Sugar-poly(para-phenylene ethynylene) conjugates as sensory materials: efficient quenching by Hg2+ and Pb2+ ions.
Three polar poly(para-phenylene ethynylene)s (PPE) were synthesized by utilizing the Heck-Sonogashira protocol. Two of the PPEs carry beta-glucopyranose substituents. Depending upon the linker used between the glycol units and the backbone, the fluorescence of these PPEs can be quenched by Hg2+ and Pb2+ to a varying degree. Monomeric model compounds that are substituted with only one glucose unit are not efficiently quenched. The presence of many glucose substituents in one PPE assembly led to a large increase in the binding constant to Hg2+ and quenching of the fluorescence was amplified.
Kim
Ik-Bum
IB
School of Chemistry and Biochemistry, Georgia Institute of Technology, 770 State Street, Atlanta, GA 30332, USA.
Erdogan
Belma
B
Wilson
James N
JN
Bunz
Uwe H F
UH
D000480:Alkynes; D002236:Carbohydrate Conformation; D002241:Carbohydrates / Q000737:chemistry*; D004987:Ethers; D005947:Glucose / Q000737:chemistry; D007477:Ions; D007854:Lead; D008628:Mercury; D008958:Models, Molecular
D000480:Alkynes; D002241:Carbohydrates; D004987:Ethers; D007477:Ions; C436384:phenyleneethynylene; D007854:Lead; D008628:Mercury; D005947:Glucose