Article

Synthesis of a new water-soluble oligo(phenylenevinylene) containing a tyrosine moiety for tyrosinase activity detection.

Beijing National Laboratory for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China.
Organic Letters (impact factor: 5.86). 12/2008; 10(23):5369-72. DOI:10.1021/ol802210s pp.5369-72
Source: PubMed

ABSTRACT A new water-soluble oligo(phenylenevinylene) containing a tyrosine unit (OPV-Tyr) was synthesized as a fluorescent probe to optically detect tyrosinase activity. Upon the addition of tyrosinase, the tyrosine moiety was oxidized to quinone, which quenched the fluorescence of OPV-Tyr via intramolecular electron transfer from the phenylenevinylene unit to the quinone site. OPV-Tyr was elaborated to detect tyrosinase activity both in aqueous buffer solution and in agarose gel.

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Keywords

agarose gel
 
fluorescence
 
fluorescent probe
 
intramolecular electron transfer
 
new water-soluble oligo(phenylenevinylene)
 
phenylenevinylene unit
 
quinone
 
quinone site
 
tyrosinase activity
 
tyrosine unit