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

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.

authors

• Fang, Lei

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

publisher

• American Chemical Society (ACS)  Publisher

published in

• Journal of Organic Chemistry  Journal

keywords

• Anions
• Biosensing Techniques
• Cholic Acids
• FLUORESCENCE
• Hydrogen Bonding
• Magnetic Resonance Spectroscopy

PubMed Central ID

• 16149794

Digital Object Identifier (DOI)

• 10.1021/jo050913h

start page

• 7640

end page

• 7646

volume

• 70

issue

• 19

URL

• http%3A%2F%2Fdx.doi.org%2F10.1021%2Fjo050913h