Title:
PEPTIDE COMPOUND PRODUCTION METHOD
Document Type and Number:
WIPO Patent Application WO/2023/166975
Kind Code:
A1
Abstract:
The present invention strengthens an α-helix structure involved in a bioactivity of a peptide. The present invention provides causing a reaction between a side chain of a tryptophan residue and a side chain of a cysteine residue provided with a specific protection, in the presence of a hydrochloride or a metal chloride.
Inventors:
OTAKA AKIRA (JP)
Application Number:
PCT/JP2023/005023
Publication Date:
September 07, 2023
Filing Date:
February 14, 2023
Export Citation:
Assignee:
UNIV TOKUSHIMA (JP)
International Classes:
C07K1/10; C07K1/04
Foreign References:
| US20120214968A1 | 2012-08-23 |
Other References:
KOBAYASHI DAISHIRO, KOHMURA YUTAKA, SUGIKI TOSHIHIKO, KURAOKA EISUKE, DENDA MASAYA, FUJIWARA TOSHIMICHI, OTAKA AKIRA: "Peptide Cyclization Mediated by Metal‐Free S‐Arylation: S‐Protected Cysteine Sulfoxide as an Umpolung of the Cysteine Nucleophile", CHEMISTRY - A EUROPEAN JOURNAL, JOHN WILEY & SONS, INC, DE, vol. 27, no. 56, 7 October 2021 (2021-10-07), DE, pages 14092 - 14099, XP093087593, ISSN: 0947-6539, DOI: 10.1002/chem.202102420
KOBAYASHI DAISHIRO, KOHMURA YUTAKA, HAYASHI JUNYA, DENDA MASAYA, TSUCHIYA KOICHIRO, OTAKA AKIRA: "Copper(II)-mediated C-H sulphenylation or selenylation of tryptophan enabling macrocyclization of peptides", CHEMICAL COMMUNICATIONS, ROYAL SOCIETY OF CHEMISTRY, UK, vol. 57, no. 82, 14 October 2021 (2021-10-14), UK , pages 10763 - 10766, XP093087595, ISSN: 1359-7345, DOI: 10.1039/D1CC04856B
TAISHIRO KOBAYASHI, YUTAKA MITSUMURA, EISUKE KURAOKA, MASAYA DENDA, AKIRA OTAKA: "27V03-pm03S Development of the thioether-forming reaction between Cys and Trp using S-protected cysteine sulfoxide", ABSTRACTS OF ANNUAL MEETING OF PHARMACEUTICAL SOCIETY OF JAPAN (CD-ROM), PHARMACEUTICAL SOCIETY OF JAPAN, JP, vol. 141, 3 May 2021 (2021-05-03) - 29 March 2021 (2021-03-29), JP , pages 27V03 - pm03S, XP009549254, ISSN: 0918-9823
KOBAYASHI DAISHIRO, KURAOKA EISUKE, HAYASHI JUNYA, YASUDA TAKUMA, KOHMURA YUTAKA, DENDA MASAYA, HARADA NORIO, INAGAKI NOBUYA, OTAK: "S-Protected Cysteine Sulfoxide-Enabled Tryptophan-Selective Modification with Application to Peptide Lipidation", ACS MEDICINAL CHEMISTRY LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 13, no. 7, 14 July 2022 (2022-07-14), US , pages 1125 - 1130, XP093087597, ISSN: 1948-5875, DOI: 10.1021/acsmedchemlett.2c00161
KOBAYASHI DAISHIRO, KOHMURA YUTAKA, HAYASHI JUNYA, DENDA MASAYA, TSUCHIYA KOICHIRO, OTAKA AKIRA: "Copper(II)-mediated C-H sulphenylation or selenylation of tryptophan enabling macrocyclization of peptides", CHEMICAL COMMUNICATIONS, ROYAL SOCIETY OF CHEMISTRY, UK, vol. 57, no. 82, 14 October 2021 (2021-10-14), UK , pages 10763 - 10766, XP093087595, ISSN: 1359-7345, DOI: 10.1039/D1CC04856B
TAISHIRO KOBAYASHI, YUTAKA MITSUMURA, EISUKE KURAOKA, MASAYA DENDA, AKIRA OTAKA: "27V03-pm03S Development of the thioether-forming reaction between Cys and Trp using S-protected cysteine sulfoxide", ABSTRACTS OF ANNUAL MEETING OF PHARMACEUTICAL SOCIETY OF JAPAN (CD-ROM), PHARMACEUTICAL SOCIETY OF JAPAN, JP, vol. 141, 3 May 2021 (2021-05-03) - 29 March 2021 (2021-03-29), JP , pages 27V03 - pm03S, XP009549254, ISSN: 0918-9823
KOBAYASHI DAISHIRO, KURAOKA EISUKE, HAYASHI JUNYA, YASUDA TAKUMA, KOHMURA YUTAKA, DENDA MASAYA, HARADA NORIO, INAGAKI NOBUYA, OTAK: "S-Protected Cysteine Sulfoxide-Enabled Tryptophan-Selective Modification with Application to Peptide Lipidation", ACS MEDICINAL CHEMISTRY LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 13, no. 7, 14 July 2022 (2022-07-14), US , pages 1125 - 1130, XP093087597, ISSN: 1948-5875, DOI: 10.1021/acsmedchemlett.2c00161
Attorney, Agent or Firm:
SAEGUSA & PARTNERS (JP)
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