Fluorescent anion sensor derived from cholic acid: the use of flexible side chain. Academic Article uri icon

abstract

  • [structure: see text] The fluorescent photoinduced electron transfer (PET) chemosensors 1-3 were synthesized from cholic acid. 1 and 2 containing amidothiourea groups as anion receptive sites demonstrated much higher affinity toward anions than 3 containing traditional thiourea H-bond donating group. Comparative studies on their binding affinity toward carboxylates, dihydrogen phosphate, and halides revealed that the amidothiourea moiety on the C17 side chain could work cooperatively with H-bond donating groups on C7 and C12 to bind spherical halogen anions. An unexpected specific fluorescence enhancement of 1 by coordinating bromide ion was observed.

published proceedings

  • J Org Chem

author list (cited authors)

  • Fang, L., Chan, W., He, Y., Kwong, D., & Lee, A.

citation count

  • 46

complete list of authors

  • Fang, Lei||Chan, Wing-Hong||He, Yong-Bing||Kwong, Daniel WJ||Lee, Albert WM

publication date

  • September 2005