Title:
TWO-RESIDUE-EXTENDED PEPTIDE AND METHOD FOR PRODUCING SAME
Document Type and Number:
WIPO Patent Application WO/2023/223714
Kind Code:
A1
Abstract:
Various two-residue-extended peptides can be produced by reacting a first amino acid or peptide represented by formula (1), a halogenating agent, a tertiary amine represented by formula (3), an amino acid N-carboxy anhydride (NCA) represented by formula (4), and a second amino acid or peptide represented by formula (5).
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Inventors:
FUSE SHINICHIRO (JP)
SUGISAWA NAOTO (JP)
SUGISAWA NAOTO (JP)
Application Number:
PCT/JP2023/014637
Publication Date:
November 23, 2023
Filing Date:
April 10, 2023
Export Citation:
Assignee:
NATIONAL UNIV CORPORATION TOKAI NATIONAL HIGHER EDUCATION AND RESEARCH SYSTEM (JP)
International Classes:
C07K1/06; C07K5/08; C07K7/06
Foreign References:
| JP2020011948A | 2020-01-23 |
Other References:
OKABE REN, SUGISAWA NAOTO, FUSE SHINICHIRO: "A micro-flow rapid dual activation approach for urethane-protected α-amino acid N -carboxyanhydride synthesis", ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, vol. 20, no. 16, 20 April 2022 (2022-04-20), pages 3303 - 3310, XP093110759, ISSN: 1477-0520, DOI: 10.1039/D2OB00167E
YUMA OTAKE; HIROYUKI NAKAMURA; SHINICHIRO FUSE: "Rapid and Mild Synthesis of Amino Acid N‐Carboxy Anhydrides: Basic‐to‐Acidic Flash Switching in a Microflow Reactor", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, VERLAG CHEMIE, HOBOKEN, USA, vol. 57, no. 35, 24 July 2018 (2018-07-24), Hoboken, USA, pages 11389 - 11393, XP072099866, ISSN: 1433-7851, DOI: 10.1002/anie.201803549
KRICHELDORF HANS R.: "Mechanism of the NCA‐polymerization, 5. Catalysis by secondary amines", MAKROMOL. CHEM AND PHYSICS, WILEY, vol. 178, no. 7, 1 July 1977 (1977-07-01), pages 1959 - 1970, XP093110762, ISSN: 0025-116X, DOI: 10.1002/macp.1977.021780710
SHINICHIRO FUSE; YUTO MIFUNE; TAKASHI TAKAHASHI: "Efficient Amide Bond Formation through a Rapid and Strong Activation of Carboxylic Acids in a Microflow Reactor", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, VERLAG CHEMIE, HOBOKEN, USA, vol. 53, no. 3, 2 December 2013 (2013-12-02), Hoboken, USA, pages 851 - 855, XP072073406, ISSN: 1433-7851, DOI: 10.1002/anie.201307987
FUSE SHINICHIRO: "Innovation in peptide syntheses accelerated by micro-flow technologies", MEDCHEM NEWS, vol. 30, no. 4, 1 November 2020 (2020-11-01), pages 193 - 200, XP093089601, DOI: 10.14894/medchem.30.4_193
YUMA OTAKE; HIROYUKI NAKAMURA; SHINICHIRO FUSE: "Rapid and Mild Synthesis of Amino Acid N‐Carboxy Anhydrides: Basic‐to‐Acidic Flash Switching in a Microflow Reactor", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, VERLAG CHEMIE, HOBOKEN, USA, vol. 57, no. 35, 24 July 2018 (2018-07-24), Hoboken, USA, pages 11389 - 11393, XP072099866, ISSN: 1433-7851, DOI: 10.1002/anie.201803549
KRICHELDORF HANS R.: "Mechanism of the NCA‐polymerization, 5. Catalysis by secondary amines", MAKROMOL. CHEM AND PHYSICS, WILEY, vol. 178, no. 7, 1 July 1977 (1977-07-01), pages 1959 - 1970, XP093110762, ISSN: 0025-116X, DOI: 10.1002/macp.1977.021780710
SHINICHIRO FUSE; YUTO MIFUNE; TAKASHI TAKAHASHI: "Efficient Amide Bond Formation through a Rapid and Strong Activation of Carboxylic Acids in a Microflow Reactor", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, VERLAG CHEMIE, HOBOKEN, USA, vol. 53, no. 3, 2 December 2013 (2013-12-02), Hoboken, USA, pages 851 - 855, XP072073406, ISSN: 1433-7851, DOI: 10.1002/anie.201307987
FUSE SHINICHIRO: "Innovation in peptide syntheses accelerated by micro-flow technologies", MEDCHEM NEWS, vol. 30, no. 4, 1 November 2020 (2020-11-01), pages 193 - 200, XP093089601, DOI: 10.14894/medchem.30.4_193
Attorney, Agent or Firm:
SAEGUSA & PARTNERS (JP)
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