title: A colorimetric and fluorescent dual probe for specific detection of cysteine based on intramolecular nucleophilic aromatic substitution.
abstract: 4-Nitro-1,8-naphthalic anhydride (NNA) was used to distinguish cysteine from homocysteine and other potentially interfering thiols through a novel sequential substitution mechanism. The discrimination involves a blue-fluorescent thioether formation via nucleophilic aromatic substitution of the nitro group by thiol, followed by a second intramolecular nucleophilic aromatic substitution of alkylthio with the amino group to give the green-fluorescent 4-amino derivative. NNA is highly selective towards Cys, and the detection limit of Cys by this method is 0.3 μM.
authors.affiliation: Shanghai Key Laboratory of Functional Materials Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, PR China.
authors.forename: Limin
authors.initials: L
authors.lastname: Ma
authors.forename: Junhong
authors.initials: J
authors.lastname: Qian
authors.forename: Haiyu
authors.initials: H
authors.lastname: Tian
authors.forename: Minbo
authors.initials: M
authors.lastname: Lan
authors.forename: Weibing
authors.initials: W
authors.lastname: Zhang
mesh_terms: D000588:Amines / Q000737:chemistry; D000812:Anhydrides / Q000737:chemistry*; D003124:Colorimetry; D003545:Cysteine / Q000032:analysis* / Q000737:chemistry*; D005240:Feasibility Studies; D005456:Fluorescent Dyes / Q000737:chemistry*; D009281:Naphthalenes / Q000737:chemistry*; D013440:Sulfides / Q000737:chemistry; D013696:Temperature; D014867:Water / Q000737:chemistry
chemical_list: C578448:4-nitro-1,8-naphthalic anhydride; D000588:Amines; D000812:Anhydrides; D005456:Fluorescent Dyes; D009281:Naphthalenes; D013440:Sulfides; D014867:Water; C012514:1,8-naphthalenedicarboxylic acid anhydride; D003545:Cysteine