title: Fast and catalyst-free hydrazone ligation via ortho-halo-substituted benzaldehydes for protein C-terminal labeling at neutral pH.
abstract: Rapid and catalyst-free hydrazone ligation reaction between ortho-halobenzaldehyde derivatives and peptide/protein hydrazides was observed at neutral pH and room temperature. 2-Chlorobenzaldehyde exhibited the fastest reaction and highest conversion rates among the series of ortho-halobenzaldehydes. The resulting hydrazone-containing bioconjugation products were also found to be fairly stable under experimental conditions. The new ligation strategy was successfully used for protein C-terminal labeling and should provide a practical approach for the modification of proteins.
authors.affiliation: Department of Chemistry, University of Science and Technology of China, Hefei 230026, China. lym2007@mail.ustc.edu.cn and School of Medical Engineering, Hefei University of Technology, Hefei, Anhui 230009, China. ymli@hfut.edu.cn.
authors.forename: Yang
authors.initials: Y
authors.lastname: Xu
authors.affiliation: Department of Chemistry, University of Science and Technology of China, Hefei 230026, China. lym2007@mail.ustc.edu.cn.
authors.forename: Ling
authors.initials: L
authors.lastname: Xu
authors.affiliation: Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing 312000, China. wangchen@usx.edu.cn.
authors.forename: Yuan
authors.initials: Y
authors.lastname: Xia
authors.affiliation: School of Medical Engineering, Hefei University of Technology, Hefei, Anhui 230009, China. ymli@hfut.edu.cn.
authors.forename: Chao-Jian
authors.initials: CJ
authors.lastname: Guan
authors.affiliation: Department of Chemistry, University of Science and Technology of China, Hefei 230026, China. lym2007@mail.ustc.edu.cn.
authors.forename: Qing-Xiang
authors.initials: QX
authors.lastname: Guo
authors.affiliation: Department of Chemistry, University of Science and Technology of China, Hefei 230026, China. lym2007@mail.ustc.edu.cn.
authors.forename: Yao
authors.initials: Y
authors.lastname: Fu
authors.affiliation: Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing 312000, China. wangchen@usx.edu.cn.
authors.forename: Chen
authors.initials: C
authors.lastname: Wang
authors.affiliation: Department of Chemistry, University of Science and Technology of China, Hefei 230026, China. lym2007@mail.ustc.edu.cn and School of Medical Engineering, Hefei University of Technology, Hefei, Anhui 230009, China. ymli@hfut.edu.cn.
authors.forename: Yi-Ming
authors.initials: YM
authors.lastname: Li
mesh_terms: D001547:Benzaldehydes / Q000737:chemistry*; D002384:Catalysis; D006219:Halogens / Q000737:chemistry*; D006835:Hydrazones / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D011486:Protein C / Q000737:chemistry*; D013194:Staining and Labeling; D013997:Time Factors
chemical_list: D001547:Benzaldehydes; D006219:Halogens; D006835:Hydrazones; D011486:Protein C; C032175:benzaldehyde