Cysteine-specific blue fluorescence probe

Gondi Sudershan Reddy, Hsuan Ying Chen, I. Jy Chang

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

A strong fluorescence probe has been designed to investigate cytochrome c folding kinetics. The cysteine specific modifier, 2-[(-Iodo-acetyl)-methyl- amino]-6-methylaminobenzoic acid methyl ester (1), has been prepared, and the reaction with cysteine can be performed in aqueous solution to ensure its application to protein modification. The model compound, 2-{[2-(2-Acetylamino-2- methyoxycarbonylethylsulfanyl)-acetyl]-methyl-amino}-6-methyl amino-benzoic acid methyl ester (2), resulting from the reaction of 1 with N-acetyl cysteine has emission quantum yields of 0.627 and 0.185 in nonaqueous and aqueous buffer solutions, respectively. The lifetime of 4.6 ns for compound 2 manifests a singlet excited-state. The Förster energy transfer distance of compound 2 and cytochrome c is calculated to be 45 Å.

Original languageEnglish
Pages (from-to)1303-1308
Number of pages6
JournalJournal of the Chinese Chemical Society
Volume53
Issue number6
DOIs
Publication statusPublished - 2006 Jan 1

Fingerprint

Cytochromes c
Cysteine
Esters
Acetylcysteine
Fluorescence
Benzoic Acid
Quantum yield
Excited states
Energy transfer
Buffers
Kinetics
Acids
Proteins

Keywords

  • Cysteine-specific
  • Energy-transfer
  • Fluorescence
  • Heme protein

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Cysteine-specific blue fluorescence probe. / Reddy, Gondi Sudershan; Chen, Hsuan Ying; Chang, I. Jy.

In: Journal of the Chinese Chemical Society, Vol. 53, No. 6, 01.01.2006, p. 1303-1308.

Research output: Contribution to journalArticle

Reddy, Gondi Sudershan ; Chen, Hsuan Ying ; Chang, I. Jy. / Cysteine-specific blue fluorescence probe. In: Journal of the Chinese Chemical Society. 2006 ; Vol. 53, No. 6. pp. 1303-1308.
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