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Front Cover: N ‐Hydroxysuccinimide‐Modified Ethynylphosphonamidates Enable the Synthesis of Configurationally Defined Protein Conjugates (ChemBioChem 1‐2/2020)
Author(s) -
Kasper MarcAndré,
Gerlach Marcus,
Schneider Anselm F. L.,
Groneberg Christiane,
Ochtrop Philipp,
Boldt Stefanie,
Schumacher Dominik,
Helma Jonas,
Leonhardt Heinrich,
Christmann Mathias,
Hackenberger Christian P. R.
Publication year - 2020
Publication title -
chembiochem
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201900760
Subject(s) - conjugate , linker , combinatorial chemistry , cysteine , chemistry , lysine , adduct , residue (chemistry) , front cover , posttranslational modification , stereochemistry , cover (algebra) , biochemistry , amino acid , organic chemistry , computer science , enzyme , mechanical engineering , mathematical analysis , mathematics , engineering , operating system
NHS‐phosphonamidate‐superglue : Ethynylphosphonamidate building blocks carrying an NHS residue selectively connect antibody lysine residues with thiol‐containing drugs or proteins. Outstanding selectivity for cysteine under physiological conditions can reduce the homo‐crosslinking side products in the lysine‐modification step that can occur with alternative linker systems such as SMCC. The highly stable phosphonamidate–cysteine adduct “locks” a toxic payload to an antibody, thereby giving rise to a new generation of stably linked antibody–drug conjugates. In addition, enantiomerically pure building blocks enable the synthesis of protein conjugates with defined configuration. Image designed and created by Barth van Rossum. More information can be found in the full paper by M.‐A. Kasper, C. P. R. Hackenberger, et al. on page 113 in Issue 1, 2020 (DOI: 10.1002/cbic.201900587).