Document Detail

A Boronic Acid Library for Selective, Reversible Near-Infrared Fluorescence Quenching of Surfactant Suspended Single-Walled Carbon Nanotubes in Response to Glucose.
MedLine Citation:
PMID:  22133474     Owner:  NLM     Status:  Publisher    
We describe the high throughput screening of a library of 30 boronic acid derivatives to form complexes with sodium cholate suspended single-walled carbon nanotubes (SWNTs) to screen for their ability to reversibly report glucose binding via a change in SWNT fluorescence. The screening identifies 4-cyanophenylboronic acid which uniquely causes a reversible wavelength red-shift in SWNT emission. The results also identify 4-chlorophenylboronic acid which demonstrates a turn-on fluorescence response when complexed with SWNTs upon glucose binding in the physiological range of glucose concentration. The mechanism of fluorescence modulation in both of these cases is revealed to be a photo-induced excited-state electron transfer that can be disrupted by boronate ion formation upon glucose binding. The results allow for the elucidation of design rules for such sensors, as we find that glucose recognition and transduction is enabled by para-substituted, electron withdrawing phenyl boronic acids that are sufficiently hydrophobic as to adsorb to the nanotube surface.
Kyungsuk Yum; Jin-Ho Ahn; Thomas P McNicholas; Paul W Barone; Bin Mu; Jong-Ho Kim; Rishabh M Jain; Michael S Strano
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2011-12-2
Journal Detail:
Title:  ACS nano     Volume:  -     ISSN:  1936-086X     ISO Abbreviation:  -     Publication Date:  2011 Dec 
Date Detail:
Created Date:  2011-12-2     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101313589     Medline TA:  ACS Nano     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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