros antissentido de opa1 para tratamento de condições e doenças
JP7725490B2 (ja) 2020-09-25 2025-08-19 株式会社理研ジェネシス 新規人工核酸、その製造方法及び用途
EP4252846A4 (en) 2020-11-06 2025-12-03 Sumitomo Pharma Co Ltd REGULATOR FOR THE EXPRESSION AND/OR FUNCTION OF THE RPS25 GENE
JPWO2022181807A1 (https=) 2021-02-25 2022-09-01
JPWO2022230987A1 (https=) 2021-04-30 2022-11-03
US20240247263A1 (en) 2021-05-06 2024-07-25 Luxna Biotech Co., Ltd. Method for designing oligonucleotide having reduced central toxicity
TW202313975A (zh) 2021-05-28 2023-04-01 日商住友製藥股份有限公司 反義核酸
US20240390508A1 (en) 2021-08-21 2024-11-28 Takeda Pharmaceutical Company Limited Human transferrin receptor binding peptide-drug conjugate
JPWO2023127857A1 (https=) 2021-12-27 2023-07-06
US20250223596A1 (en) 2022-03-17 2025-07-10 Aichi Medical University Antisense nucleic acid capable of inhibiting biosynthesis of chondroitin sulfate
CN120187739A (zh) 2022-11-10 2025-06-20 璐库萨那生物技术株式会社 桥联部具有胍基结构的修饰核苷和使用其的寡核苷酸的制造方法
WO2024181416A1 (ja) 2023-02-28 2024-09-06 国立大学法人大阪大学 オリゴヌクレオチド、ならびにそれを用いるｒｅｓｔ発現抑制剤および医薬組成物
TW202511485A (zh) 2023-06-16 2025-03-16 日商住友製藥股份有限公司 調節ｒｐｓ２５基因之表現及／或其功能的反義寡核苷酸
WO2025005265A1 (ja) * 2023-06-30 2025-01-02 日産化学株式会社 毒性が低減されたアンチセンスオリゴヌクレオチド
WO2025240506A1 (en) 2024-05-14 2025-11-20 Aligos Therapeutics, Inc. Modified antisense oligonucleotides for treating hepatitis b virus

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3756313B2 (ja) 1997-03-07 2006-03-15 武 今西 新規ビシクロヌクレオシド及びオリゴヌクレオチド類縁体
CA2333380A1 (en) * 1998-05-26 1999-12-02 Icn Pharmaceuticals, Inc. Novel nucleosides having bicyclic sugar moiety
EP1481983A4 (en) 2002-02-13 2008-04-02 Takeshi Imanishi NUCLEOSIDE ANALOGUE AND OLIGONUCLEOTIDE DERIVATIVES CONTAINING A NUCLEOTIDE ANALOGON THEREOF
EP1661905B9 (en) 2003-08-28 2012-12-19 IMANISHI, Takeshi Novel artificial nucleic acids of n-o bond crosslinkage type
JP5875006B2 (ja) * 2010-08-31 2016-03-02 国立大学法人大阪大学 オリゴヌクレオチド、およびオリゴヌクレオチドを有効成分として含有する脂質異常症治療剤

Also Published As

Publication number Publication date
JPWO2011052436A1 (ja) 2013-03-21
JP5669073B2 (ja) 2015-02-12
AU2010312751B2 (en) 2014-07-24
US20120208991A1 (en) 2012-08-16
JP2014043462A (ja) 2014-03-13
EP2495248B1 (en) 2017-01-11
CA2778171A1 (en) 2011-05-05
CN102596983B (zh) 2016-06-15
US8541562B2 (en) 2013-09-24
EP2495248A4 (en) 2013-10-16
WO2011052436A1 (ja) 2011-05-05
CN102596983A (zh) 2012-07-18
AU2010312751A1 (en) 2012-06-14
EP2495248A1 (en) 2012-09-05

Similar Documents

Publication Publication Date Title
CA2778171C (en) Bridged artificial nucleoside and nucleotide
US9611479B2 (en) Crosslinked nucleoside and nucleotide
JP6562517B2 (ja) 架橋型ヌクレオシドおよびヌクレオチド
US7427672B2 (en) Artificial nucleic acids of n-o bond crosslinkage type
US12398171B2 (en) 5′-modified nucleoside and nucleotide using same
JP7438546B2 (ja) ５’位修飾ヌクレオシドおよびそれを用いたヌクレオチド
US12606589B2 (en) Bridged nucleoside and nucleotide using same
WO2022004388A1 (ja) ５'位修飾ヌクレオシドおよびそれを用いたヌクレオチド
JP7650412B2 (ja) ５′位修飾ヌクレオシドおよびそれを用いたヌクレオチド
JP7751302B2 (ja) 架橋型ヌクレオシドおよびヌクレオチド
JP4255227B2 (ja) Ｎ３’−ｐ５’結合を有する２’，４’−ｂｎａオリゴヌクレオチド
WO2024101446A1 (ja) 架橋部にグアニジノ構造を有する修飾ヌクレオシドおよびそれを用いたオリゴヌクレオチドの製造方法
CN118946575A (zh) 5'位修饰核苷和使用其的核苷酸

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20151019

MPN Maintenance fee for patent paid

Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 14TH ANNIV.) - STANDARD

Year of fee payment: 14

U00 Fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED

Effective date: 20240925

U11 Full renewal or maintenance fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT DETERMINED COMPLIANT

Effective date: 20240925

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL

Effective date: 20240925

MPN Maintenance fee for patent paid

Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 15TH ANNIV.) - STANDARD

Year of fee payment: 15

U00 Fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED

Effective date: 20250709

U11 Full renewal or maintenance fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL

Effective date: 20250709