Improving the Stability of Maleimide–Thiol Conjugation for Drug Targeting

Abstract: Maleimides are essential compounds for drug conjugation reactions via thiols to antibodies, peptides and other targeting units. However, one main drawback is the occurrence of thiol exchange reactions with, for example, glutathione resulting in loss of the targeting ability. A new strategy to overcome such retro‐Michael exchange processes of maleimide–thiol conjugates by stabilization of the thiosuccinimide via a transcyclization reaction is presented. This reaction enables the straightforward synthesis of stable maleimide–thiol adducts essential in drug‐conjugation applications.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: Improving the Stability of Maleimide–Thiol Conjugation for Drug Targeting ; volume:26 ; number:68 ; year:2020 ; pages:15867-15870 ; extent:4 ; Chemistry - a European journal ; 26, Heft 68 (2020), 15867-15870 (gesamt 4)

Contributors, Places and Time

• Creator: Lahnsteiner, Marianne ; Kastner, Alexander ; Mayr, Josef ; Roller, Alexander ; Keppler, Bernhard K. ; Kowol, Christian

Further information

• DOI: 10.1002/chem.202003951
• URN: urn:nbn:de:101:1-2022060611113885322688
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:35 AM CEST