title: Palladium-Catalyzed Chemoselective and Biocompatible Functionalization of Cysteine-Containing Molecules at Room Temperature.
abstract: The third generation of aminobiphenyl palladacycle pre-catalyst "G3-Xantphos" enables functionalization of peptides containing cysteine in high yields. The conjugation (bioconjugation) occurs chemoselectively at room temperature under biocompatible conditions. Extension of the method to protein functionalization allows selective bioconjugation of the trastuzumab antibody.
authors.affiliation: BioCIS, Equipe Labellisée Ligue Contre le Cancer, Univ. Paris-Sud, CNRS, University Paris-Saclay, 92296, Châtenay-Malabry, France.
authors.forename: Riyadh Ahmed Atto
authors.identifier: http://orcid.org/0000-0001-9344-2147
authors.initials: RA
authors.lastname: Al-Shuaeeb
authors.affiliation: Syndivia SAS, 650 Boulevard Gonthier d'Andernach, 67400, Illkirch, France.
authors.forename: Sergii
authors.identifier: http://orcid.org/0000-0001-5963-361X
authors.initials: S
authors.lastname: Kolodych
authors.affiliation: Syndivia SAS, 650 Boulevard Gonthier d'Andernach, 67400, Illkirch, France.
authors.forename: Oleksandr
authors.identifier: http://orcid.org/0000-0002-6722-5621
authors.initials: O
authors.lastname: Koniev
authors.affiliation: Syndivia SAS, 650 Boulevard Gonthier d'Andernach, 67400, Illkirch, France.
authors.forename: Sébastien
authors.initials: S
authors.lastname: Delacroix
authors.affiliation: BioOrganic Mass Spectrometry Laboratory (LSMBO), IPHC, University of Strasbourg, 25 rue Becquerel, 67087, Strasbourg, France.|IPHC, CNRS, UMR7178, 25 rue Becquerel, 67087, Strasbourg, France.
authors.forename: Stéphane
authors.initials: S
authors.lastname: Erb
authors.affiliation: SAMM, US 31 INSERM-UMS 3679 CNRS, University Paris-Saclay, 92296, Châtenay-Malabry, France.
authors.forename: Stéphanie
authors.initials: S
authors.lastname: Nicolaÿ
authors.affiliation: IBITECS-Laboratoire de Chimie Bioorganique, CEA-Saclay, 91400, Saclay, France.
authors.forename: Jean-Christophe
authors.identifier: http://orcid.org/0000-0001-5758-8077
authors.initials: JC
authors.lastname: Cintrat
authors.affiliation: BioCIS, Equipe Labellisée Ligue Contre le Cancer, Univ. Paris-Sud, CNRS, University Paris-Saclay, 92296, Châtenay-Malabry, France.
authors.forename: Jean-Daniel
authors.initials: JD
authors.lastname: Brion
authors.affiliation: BioOrganic Mass Spectrometry Laboratory (LSMBO), IPHC, University of Strasbourg, 25 rue Becquerel, 67087, Strasbourg, France.|IPHC, CNRS, UMR7178, 25 rue Becquerel, 67087, Strasbourg, France.
authors.forename: Sarah
authors.initials: S
authors.lastname: Cianférani
authors.affiliation: BioCIS, Equipe Labellisée Ligue Contre le Cancer, Univ. Paris-Sud, CNRS, University Paris-Saclay, 92296, Châtenay-Malabry, France.
authors.forename: Mouâd
authors.identifier: http://orcid.org/0000-0003-4601-462X
authors.initials: M
authors.lastname: Alami
authors.affiliation: Laboratory of Functional Chemo Systems, LabEx MEDALIS, Faculté de Pharmacie, 67000, Strasbourg, France.
authors.forename: Alain
authors.initials: A
authors.lastname: Wagner
authors.affiliation: BioCIS, Equipe Labellisée Ligue Contre le Cancer, Univ. Paris-Sud, CNRS, University Paris-Saclay, 92296, Châtenay-Malabry, France. samir.messaoudi@u-psud.fr.
authors.forename: Samir
authors.identifier: http://orcid.org/0000-0002-4994-9001
authors.initials: S
authors.lastname: Messaoudi
mesh_terms: D002384:Catalysis; D003545:Cysteine / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D011506:Proteins / Q000737:chemistry*; D013696:Temperature; D014966:Xanthenes / Q000737:chemistry*
chemical_list: D010720:Phosphines; D011506:Proteins; D014966:Xanthenes; D010165:Palladium; D003545:Cysteine; C519861:xantphos
keywords: C−S bond-forming reaction; amino acids; antibody-drug conjugates; bioconjugation; palladium catalysis; peptides