title: Exploiting 1,2,3-Triazolium Ionic Liquids for Synthesis of Tryptanthrin and Chemoselective Extraction of Copper(II) Ions and Histidine-Containing Peptides.
abstract: Based on a common structural core of 4,5,6,7-tetrahydro[1,2,3]triazolo[1,5-a]pyridine, a number of bicyclic triazolium ionic liquids1-3were designed and successfully prepared. In our hands, this optimized synthesis of ionic liquids1and2requires no chromatographic separation. Also in this work, ionic liquids1,2were shown to be efficient ionic solvents for fast synthesis of tryptanthrin natural product. Furthermore, a new affinity ionic liquid3was tailor-synthesized and displayed its effectiveness in chemoselective extraction of both Cu(II) ions and, for the first time, histidine-containing peptides.
authors.affiliation: Department of Chemistry and Biochemistry, National Chung Cheng University, Chiayi 62102, Taiwan. lanbarla0708@gmail.com.
authors.forename: Hsin-Yi
authors.initials: HY
authors.lastname: Li
authors.affiliation: Department of Chemistry and Biochemistry, National Chung Cheng University, Chiayi 62102, Taiwan. passercloud@gmail.com.
authors.forename: Chien-Yuan
authors.initials: CY
authors.lastname: Chen
authors.affiliation: Department of Chemistry and Biochemistry, National Chung Cheng University, Chiayi 62102, Taiwan. coconuthead222@hotmail.com.
authors.forename: Hui-Ting
authors.initials: HT
authors.lastname: Cheng
authors.affiliation: Department of Chemistry and Biochemistry, National Chung Cheng University, Chiayi 62102, Taiwan. cheyhc@ccu.edu.tw.
authors.forename: Yen-Ho
authors.initials: YH
authors.lastname: Chu
mesh_terms: D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis / Q000737:chemistry; D003300:Copper / Q000737:chemistry*; D006639:Histidine / Q000737:chemistry*; D052578:Ionic Liquids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry / Q000302:isolation & purification*; D011799:Quinazolines / Q000138:chemical synthesis / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D019086:Bridged Bicyclo Compounds, Heterocyclic; D052578:Ionic Liquids; D010455:Peptides; D011799:Quinazolines; D014230:Triazoles; C046243:tryptanthrine; D006639:Histidine; D003300:Copper
keywords: Cu-free click reaction; affinity ionic liquid; chemoselective extraction; copper ion; ionic liquid; peptide; tryptanthrin synthesis