A CuII‐Salicylidene Glycinato Complex for the Selective Fluorometric Detection of Homocysteine over 20 Proteinogenic Amino Acids. Issue 6 (20th June 2022)

• Record Type: Journal Article
• Authors: Li, Xuecong; Yadav, Prerna; Spingler, Bernhard; Zelder, Felix
• Is Part Of: ChemistryOpen. Volume 11:Issue 6(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-06-20
• Subjects: amino acids -- copper -- disassembly approach -- fluorometric detection -- homocysteine; Chemistry -- Periodicals; 540; 540.5
• DOI: 10.1002/open.202200106
• Languages: English
• ISSNs: 2191-1363

Abstract

Abstract: Homocysteine (Hcy) is a sulfur‐containing α‐amino acid that differs by one methylene (CH2 ) subunit from homologous cysteine (Cys). Elevated levels of Hcy are diagnostic markers of cardiovascular disease and other medical conditions. We present a new Cu II ‐salicylidene glycinato complex 1 for the selective fluorometric detection of Hcy in water. In the presence of this analyte, the non‐fluorescent copper‐complex demetallates and disassembles into its building blocks. This process liberates a 3‐chloro‐5‐sulfosalicylaldehyde signaling unit and is accompanied by a 51‐fold turn‐on fluorescence at 485 nm (λex =350 nm). Out of twenty proteinogenic amino acids, only histidine (12‐fold turn‐on fluorescence) and Cys (8‐fold turn‐on fluorescence) trigger some disassembly of probe 1 . In comparison with important pioneering work on the detection of biothiols, this study strikingly demonstrates that structural modifications of chelate core structures steer substrate selectivity of metal‐based probes. Importantly, probe 1 has proven suitable for the detection of Hcy in artificial urine. Abstract : A new Cu II ‐salicylidene glycinato complex for the selective fluorometric detection of homocysteine (Hcy) over 20 proteinogenic amino acids in water, following a disassembly approach, is presented. This probe allows for detection of Hcy in artificial urine.