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 language | English |
|---|---|
| Pages (from-to) | 1303-1308 |
| Number of pages | 6 |
| Journal | Journal of the Chinese Chemical Society |
| Volume | 53 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - 2006 Jan 1 |
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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 journal › Article
}
TY - JOUR
T1 - Cysteine-specific blue fluorescence probe
AU - Reddy, Gondi Sudershan
AU - Chen, Hsuan Ying
AU - Chang, I. Jy
PY - 2006/1/1
Y1 - 2006/1/1
N2 - 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.
AB - 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.
KW - Cysteine-specific
KW - Energy-transfer
KW - Fluorescence
KW - Heme protein
UR - http://www.scopus.com/inward/record.url?scp=34548587301&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=34548587301&partnerID=8YFLogxK
U2 - 10.1002/jccs.200600174
DO - 10.1002/jccs.200600174
M3 - Article
AN - SCOPUS:34548587301
VL - 53
SP - 1303
EP - 1308
JO - Journal of the Chinese Chemical Society
JF - Journal of the Chinese Chemical Society
SN - 0009-4536
IS - 6
ER -