title: N-heterocyclic carbene-stabilized palladium complexes as organometallic catalysts for bioorthogonal cross-coupling reactions.
abstract: A small library of water-soluble N-heterocyclic carbene (NHC)-stabilized palladium complexes was prepared and applied for cross-couplings of biomolecules under mild conditions in water. Pd-NHC complexes bearing hydrophilic groups were demonstrated to be efficient catalysts for the Suzuki-Miyaura coupling of various unnatural amino acids and proteins bearing p-iodophenyl functional groups. We further utilized this catalytic system for the rapid bioorthogonal labeling of proteins on the surfaces of mammalian cells. These results demonstrated that NHC-stabilized metal complexes have potential utility in cellular systems.
authors.affiliation: Department of Chemistry, Zhejiang University , Xixi Campus, Hangzhou 310028, China.
authors.forename: Xueji
authors.initials: X
authors.lastname: Ma
authors.forename: Hangxiang
authors.initials: H
authors.lastname: Wang
authors.forename: Wanzhi
authors.initials: W
authors.lastname: Chen
mesh_terms: D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
chemical_list: D006571:Heterocyclic Compounds; D009942:Organometallic Compounds; C030011:carbene; D010165:Palladium; D008697:Methane