Effect of crown ether ring size on binding and fluorescence response to saxitoxin in anthracylmethyl monoazacrown ether chemosensors
by Mao, Hua; Thorne, John Burns; Pharr, Jennifer S.; Gawley, Robert E.
Convenient macrocyclization synthetic routes for the preparation of different-sized monoaza anthracylmethyl crown ether chemosensors (15-crown-5, 18-crown-6, 21-crown-7, 24-crown-8. and 27-crown-9) are described. Evaluation of these crowns as chemosensors for saxitoxin revealed that the larger crowns have moderately higher binding constants, with the 27-crown-9 chemosensor having the largest binding constant (2.29 x 10(5) (mol/L)(-1)). Fluorescence enhancements of 100% were observed at saxitoxin concentrations of 5 mu mol/L, which is close to the detection limit in mouse bioassay.
- Canadian Journal of Chemistry-Revue Canadienne de Chimie
- Start Page
- 1480-3291; 0008-4042