Document Detail

A Phenylbenzoxazole-Amide-Cyclen Linkage as a Ratiometric Fluorescent Receptor for Zn(II) in Water.
MedLine Citation:
PMID:  23530703     Owner:  NLM     Status:  Publisher    
A phenylbenzoxazole-amide-cyclen linkage (L) behaves as a ratiometric fluorescent receptor for Zn2+ in water. The receptor dissolved in water at neutral pH shows fluorescence at 383 nm. Addition of Zn2+, however, leads to a decrease in this emission, along with an appearance of red-shifted emission at 445 nm. This thus facilitates ratiometric Zn2+ sensing. Other metal cations do not promote such spectral change. Complexation of L with Zn2+ involves the coordination with four cyclen nitrogens and amide oxygen. IR and potentiometric analysis revealed that strong coordination of Zn2+ with amide oxygen leads to a deprotonation of the amide moiety and creates red-shifted fluorescence. Ab initio calculation indicated that the deprotonation of amide moiety allows rota-tional motion of the benzoxazole moiety in the excited state and stabilizes the twisted intramolecular charge transfer (TICT) excited state. This results in the creation of red-shifted fluorescence from the TICT excited state.
Yasuhiro Shiraishi; Yoshinao Matsunaga; Takayuki Hirai
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-3-26
Journal Detail:
Title:  The journal of physical chemistry. A     Volume:  -     ISSN:  1520-5215     ISO Abbreviation:  J Phys Chem A     Publication Date:  2013 Mar 
Date Detail:
Created Date:  2013-3-27     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9890903     Medline TA:  J Phys Chem A     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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