KR101525230B1 - 시알산 유도체의 제조방법 - Google Patents

시알산 유도체의 제조방법 Download PDF

Info

Publication number
KR101525230B1
KR101525230B1 KR1020130062733A KR20130062733A KR101525230B1 KR 101525230 B1 KR101525230 B1 KR 101525230B1 KR 1020130062733 A KR1020130062733 A KR 1020130062733A KR 20130062733 A KR20130062733 A KR 20130062733A KR 101525230 B1 KR101525230 B1 KR 101525230B1
Authority
KR
South Korea
Prior art keywords
thr
ala
leu
gly
ile
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
KR1020130062733A
Other languages
English (en)
Korean (ko)
Other versions
KR20140141228A (ko
Inventor
우진석
김병기
김대희
최윤희
송재경
강선엽
서원민
양지영
이상미
Original Assignee
주식회사 진켐
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 주식회사 진켐 filed Critical 주식회사 진켐
Priority to KR1020130062733A priority Critical patent/KR101525230B1/ko
Priority to JP2016516451A priority patent/JP6129412B2/ja
Priority to EP14803659.3A priority patent/EP3009516A4/en
Priority to US14/894,757 priority patent/US9637768B2/en
Priority to PCT/KR2014/004823 priority patent/WO2014193183A1/ko
Priority to CN201480042946.2A priority patent/CN105473728A/zh
Publication of KR20140141228A publication Critical patent/KR20140141228A/ko
Application granted granted Critical
Publication of KR101525230B1 publication Critical patent/KR101525230B1/ko
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • 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
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/10—Transferases (2.)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/18—Preparation of compounds containing saccharide radicals produced by the action of a glycosyl transferase, e.g. alpha-, beta- or gamma-cyclodextrins
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
    • C07K9/006—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence being part of a ring structure
    • C07K9/008—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence being part of a ring structure directly attached to a hetero atom of the saccharide radical, e.g. actaplanin, avoparcin, ristomycin, vancomycin
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/12—Disaccharides
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/26—Preparation of nitrogen-containing carbohydrates
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • C12P19/60—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P21/00—Preparation of peptides or proteins
    • C12P21/005—Glycopeptides, glycoproteins
    • 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
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Biophysics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Enzymes And Modification Thereof (AREA)
KR1020130062733A 2013-05-31 2013-05-31 시알산 유도체의 제조방법 Active KR101525230B1 (ko)

Priority Applications (6)

Application Number Priority Date Filing Date Title
KR1020130062733A KR101525230B1 (ko) 2013-05-31 2013-05-31 시알산 유도체의 제조방법
JP2016516451A JP6129412B2 (ja) 2013-05-31 2014-05-30 シアル酸誘導体の製造方法
EP14803659.3A EP3009516A4 (en) 2013-05-31 2014-05-30 Method for preparing sialic acid derivative
US14/894,757 US9637768B2 (en) 2013-05-31 2014-05-30 Method for preparing sialic acid derivative
PCT/KR2014/004823 WO2014193183A1 (ko) 2013-05-31 2014-05-30 시알산 유도체의 제조방법
CN201480042946.2A CN105473728A (zh) 2013-05-31 2014-05-30 用于制备唾液酸衍生物的方法

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1020130062733A KR101525230B1 (ko) 2013-05-31 2013-05-31 시알산 유도체의 제조방법

Publications (2)

Publication Number Publication Date
KR20140141228A KR20140141228A (ko) 2014-12-10
KR101525230B1 true KR101525230B1 (ko) 2015-06-01

Family

ID=51989130

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020130062733A Active KR101525230B1 (ko) 2013-05-31 2013-05-31 시알산 유도체의 제조방법

Country Status (6)

Country Link
US (1) US9637768B2 (https=)
EP (1) EP3009516A4 (https=)
JP (1) JP6129412B2 (https=)
KR (1) KR101525230B1 (https=)
CN (1) CN105473728A (https=)
WO (1) WO2014193183A1 (https=)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20150210753A1 (en) 2012-07-26 2015-07-30 Momenta Pharmaceuticals, Inc. Glycoproteins with anti-inflammatory properties
WO2014186310A1 (en) 2013-05-13 2014-11-20 Momenta Pharmaceuticals, Inc. Methods for the treatment of neurodegeneration
EP3058084A4 (en) 2013-10-16 2017-07-05 Momenta Pharmaceuticals, Inc. Sialylated glycoproteins
EP4024728B1 (en) 2014-09-23 2025-11-26 Huawei Technologies Co., Ltd. Transmitter, receiver and methods for transmitting/ receiving synchronisation signals
CN106520864A (zh) * 2016-09-28 2017-03-22 南京农业大学 一种酶法合成唾液酸类似物的方法及其应用
SG11202000640RA (en) * 2017-07-26 2020-02-27 Jennewein Biotechnologie Gmbh Sialyltransferases and their use in producing sialylated oligosaccharides
JP6559763B2 (ja) * 2017-12-14 2019-08-14 ホアウェイ・テクノロジーズ・カンパニー・リミテッド 送信機、受信機、および同期信号を送信／受信するための方法
AU2018386217A1 (en) * 2017-12-15 2020-07-02 Glycosyn LLC Sialyltransferases and uses thereof
CN113952464B (zh) * 2018-03-06 2024-10-15 江苏吉贝尔药业股份有限公司 含酮羰基的疏水性抗肿瘤药物及其应用
CN108409810A (zh) * 2018-03-30 2018-08-17 广州中医药大学(广州中医药研究院) 紫杉烷类化合物糖基化衍生物及其制备方法和应用
GB2573539A (en) 2018-05-09 2019-11-13 Mjn Us Holdings Llc Wellbeing supplement for postpartum maternal nutrition
US20220089631A1 (en) * 2018-08-23 2022-03-24 Genechem Inc. Compound comprising multivalent sialyloligosaccharide residues, and composition for preventing or treating viral infection diseases, containing same as active ingredient
CN111248289B (zh) * 2018-11-30 2023-04-07 内蒙古伊利实业集团股份有限公司 一种组合物、其制备方法及用途
KR102245274B1 (ko) 2019-01-28 2021-04-27 재단법인 지능형 바이오 시스템 설계 및 합성 연구단 최소 유전체를 갖는 신규 미생물 및 이의 제조 방법
CN110396532A (zh) * 2019-08-23 2019-11-01 中国科学院合肥物质科学研究院 一种制备唾液酸乳糖的方法
CN111233949A (zh) * 2020-02-10 2020-06-05 天津科技大学 一种神经节苷脂gm3和/或其类似物、合成方法和应用
CN111249444B (zh) * 2020-03-10 2023-04-07 西北大学 一种用于抑制白色念珠菌的制剂
CN111394292B (zh) * 2020-03-30 2022-08-09 江南大学 一种多途径复合产神经氨酸枯草芽孢杆菌及其应用
EP3892731A1 (en) * 2020-04-08 2021-10-13 Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V. Enzymatic method for preparation of cmp-neu5ac
KR20230099676A (ko) * 2021-12-27 2023-07-04 주식회사 진켐 시알릴락토스를 이용한 혈뇌장벽 투과용 약물 전달체
CN114736884B (zh) * 2022-05-11 2023-10-20 中国科学院合肥物质科学研究院 一种胞苷单磷酸激酶突变体及其基因和应用
CN119351382A (zh) * 2023-11-28 2025-01-24 深圳瑞德林生物技术有限公司 酶组合物及其在制备唾液酸乳糖中的应用
CN119662773A (zh) * 2024-11-12 2025-03-21 深圳瑞德林生物技术有限公司 高通量平板筛选3-唾液酸转移酶突变体的试剂和方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100914525B1 (ko) * 2006-12-15 2009-09-02 주식회사 진켐 신규 ｎ―아세틸글루코사민―２―에피머라아제 및 이를 이용한 ｃｍｐ―ｎ―아세틸뉴라민산의 제조방법

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3937891A1 (de) 1989-11-15 1991-05-16 Forschungszentrum Juelich Gmbh Enzymatisches verfahren zur herstellung von n-acetylneuraminsaeure
JP3131655B2 (ja) 1992-02-03 2001-02-05 マルキン忠勇株式会社 Ｎ−アセチルノイラミン酸の製造法
JP3418764B2 (ja) 1994-03-25 2003-06-23 マルキンバイオ株式会社 エピメラーゼ
ATE222294T1 (de) * 1995-04-11 2002-08-15 Neose Technologies Inc Verbesserte verfahren zur enzymatischen synthese von oligosacchariden
JP3944866B2 (ja) 1996-06-18 2007-07-18 マルキンバイオ株式会社 Ｎ−アセチルノイラミン酸シンターゼ、及びこれを用いるｎ−アセチルノイラミン酸の製造方法
US6846656B1 (en) 1999-08-30 2005-01-25 Kyowa Hakko Kogyo Co., Ltd. Process for producing N-acetylneuraminic acid
WO2004009830A1 (ja) 2002-07-18 2004-01-29 Yamasa Corporation Cmp-n-アセチルノイラミン酸の製造法
JP2013532470A (ja) * 2010-07-16 2013-08-19 グリコム アー／エス 新規のシアロオリゴ糖誘導体の合成

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100914525B1 (ko) * 2006-12-15 2009-09-02 주식회사 진켐 신규 ｎ―아세틸글루코사민―２―에피머라아제 및 이를 이용한 ｃｍｐ―ｎ―아세틸뉴라민산의 제조방법

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Biotechnology Advances. 2012, Vol.30, pp.1268-1278 *
Biotechnology Advances. 2012, Vol.30, pp.1268-1278*

Also Published As

Publication number Publication date
EP3009516A4 (en) 2017-02-15
WO2014193183A1 (ko) 2014-12-04
US9637768B2 (en) 2017-05-02
US20160130621A1 (en) 2016-05-12
JP2016519952A (ja) 2016-07-11
CN105473728A (zh) 2016-04-06
EP3009516A1 (en) 2016-04-20
JP6129412B2 (ja) 2017-05-17
KR20140141228A (ko) 2014-12-10

Similar Documents

Publication Publication Date Title
KR101525230B1 (ko) 시알산 유도체의 제조방법
JP3476455B2 (ja) ＮｅｕＡｃα２、６Ｇａｌβ１、４ＧｌｃＮＡｃ及びシアリルＬｅｘの合成法
RU2642307C2 (ru) Новые фукозилтрансферазы и их применение
KR101891649B1 (ko) 신규 푸코실트랜스페라제 및 그 적용
TWI510627B (zh) 寡醣之大規模酵素合成
US10494616B2 (en) Cellobiose phosphorylase
EP2100966A1 (en) Mutants of glycoside hydrolases and uses thereof for synthesizing complex oligosaccharides and disaccharide intermediates
BG98713A (bg) Метод за получаване на фукозилирани въглехидратичрез фукозилираща синтеза на захарни нуклеотиди ирегенериране на gdр-фукозата in siтu
US20250163091A1 (en) Functionalized human milk oligosaccharides and methods for producing them
KR20180072705A (ko) 소분자 글리코실화 방법
Bettler et al. The living factory: in vivo production of N-acetyllactosamine containing carbohydrates in E. coli
US8852891B2 (en) N-acetylglucosamine-2-epimerase and method for producing CMP-neuraminic acid using the same
US20170009266A1 (en) Process for the attachment of a galnac moiety comprising a (hetero)aryl group to a glcnac moiety, and product obtained thereby
US20170204381A1 (en) Pmst1 mutants for chemoenzymatic synthesis of sialyl lewis x compounds
CN112725313B (zh) 一种β-半乳糖苷酶的制备及其应用
KR101574952B1 (ko) α-2,3 및 α-2,6 시알산 전이효소의 변이체 탐색 방법 및 시알릴올리고당 생산에의 응용
KR101560311B1 (ko) α-2,3 및 α-2,6 시알산 전이효소의 변이체 탐색 방법 및 시알릴올리고당 생산에의 응용
JP2003093091A (ja) Ｃｍｐ−ｎ−アセチルノイラミン酸の製造法
KR20250151691A (ko) 시알릴올리고당의 제조방법
JP4910091B2 (ja) ４位ハロゲン化ガラクトース含有糖鎖及びその応用
Li Enzyme-Catalyzed Synthesis of Oligosaccharides, Polysaccharides and Glycoconjugates

Legal Events

Date Code Title Description
A201 Request for examination
PA0109 Patent application

St.27 status event code: A-0-1-A10-A12-nap-PA0109

PA0201 Request for examination

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

D13-X000 Search requested

St.27 status event code: A-1-2-D10-D13-srh-X000

D14-X000 Search report completed

St.27 status event code: A-1-2-D10-D14-srh-X000

PN2301 Change of applicant

St.27 status event code: A-3-3-R10-R13-asn-PN2301

St.27 status event code: A-3-3-R10-R11-asn-PN2301

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

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

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

PG1501 Laying open of application

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

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-U11-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

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

FPAY Annual fee payment

Payment date: 20180518

Year of fee payment: 4

PR1001 Payment of annual fee

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

Fee payment year number: 4

R18-X000 Changes to party contact information recorded

St.27 status event code: A-5-5-R10-R18-oth-X000

R18-X000 Changes to party contact information recorded

St.27 status event code: A-5-5-R10-R18-oth-X000

FPAY Annual fee payment

Payment date: 20190522

Year of fee payment: 5

PR1001 Payment of annual fee

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

Fee payment year number: 5

FPAY Annual fee payment

Payment date: 20200518

Year of fee payment: 6

PR1001 Payment of annual fee

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

Fee payment year number: 6

FPAY Annual fee payment

Payment date: 20210428

Year of fee payment: 7

PR1001 Payment of annual fee

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

Fee payment year number: 7

FPAY Annual fee payment

Payment date: 20220304

Year of fee payment: 8

PR1001 Payment of annual fee

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

Fee payment year number: 8

P14-X000 Amendment of ip right document requested

St.27 status event code: A-5-5-P10-P14-nap-X000

PR1001 Payment of annual fee

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

Fee payment year number: 9

PR1001 Payment of annual fee

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

Fee payment year number: 10

PR1001 Payment of annual fee

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

Fee payment year number: 11

PR1001 Payment of annual fee

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

Fee payment year number: 12

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: 12