Title:
ortho-Phthalaldehyde containing linkers and use for preparation of antibody-drug conjugate
Document Type and Number:
WIPO Patent Application WO/2020/103891
Kind Code:
A1
Abstract:
Provided herein are novel ortho-Phthalaldehyde (OPA) containing linkers (OPA-L) and the use of OPA-L for the preparation of Antibody-drug conjugate (ADC) via the formation of Phthalimidine through the reaction of primary amine on antibody (e.g., residue of Lysine) and ortho-Phthalaldehyde. The advantage of this OPA-L is high reactivity and can be applied in different types of antibodies to form stably-linked conjugates. The use of OPA-L for the preparation of ADC is advantageous for mild and wide condition of conjugation, for instance, low percentage of organic solvent required, wide range of pH and temperature can be used.
Inventors:
LI XUECHEN (CN)
JIN MINGZHI (CN)
ZHANG YUE (CN)
YIN LI (CN)
WANG JUN (CN)
JIN MINGZHI (CN)
ZHANG YUE (CN)
YIN LI (CN)
WANG JUN (CN)
Application Number:
PCT/CN2019/119884
Publication Date:
May 28, 2020
Filing Date:
November 21, 2019
Export Citation:
Assignee:
WUXI BIOLOGICS SHANGHAI CO LTD (CN)
WUXI BIOLOGICS IRELAND LTD (IE)
LI XUECHEN (CN)
WUXI BIOLOGICS IRELAND LTD (IE)
LI XUECHEN (CN)
International Classes:
C07K1/113; C07C47/544; C07K16/18
Foreign References:
| CN104877982A | 2015-09-02 | |||
| CN102482320A | 2012-05-30 |
Other References:
ZHANG Y.ET AL.: "Chemoselective Peptide Cyclization and Bicyclization Directly on Unprotected Peptides", J. AM. CHEM. SOC., vol. 141, no. 31, 17 July 2019 (2019-07-17), pages 12274 - 12279, XP055709424
TUNG C.T.ET AL.: "Traceless and Chemoselective Amine Bioconjugation via Phthalimidine Formation in Native Protein Modification", ORG. LETT., vol. 18, no. 11, 3 June 2016 (2016-06-03), pages 2600 - 2603, XP055709426
GHORBANI M.ET AL.: "A Three-Component Reaction for the Synthesis of 1-Azabicyclo[3.1.0]hexane-3-enes", ORG. LETT., vol. 18, no. 19, 12 September 2016 (2016-09-12), pages 4759 - 4761, XP055709428, DOI: 20200216115705A
TUNG C.T.ET AL.: "Traceless and Chemoselective Amine Bioconjugation via Phthalimidine Formation in Native Protein Modification", ORG. LETT., vol. 18, no. 11, 3 June 2016 (2016-06-03), pages 2600 - 2603, XP055709426
GHORBANI M.ET AL.: "A Three-Component Reaction for the Synthesis of 1-Azabicyclo[3.1.0]hexane-3-enes", ORG. LETT., vol. 18, no. 19, 12 September 2016 (2016-09-12), pages 4759 - 4761, XP055709428, DOI: 20200216115705A
Attorney, Agent or Firm:
CCPIT PATENT AND TRADEMARK LAW OFFICE (CN)
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