0000000001313847
AUTHOR
Virginia Valderrey
Lichtaktivierte Sensoren zur empfindlichen Amindetektion
Unsere neue, einfache und akkurate colorimetrische Methode basiert auf Diarylethenen (DAEs) zur schnellen Detektion einer grosen Vielfalt primarer und sekundarer Amine. Die Sensoren bestehen aus aldehyd- oder ketonsubstituierten Diarylethenen, die selektiv ausgehend vom geschlossenen Isomer eine amininduzierte Entfarbungsreaktion eingehen. Somit konnen diese Sensoren zum gewunschten Zeitpunkt durch Lichteinstrahlung aktiviert werden und erlauben eine Empfindlichkeit der Amindetektion bis hinab zu 10−6 m in Losung. Zusatzlich ermoglicht die Immobilisierung auf Papier den Nachweis biogener Amine wie Cadaverin in der Gasphase oberhalb eines Grenzwerts von 12 ppbv innerhalb von 30 Sekunden.
Sensitive Assays by Nucleophile-Induced Rearrangement of Photoactivated Diarylethenes.
Upon light-induced isomerization, diarylethenes (DAEs) equipped with reactive aldehyde moieties rearrange selectively in the presence of amines, accompanied by decoloration. In a comprehensive study, the probe structure was optimized with regard to its inherent reactivity in the nucleophile-triggered rearrangement reaction. Detailed structure−reactivity relationships could be derived, in particular with regard to the type of integrated (het)aryl moieties as well as the location of the formyl residue, and the probes’ intrinsic reactivity with primary and secondary amines was optimized. Utilizing an ancillary base, the initially formed rearrangement product can engage in a subsequent catalyti…
Light-Activated Sensitive Probes for Amine Detection
Our new, simple, and accurate colorimetric method is based on diarylethenes (DAEs) for the rapid detection of a wide range of primary and secondary amines. The probes consist of aldehyde- or ketone-substituted diarylethenes, which undergo an amine-induced decoloration reaction, selectively to give the ring-closed isomer. Thus, these probes can be activated at the desired moment by light irradiation, with a sensitivity that allows the detection of amines at concentrations as low as 10exp−6 M in solution. In addition, the practical immobilization of DAEs on paper makes it possible to detect biogenic amines, such as cadaverine, in the gas phase above a threshold of 12 ppbv within 30 seconds. P…
CCDC 1508362: Experimental Crystal Structure Determination
Related Article: Virginia Valderrey, Aurelio Bonasera, Sebastian Fredrich, Stefan Hecht|2017|Angew.Chem.,Int.Ed.|56|1914|doi:10.1002/anie.201609989