Title:
PEPTIDE
Document Type and Number:
WIPO Patent Application WO/2022/149584
Kind Code:
A1
Abstract:
The present invention provides a peptide having a fluoroalkyl group as a side chain. The present invention pertains to a peptide in which two or more amino acids are peptide-bonded, wherein at least one of the amino acid residues constituting the peptide has, as a side chain, a C1-30 alkyl group substituted with at least two fluorine atoms or a group having 1 to 5 ether-bonding oxygen atoms between carbon atoms in a C2-30 alkyl group substituted with at least two fluorine atoms.
More Like This:
Inventors:
KASHIWAGI KIMIAKI (JP)
OKAZOE TAKASHI (JP)
AIKAWA KOHSUKE (JP)
MORIMOTO JUMPEI (JP)
SANDO SHINSUKE (JP)
MIKAMI TOSHIKI (JP)
OKAZOE TAKASHI (JP)
AIKAWA KOHSUKE (JP)
MORIMOTO JUMPEI (JP)
SANDO SHINSUKE (JP)
MIKAMI TOSHIKI (JP)
Application Number:
PCT/JP2022/000144
Publication Date:
July 14, 2022
Filing Date:
January 05, 2022
Export Citation:
Assignee:
AGC INC (JP)
UNIV TOKYO (JP)
UNIV TOKYO (JP)
International Classes:
C07K2/00; C07K5/062; C07K5/083
Domestic Patent References:
| WO2021002408A1 | 2021-01-07 | |||
| WO2021177336A1 | 2021-09-10 |
Foreign References:
| JP2020529427A | 2020-10-08 | |||
| CN104447951A | 2015-03-25 | |||
| JP2000504736A | 2000-04-18 |
Other References:
MUTHAS, DANIEL; LEK, PER M.; NURBO, JOHANNA; KARLEN, ANDERS; LUNDSTEDT, TORBJOERN: "Focused hierarchical design of peptide libraries-follow the lead", JOURNAL OF CHEMOMETRICS, WILEY, NEW YORK, NY, US, vol. 21, no. 10-11, 1 October 2007 (2007-10-01), US , pages 486 - 495, XP009120014, ISSN: 1099-128X, DOI: 10.1002/cem.1069
GUO YONG, FUJIWARA KANA, UNEYAMA KENJI: "A Novel Route to Dipeptides via Noncondensation of Amino Acids: 2-Aminoperfluoropropene as a Synthon for Trifluoroalanine Dipeptides", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 8, no. 5, 2 March 2006 (2006-03-02), US , pages 827 - 829, XP055949813, ISSN: 1523-7060, DOI: 10.1021/ol0526726
PELZER H, REUTER W: "INHIBITION OF PEPTIDOGLYCAN SYNTHESIS IN ETHER-PERMEABILIZED ESCHERICHIA COLI CELLS BY STRUCTURAL ANALOGS OF D-ANALYL-D-ALANINE", ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, AMERICAN SOCIETY FOR MICROBIOLOGY, US, vol. 18, no. 06, 1 December 1980 (1980-12-01), US , pages 887 - 892, XP009054946, ISSN: 0066-4804
WEYGAND FRIEDRICH, ET AL. : "Fluorinated amino acids. V. Reactions of 3,3,3-trifluoroalanine and its use for peptide syntheses", CHEMISCHE BERICHTE, vol. 103, no. 6, 1 January 1970 (1970-01-01), pages 1655 - 1663, XP055949816, DOI: 10.1002/cber.19701030602
DATABASE REGISTRY 31 January 2018 (2018-01-31), ANONYMOUS : "INDEX NAME NOT YET ASSIGNED ", XP055949821, retrieved from STN Database accession no. 2171681-52-8
DATABASE REGISTRY 31 January 2018 (2018-01-31), ANONYMOUS : "INDEX NAME NOT YET ASSIGNED ", XP055949823, retrieved from STN Database accession no. 2171647-18-8
DATABASE REGISTRY 30 January 2018 (2018-01-30), ANONYMOUS : "INDEX NAME NOT YET ASSIGNED", XP055949825, retrieved from STN Database accession no. 2171539-93-6
SHUNKI MIKAMI , KOSUKE AIKAWA, JUNPEI MORIMOTO, SHINSUKE SHANDONG, KYOKO NOZAKI,TAKASHI: "Synthesis of novel fluorine-containing amino acids and application to cell membrane permeable peptides", LECTURE ABSTRACTS OF THE 42ND FLUORINE CONFERENCE OF JAPAN; NOVEMBER 21-22, 2019, SOCIETY OF FLUORINE CHEMISTRY, vol. 42, 21 November 2019 (2019-11-21) - 22 November 2019 (2019-11-22), JP, pages 142 - 143, XP009532711, ISSN: 2436-0260
TOSHIKI MIKAMI, KOSUKE AIKAWA, JUMPEI MORIMOTO, SHINSUKE SANDO, KYOKO NOZAKI, TAKASHI OKAZOE: "P-151 Development of fluorine-containing, cell-penetrating peptide", PEPTIDE SCIENCE 2019 : PROCEEDINGS OF THE 56TH JAPANESE PEPTIDE SYMPOSIUM; OCTOBER 23-25, 2019, vol. 56, 1 January 2019 (2019-01-01) - 25 October 2019 (2019-10-25), pages 159, XP009538411
ONO TAKAHIRO, AIKAWA KOHSUKE, OKAZOE TAKASHI, MORIMOTO JUMPEI, SANDO SHINSUKE: "Methyl to trifluoromethyl substitution as a strategy to increase the membrane permeability of short peptides", ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, vol. 19, no. 43, 10 November 2021 (2021-11-10), pages 9386 - 9389, XP055949826, ISSN: 1477-0520, DOI: 10.1039/D1OB01565F
GUO YONG, FUJIWARA KANA, UNEYAMA KENJI: "A Novel Route to Dipeptides via Noncondensation of Amino Acids: 2-Aminoperfluoropropene as a Synthon for Trifluoroalanine Dipeptides", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 8, no. 5, 2 March 2006 (2006-03-02), US , pages 827 - 829, XP055949813, ISSN: 1523-7060, DOI: 10.1021/ol0526726
PELZER H, REUTER W: "INHIBITION OF PEPTIDOGLYCAN SYNTHESIS IN ETHER-PERMEABILIZED ESCHERICHIA COLI CELLS BY STRUCTURAL ANALOGS OF D-ANALYL-D-ALANINE", ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, AMERICAN SOCIETY FOR MICROBIOLOGY, US, vol. 18, no. 06, 1 December 1980 (1980-12-01), US , pages 887 - 892, XP009054946, ISSN: 0066-4804
WEYGAND FRIEDRICH, ET AL. : "Fluorinated amino acids. V. Reactions of 3,3,3-trifluoroalanine and its use for peptide syntheses", CHEMISCHE BERICHTE, vol. 103, no. 6, 1 January 1970 (1970-01-01), pages 1655 - 1663, XP055949816, DOI: 10.1002/cber.19701030602
DATABASE REGISTRY 31 January 2018 (2018-01-31), ANONYMOUS : "INDEX NAME NOT YET ASSIGNED ", XP055949821, retrieved from STN Database accession no. 2171681-52-8
DATABASE REGISTRY 31 January 2018 (2018-01-31), ANONYMOUS : "INDEX NAME NOT YET ASSIGNED ", XP055949823, retrieved from STN Database accession no. 2171647-18-8
DATABASE REGISTRY 30 January 2018 (2018-01-30), ANONYMOUS : "INDEX NAME NOT YET ASSIGNED", XP055949825, retrieved from STN Database accession no. 2171539-93-6
SHUNKI MIKAMI , KOSUKE AIKAWA, JUNPEI MORIMOTO, SHINSUKE SHANDONG, KYOKO NOZAKI,TAKASHI: "Synthesis of novel fluorine-containing amino acids and application to cell membrane permeable peptides", LECTURE ABSTRACTS OF THE 42ND FLUORINE CONFERENCE OF JAPAN; NOVEMBER 21-22, 2019, SOCIETY OF FLUORINE CHEMISTRY, vol. 42, 21 November 2019 (2019-11-21) - 22 November 2019 (2019-11-22), JP, pages 142 - 143, XP009532711, ISSN: 2436-0260
TOSHIKI MIKAMI, KOSUKE AIKAWA, JUMPEI MORIMOTO, SHINSUKE SANDO, KYOKO NOZAKI, TAKASHI OKAZOE: "P-151 Development of fluorine-containing, cell-penetrating peptide", PEPTIDE SCIENCE 2019 : PROCEEDINGS OF THE 56TH JAPANESE PEPTIDE SYMPOSIUM; OCTOBER 23-25, 2019, vol. 56, 1 January 2019 (2019-01-01) - 25 October 2019 (2019-10-25), pages 159, XP009538411
ONO TAKAHIRO, AIKAWA KOHSUKE, OKAZOE TAKASHI, MORIMOTO JUMPEI, SANDO SHINSUKE: "Methyl to trifluoromethyl substitution as a strategy to increase the membrane permeability of short peptides", ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, vol. 19, no. 43, 10 November 2021 (2021-11-10), pages 9386 - 9389, XP055949826, ISSN: 1477-0520, DOI: 10.1039/D1OB01565F
Attorney, Agent or Firm:
SHIGA INTERNATIONAL PATENT OFFICE (JP)
Download PDF:
Previous Patent: GLASS FOR VEHICLE
Next Patent: MULTILAYER FILM, MULTILAYER BODY, POLARIZING PLATE, METHOD FOR PRODUCING POLARIZING PLATE ROLL, AND ...
Next Patent: MULTILAYER FILM, MULTILAYER BODY, POLARIZING PLATE, METHOD FOR PRODUCING POLARIZING PLATE ROLL, AND ...