JP2023529455A - チオエーテル含有ペプチドの合成方法 - Google Patents

チオエーテル含有ペプチドの合成方法 Download PDF

Info

Publication number
JP2023529455A
JP2023529455A JP2022575708A JP2022575708A JP2023529455A JP 2023529455 A JP2023529455 A JP 2023529455A JP 2022575708 A JP2022575708 A JP 2022575708A JP 2022575708 A JP2022575708 A JP 2022575708A JP 2023529455 A JP2023529455 A JP 2023529455A
Authority
JP
Japan
Prior art keywords
pro
gly
compound
indole
unsubstituted
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.)
Pending
Application number
JP2022575708A
Other languages
English (en)
Japanese (ja)
Other versions
JP2023529455A5 (https=
Inventor
ヘンドリック グルース
クリスティアン ルッツ
ローデリッヒ ジュスムート
クイヤン ヤオ
カロリーネ クニッテル
ジモーネ コソル
アンディ マインツ
Original Assignee
ハイデルベルク ファルマ リサーチ ゲゼルシャフト ミット ベシュレンクテル ハフツング
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 ハイデルベルク ファルマ リサーチ ゲゼルシャフト ミット ベシュレンクテル ハフツング filed Critical ハイデルベルク ファルマ リサーチ ゲゼルシャフト ミット ベシュレンクテル ハフツング
Publication of JP2023529455A publication Critical patent/JP2023529455A/ja
Publication of JP2023529455A5 publication Critical patent/JP2023529455A5/ja
Pending legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/64—Cyclic peptides containing only normal peptide links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/107—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides
    • C07K1/113—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides without change of the primary structure
    • 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)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Peptides Or Proteins (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
JP2022575708A 2020-06-09 2021-06-09 チオエーテル含有ペプチドの合成方法 Pending JP2023529455A (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP20178980.7 2020-06-09
EP20178980 2020-06-09
PCT/EP2021/065392 WO2021250059A1 (en) 2020-06-09 2021-06-09 Method for synthesis of thioether-containing peptides

Publications (2)

Publication Number Publication Date
JP2023529455A true JP2023529455A (ja) 2023-07-10
JP2023529455A5 JP2023529455A5 (https=) 2024-06-14

Family

ID=71083379

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2022575708A Pending JP2023529455A (ja) 2020-06-09 2021-06-09 チオエーテル含有ペプチドの合成方法

Country Status (5)

Country Link
US (1) US20230220001A1 (https=)
EP (1) EP4161946A1 (https=)
JP (1) JP2023529455A (https=)
CN (1) CN115715294A (https=)
WO (1) WO2021250059A1 (https=)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA3118031A1 (en) * 2018-12-11 2020-06-18 Heidelberg Pharma Research Gmbh Synthesis of (s)-6-hydroxytryptophan and derivatives thereof
EP4259643A4 (en) * 2020-12-08 2025-01-15 The University of British Columbia Amatoxin analogs and uses thereof
CN117843672B (zh) * 2024-03-07 2024-05-31 内蒙古大学 L-6-羟基色氨酸衍生物及中间体的制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070275886A1 (en) * 2006-05-04 2007-11-29 Lokey R S Phalloidin derivatives and methods for their synthesis
US20120214968A1 (en) * 2011-02-17 2012-08-23 Baosheng Liu Preparation of phalloidin and its derivatives

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003514913A (ja) 1999-11-24 2003-04-22 マサチューセッツ インスティテュート オブ テクノロジー 多糖、天然生成物及びコンビナトリアル・ライブラリの合成に有用な保護基
JP6428604B2 (ja) 2013-04-04 2018-11-28 味の素株式会社 脱保護方法
EP3268047B9 (en) 2015-03-09 2024-01-10 Heidelberg Pharma Research GmbH Amatoxin-antibody conjugates
MX378847B (es) * 2015-11-27 2025-03-11 Heidelberg Pharma Res Gmbh Nuevos derivados de gamma-amanitina
EP3222292A1 (en) * 2016-03-03 2017-09-27 Heidelberg Pharma GmbH Amanitin conjugates
US10961277B2 (en) * 2017-08-07 2021-03-30 Heidelberg Pharma Research Gmbh Method for synthesizing amanitins
SG11202008017UA (en) * 2017-09-08 2020-09-29 Sichuan Baili Pharm Co Ltd Amanitin antibody conjugate
AU2019366960A1 (en) 2018-10-23 2021-05-27 Regeneron Pharmaceuticals, Inc. Fc silenced antibody drug conjugates (ADCs) and uses thereof
KR20220011640A (ko) 2019-05-23 2022-01-28 하이델베르크 파마 리서치 게엠베하 절단 가능한 링커를 가진 항체 약물 접합체

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070275886A1 (en) * 2006-05-04 2007-11-29 Lokey R S Phalloidin derivatives and methods for their synthesis
US20120214968A1 (en) * 2011-02-17 2012-08-23 Baosheng Liu Preparation of phalloidin and its derivatives

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
PETER SIEBER; ET AL: "IODINE OXIDATION OF S-TRITYL- AND S-ACETAMIDOMETHYL-CYSTEINE-PEPTIDES CONTAINING 以下備考", HELVETICA CHIMICA ACTA, vol. VOL:63,NR:8, JPN5024000080, 10 December 1980 (1980-12-10), pages 2358 - 2363, ISSN: 0005802017 *
SIEGERT, MARY-ANN J.ET AL: "A convergent total synthesis of the death cap toxin α-Amanitin", ANGEWANDTE CHEMIE, INTERNATIONAL EDITION, vol. 59, no. 14, JPN6025032335, 6 February 2020 (2020-02-06), pages 5500 - 5504, ISSN: 0005802018 *
YAO, GUIYANG ET AL.: "Iodine-mediated tryptathionine formation facilitates the synthesis of amanitins", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 143, no. 35, JPN6025032334, 2021, pages 14322 - 14331, ISSN: 0005802016 *

Also Published As

Publication number Publication date
CN115715294A (zh) 2023-02-24
WO2021250059A1 (en) 2021-12-16
EP4161946A1 (en) 2023-04-12
US20230220001A1 (en) 2023-07-13

Similar Documents

Publication Publication Date Title
JP7417432B2 (ja) 新規リンカー、その製造方法およびその応用
AU2020334993B2 (en) Methods of making incretin analogs
US10407468B2 (en) Methods for synthesizing α4β7 peptide antagonists
JP2023529455A (ja) チオエーテル含有ペプチドの合成方法
JP2023010733A (ja) γ－アマニチンの誘導体
Wong et al. Realizing serine/threonine ligation: scope and limitations and mechanistic implication thereof
CN111432844B (zh) 靶向psma的鹅膏蕈碱缀合物
CN111040020B (zh) 一种烯烃硫醚类订书肽及其制备方法与应用
EP2534168A2 (en) Chemical preparation of ubiquitin thioesters and modifications thereof
EP4501945A1 (en) Cleavable fragment directed by affinity fragment, design and synthesis thereof, and use thereof in preparation of site-directed drug conjugate
CN117298291A (zh) Fc结合肽偶联物、靶向TROP2的定点偶联ADC及其制备方法和应用
WO2018227053A1 (en) Non-chromatographic purification of macrocyclic peptides by a resin catch and release
EP3265469A1 (en) New synthetic methods
JP7067798B2 (ja) アミノ酸ポリマーの製造方法
US20040132966A1 (en) Backbone anchored thioester and selenoester generators
RS65811B1 (sr) Para-amino-benzilni linkeri, postupak za njihovo dobijanje i njihova upotreba u konjugatima
CN113801196B (zh) 普卡那肽的制备方法
Rosa et al. Introduction to chemical ligation reactions
崔岩 et al. Development of 4-fluorophenyl 3-nitro-2-pyridinesulfenate as a new Npys protecting reagent and its application to efficient disulfide formation
WO2026024920A1 (en) Fc-ACYLATED POLYPEPTIDE CONJUGATES
CN113227115A (zh) 肽的合成方法
Chen Ionic liquids as novel reaction media for the chemical synthesis of peptides
WO2007043615A1 (ja) ペプチドエステル試薬、およびそのライゲーションまたはチオエステル化合物の製造のための使用

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20240606

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20240606

RD02 Notification of acceptance of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: A7422

Effective date: 20241009

RD04 Notification of resignation of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: A7424

Effective date: 20241016

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20250819

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20251119

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20260224