Anion-induced ring-opening of fluorescein spirolactam: fluorescent OFF-ON

Jia Sheng Wu, Hyun Jung Kim, Min Hee Lee, Jun Hee Yoon, Joung Hae Lee, Jong Seung Kim

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

N-(2,7-Dichlorofluorescein)lactam-N′-phenylthiourea (L) was developed as a colorimetric and fluorescent chemosensor for anions such as AcO-, F- and H2 PO4-. The addition of AcO- anion to the solution of L in CH3CN results in a distinct fluorescence "ON" observation as well as color change (from colorless to pink). The H-bonding interaction between AcO- anion and thiourea moiety of L induced the ring-opening of the spirolactam of fluorescein moiety, which gave rise to the dual chromo- and fluorogenic changes.

Original languageEnglish
Pages (from-to)3159-3162
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number18
DOIs
Publication statusPublished - 2007 Apr 30
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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