Title:
LIBRARY CONSTRUCTION METHOD, CYCLIC PEPTIDE, FXIIa BINDER AND IFNGR1 BINDER
Document Type and Number:
WIPO Patent Application WO/2021/132661
Kind Code:
A1
Abstract:
The present invention relates to a method of constructing a library that includes two or more types of cyclic peptides, involving: a step for preparing an mRNA library that codes peptides which include a sequence represented in formula (1); formula (1) … -(Xaa)n1- [in formula (1), the Xaa's are any amino acid or derivative thereof, at least one Xaa is an item selected from β-, γ- and δ-cyclic amino acids (cAA), and n1 is an integer 2-28.], wherein at least one of the cyclic peptides included in the library has a ring structure configured from 4-30 amino acids or derivatives thereof and contains at least one item selected from β-, γ- and δ-cyclic amino acids (cAA) in the ring structure; and a step for using the aforementioned mRNA library to express the aforementioned peptides with a cell-free translation system and construct a library.
Inventors:
SUGA HIROAKI (JP)
KATOH TAKAYUKI (JP)
KATOH TAKAYUKI (JP)
Application Number:
PCT/JP2020/048981
Publication Date:
July 01, 2021
Filing Date:
December 25, 2020
Export Citation:
Assignee:
UNIV TOKYO (JP)
International Classes:
C12N15/11; A61K38/12; A61P7/02; A61P37/06; A61P43/00; C07K5/12; C07K7/50; C07K7/64; C07K14/715; C07K14/745; C07K19/00; C12P21/04; C40B40/08; C40B40/10
Domestic Patent References:
| WO2018128828A1 | 2018-07-12 | |||
| WO2018085921A1 | 2018-05-17 | |||
| WO2019077887A1 | 2019-04-25 | |||
| WO2018143145A1 | 2018-08-09 | |||
| WO2019077887A1 | 2019-04-25 | |||
| WO2015030014A1 | 2015-03-05 |
Foreign References:
| JP2019503340A | 2019-02-07 | |||
| JP2011523634A | 2011-08-18 |
Other References:
FONTANILLO MIRIAM, ZEMSKOV IVAN, HÄFNER MAXIMILIAN, UHRIG ULRIKE, SALVI FRANCESCA, SIMON BERND, WITTMANN VALENTIN, KÖHN MAJA: "Synthesis of Highly Selective Submicromolar Microcystin-Based Inhibitors of Protein Phosphatase (PP)2A over PP1", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, VERLAG CHEMIE, DE, vol. 55, no. 45, 2 November 2016 (2016-11-02), DE, pages 13985 - 13989, XP055834782, ISSN: 1433-7851, DOI: 10.1002/anie.201606449
CHEMISTRY & BIOLOGY, vol. 18, 2011, pages 1562 - 1570
CHEMISTRY & BIOLOGY, vol. 21, 2014, pages 766 - 774
H. F. KUNG ET AL., THE JOURNAL OF BIOLOGICAL CHEMISTRY, vol. 252, no. 19, 1977, pages 6889 - 6894
M. C. GONZA ET AL., PROCEEDING OF NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, vol. 82, pages 1648 - 1652
M. Y. PAVLOVM. EHRENBERG, ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, vol. 328, no. 1, 1996, pages 9 - 16
Y. SHIMIZU ET AL., NATURE BIOTECHNOLOGY, vol. 19, no. 8, 2001, pages 751 - 755
H. OHASHI ET AL., BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, vol. 352, no. 1, 2007, pages 270 - 276
GOTO, Y.KATOH, TSUGA, H.: "Flexizymes for genetic code reprogramming", NAT PROTOC, vol. 6, 2011, pages 779 - 790, XP009158277, DOI: 10.1038/nprot.2011.331
KWON, S.JEON, A.YOO, S. H.CHUNG, I. S.LEE, H. S.: "Unprecedented molecular architectures by the controlled self-assembly of a β-peptide foldamer", ANGEW. CHEM. INT. ED. ENGL., vol. 49, 2010, pages 8232 - 8236
KIM, J. ET AL.: "Microtubes with rectangular cross-section by self-assembly of a short β-peptide foldamer", J. AM. CHEM. SOC., vol. 134, 2012, pages 20573 - 20576
MURAKAMI, H.OHTA, A.ASHIGAI, H.SUGA, H: "A highly flexible tRNA acylation method for non-natural polypeptide synthesis", NAT. METHODS, vol. 3, 2006, pages 357 - 359, XP003013897, DOI: 10.1038/nmeth877
SAITO, H.KOUROUKLIS, D.SUGA, H: "An in vitro evolved precursor tRNA with aminoacylation activity", EMBO J., vol. 20, 2001, pages 1797 - 1806, XP002430320, DOI: 10.1093/emboj/20.7.1797
KATOH, T.SUGA, H.: "Ribosomal incorporation of consecutive β-amino Acids", J. AM. CHEM. SOC., vol. 140, 2018, pages 12159 - 12167, XP055825755, DOI: 10.1021/jacs.8b07247
KATOH, T.TAJIMA, K.SUGA, H: "Consecutive elongation of D-amino acids in translation", CELL CHEM. BIOL., vol. 24, 2017, pages 1 - 9
KATOH, T.IWANE, Y.SUGA, H: "Logical engineering of D-arm and T-stem of tRNA that enhances D-amino acid incorporation", NUCLEIC ACIDS RES., vol. 45, 2017, pages 12601 - 12610, XP055598170, DOI: 10.1093/nar/gkx1129
SCHMITT, M. A.CHOI, S. H.GUZEI, I. A.GELLMAN, S. H.: "New helical foldamers: heterogeneous backbones with 1:2 and 2:1 α:β-amino acid residue patterns", J. AM. CHEM. SOC., vol. 128, 2006, pages 4538 - 4539
YAMAGISHI, Y. ET AL.: "Natural product-like macrocyclic N-methyl-peptide inhibitors against a ubiquitin ligase uncovered from a ribosome-expressed de novo library", CHEM. BIOL., vol. 18, 2011, pages 1562 - 1570, XP028348893, DOI: 10.1016/j.chembiol.2011.09.013
PASSIOURA, T.KATOH, T.GOTO, Y.SUGA, H: "Selection-based discovery of druglike macrocyclic peptides", ANNU. REV. BIOCHEM., vol. 83, 2014, pages 727 - 752, XP055561850, DOI: 10.1146/annurev-biochem-060713-035456
SCHUMANN, F.MULLER, A.KOKSCH, M.MULLER, G.SEWALD, N.: "Are β-amino acids γ-turn mimetics? Exploring a new design principle for bioactive cyclopeptides", J. AM. CHEM. SOC., vol. 122, 2000, pages 12009 - 12010
FARADY, C. J.CRAIK, C. S.: "Mechanisms of macromolecular protease inhibitors", CHEM BIOCHEM, vol. 11, 2010, pages 2341 - 2346, XP009141927
LASKOWSKI, M.KATO, I: "Protein inhibitors of proteinases", ANNU. REV. BIOCHEM., vol. 49, 1980, pages 593 - 626, XP009025687, DOI: 10.1146/annurev.bi.49.070180.003113
See also references of EP 4101929A4
CHEMISTRY & BIOLOGY, vol. 18, 2011, pages 1562 - 1570
CHEMISTRY & BIOLOGY, vol. 21, 2014, pages 766 - 774
H. F. KUNG ET AL., THE JOURNAL OF BIOLOGICAL CHEMISTRY, vol. 252, no. 19, 1977, pages 6889 - 6894
M. C. GONZA ET AL., PROCEEDING OF NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, vol. 82, pages 1648 - 1652
M. Y. PAVLOVM. EHRENBERG, ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, vol. 328, no. 1, 1996, pages 9 - 16
Y. SHIMIZU ET AL., NATURE BIOTECHNOLOGY, vol. 19, no. 8, 2001, pages 751 - 755
H. OHASHI ET AL., BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, vol. 352, no. 1, 2007, pages 270 - 276
GOTO, Y.KATOH, TSUGA, H.: "Flexizymes for genetic code reprogramming", NAT PROTOC, vol. 6, 2011, pages 779 - 790, XP009158277, DOI: 10.1038/nprot.2011.331
KWON, S.JEON, A.YOO, S. H.CHUNG, I. S.LEE, H. S.: "Unprecedented molecular architectures by the controlled self-assembly of a β-peptide foldamer", ANGEW. CHEM. INT. ED. ENGL., vol. 49, 2010, pages 8232 - 8236
KIM, J. ET AL.: "Microtubes with rectangular cross-section by self-assembly of a short β-peptide foldamer", J. AM. CHEM. SOC., vol. 134, 2012, pages 20573 - 20576
MURAKAMI, H.OHTA, A.ASHIGAI, H.SUGA, H: "A highly flexible tRNA acylation method for non-natural polypeptide synthesis", NAT. METHODS, vol. 3, 2006, pages 357 - 359, XP003013897, DOI: 10.1038/nmeth877
SAITO, H.KOUROUKLIS, D.SUGA, H: "An in vitro evolved precursor tRNA with aminoacylation activity", EMBO J., vol. 20, 2001, pages 1797 - 1806, XP002430320, DOI: 10.1093/emboj/20.7.1797
KATOH, T.SUGA, H.: "Ribosomal incorporation of consecutive β-amino Acids", J. AM. CHEM. SOC., vol. 140, 2018, pages 12159 - 12167, XP055825755, DOI: 10.1021/jacs.8b07247
KATOH, T.TAJIMA, K.SUGA, H: "Consecutive elongation of D-amino acids in translation", CELL CHEM. BIOL., vol. 24, 2017, pages 1 - 9
KATOH, T.IWANE, Y.SUGA, H: "Logical engineering of D-arm and T-stem of tRNA that enhances D-amino acid incorporation", NUCLEIC ACIDS RES., vol. 45, 2017, pages 12601 - 12610, XP055598170, DOI: 10.1093/nar/gkx1129
SCHMITT, M. A.CHOI, S. H.GUZEI, I. A.GELLMAN, S. H.: "New helical foldamers: heterogeneous backbones with 1:2 and 2:1 α:β-amino acid residue patterns", J. AM. CHEM. SOC., vol. 128, 2006, pages 4538 - 4539
YAMAGISHI, Y. ET AL.: "Natural product-like macrocyclic N-methyl-peptide inhibitors against a ubiquitin ligase uncovered from a ribosome-expressed de novo library", CHEM. BIOL., vol. 18, 2011, pages 1562 - 1570, XP028348893, DOI: 10.1016/j.chembiol.2011.09.013
PASSIOURA, T.KATOH, T.GOTO, Y.SUGA, H: "Selection-based discovery of druglike macrocyclic peptides", ANNU. REV. BIOCHEM., vol. 83, 2014, pages 727 - 752, XP055561850, DOI: 10.1146/annurev-biochem-060713-035456
SCHUMANN, F.MULLER, A.KOKSCH, M.MULLER, G.SEWALD, N.: "Are β-amino acids γ-turn mimetics? Exploring a new design principle for bioactive cyclopeptides", J. AM. CHEM. SOC., vol. 122, 2000, pages 12009 - 12010
FARADY, C. J.CRAIK, C. S.: "Mechanisms of macromolecular protease inhibitors", CHEM BIOCHEM, vol. 11, 2010, pages 2341 - 2346, XP009141927
LASKOWSKI, M.KATO, I: "Protein inhibitors of proteinases", ANNU. REV. BIOCHEM., vol. 49, 1980, pages 593 - 626, XP009025687, DOI: 10.1146/annurev.bi.49.070180.003113
See also references of EP 4101929A4
Attorney, Agent or Firm:
INABA, Yoshiyuki et al. (JP)
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