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 journalArticle

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

Fingerprint

Fluorescein
Anions
Phenylthiourea
Lactams
Thiourea
Color
Fluorescence
Observation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Anion-induced ring-opening of fluorescein spirolactam : fluorescent OFF-ON. / Wu, Jia Sheng; Kim, Hyun Jung; Lee, Min Hee; Yoon, Jun Hee; Lee, Joung Hae; Kim, Jong Seung.

In: Tetrahedron Letters, Vol. 48, No. 18, 30.04.2007, p. 3159-3162.

Research output: Contribution to journalArticle

Wu, Jia Sheng ; Kim, Hyun Jung ; Lee, Min Hee ; Yoon, Jun Hee ; Lee, Joung Hae ; Kim, Jong Seung. / Anion-induced ring-opening of fluorescein spirolactam : fluorescent OFF-ON. In: Tetrahedron Letters. 2007 ; Vol. 48, No. 18. pp. 3159-3162.
@article{78046c384e204e3c840f7e37a9f3fb46,
title = "Anion-induced ring-opening of fluorescein spirolactam: fluorescent OFF-ON",
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.",
author = "Wu, {Jia Sheng} and Kim, {Hyun Jung} and Lee, {Min Hee} and Yoon, {Jun Hee} and Lee, {Joung Hae} and Kim, {Jong Seung}",
year = "2007",
month = "4",
day = "30",
doi = "10.1016/j.tetlet.2007.03.060",
language = "English",
volume = "48",
pages = "3159--3162",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "18",

}

TY - JOUR

T1 - Anion-induced ring-opening of fluorescein spirolactam

T2 - fluorescent OFF-ON

AU - Wu, Jia Sheng

AU - Kim, Hyun Jung

AU - Lee, Min Hee

AU - Yoon, Jun Hee

AU - Lee, Joung Hae

AU - Kim, Jong Seung

PY - 2007/4/30

Y1 - 2007/4/30

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=34047101287&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=34047101287&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2007.03.060

DO - 10.1016/j.tetlet.2007.03.060

M3 - Article

VL - 48

SP - 3159

EP - 3162

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 18

ER -