Title:
ORTHOGONALLY CROSSLINKED PROTEINS, METHODS OF MAKING, AND USES THEREOF
Document Type and Number:
WIPO Patent Application WO/2023/178107
Kind Code:
A3
Abstract:
Compounds, proteins, crosslinked proteins, compositions thereof, and methods of making and uses thereof. A compound, which may be an alpha-amino acid, comprises one or more beta-lactam group(s), one or more triazole groups, substituted analogs thereof, or any combination thereof. A protein comprises one or more amino acid residue(s), each residue comprising a beta-lactam group, a triazole group, or a substituted analog thereof. A protein can be made by a recombinant method using one or more compound(s). A cross-linked protein comprises one or more intramolecular crosslink(s) and/or one or more intermolecular crosslink(s). In various examples, a crosslink is formed, e.g., in solution or in vivo, by a proximity enabled beta-lactam ring opening reaction or an acyl transfer reaction between a beta-lactam group or a triazole group and a nucleophilic side-chain group, where both groups are on a single polypeptide or on different polypeptide chains. Crosslinked protein(s) can be used in methods of treatment.
Inventors:
LIN QING (US)
Application Number:
PCT/US2023/064341
Publication Date:
November 02, 2023
Filing Date:
March 14, 2023
Export Citation:
Assignee:
UNIV NEW YORK STATE RES FOUND (US)
International Classes:
C08J3/24; A61K31/223; A61K31/397; A61K31/4192; A61K38/02; A61K38/16; C07D249/04
Domestic Patent References:
| WO2017120355A1 | 2017-07-13 |
Foreign References:
| US20120283168A1 | 2012-11-08 | |||
| US5164372A | 1992-11-17 |
Other References:
MARICHEV KOSTIANTYN O., DONG KUIYONG, MASSEY LYNÉE A., DENG YONGMING, DE ANGELIS LUCA, WANG KAN, ARMAN HADI, DOYLE MICHAEL P.: "Chiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives", NATURE COMMUNICATIONS, vol. 10, no. 1, XP093105912, DOI: 10.1038/s41467-019-13326-8
ADIBEKIAN, A ET AL.: "Confirming Target Engagement for Reversible Inhibitors In Vivo by Kinetically Tuned Activity-Based Probes", JOURNAL OF AMERICAN CHEMICAL SOCIETY, vol. 134, no. 25, 27 June 2012 (2012-06-27), pages 10345 - 10348, XP055638547, DOI: 10.1021fja303400u
HOFFMANN JAN-ERIK: "Bifunctional Non-Canonical Amino Acids: Combining Photo-Crosslinking with Click Chemistry", BIOMOLECULES, vol. 10, no. 4, pages 578, XP093105914, DOI: 10.3390/biom10040578
XU YALI, RAHIM ABDUR, LIN QING: "Spontaneous Orthogonal Protein Crosslinking via a Genetically Encoded 2‐Carboxy‐4‐Aryl‐1,2,3‐Triazole", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, VERLAG CHEMIE, HOBOKEN, USA, vol. 61, no. 22, 23 May 2022 (2022-05-23), Hoboken, USA, XP093105915, ISSN: 1433-7851, DOI: 10.1002/anie.202202657
RABB JOHNATHAN, KRUSE LUCAS, LIN QING: "Design of Cell-Penetrating Monobodies via Genetic Supercharging and Orthogonal Crosslinking", BIOLOGICAL AND MEDICINAL CHEMISTRY, 27 February 2023 (2023-02-27), XP093105919, DOI: 10.26434/chemrxiv-2023-zc260
ADIBEKIAN, A ET AL.: "Confirming Target Engagement for Reversible Inhibitors In Vivo by Kinetically Tuned Activity-Based Probes", JOURNAL OF AMERICAN CHEMICAL SOCIETY, vol. 134, no. 25, 27 June 2012 (2012-06-27), pages 10345 - 10348, XP055638547, DOI: 10.1021fja303400u
HOFFMANN JAN-ERIK: "Bifunctional Non-Canonical Amino Acids: Combining Photo-Crosslinking with Click Chemistry", BIOMOLECULES, vol. 10, no. 4, pages 578, XP093105914, DOI: 10.3390/biom10040578
XU YALI, RAHIM ABDUR, LIN QING: "Spontaneous Orthogonal Protein Crosslinking via a Genetically Encoded 2‐Carboxy‐4‐Aryl‐1,2,3‐Triazole", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, VERLAG CHEMIE, HOBOKEN, USA, vol. 61, no. 22, 23 May 2022 (2022-05-23), Hoboken, USA, XP093105915, ISSN: 1433-7851, DOI: 10.1002/anie.202202657
RABB JOHNATHAN, KRUSE LUCAS, LIN QING: "Design of Cell-Penetrating Monobodies via Genetic Supercharging and Orthogonal Crosslinking", BIOLOGICAL AND MEDICINAL CHEMISTRY, 27 February 2023 (2023-02-27), XP093105919, DOI: 10.26434/chemrxiv-2023-zc260
Attorney, Agent or Firm:
ROMAN, JR., Paul J. et al. (US)
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