Differences in heterocycle basicity distinguish homocysteine from cysteine using aldehyde-bearing fluorophores

被引:63
作者
Barve, Aabha [1 ]
Lowry, Mark [1 ]
Escobedo, Jorge O. [1 ]
Huynh, Katherine T. [1 ]
Hakuna, Lovemore [1 ]
Strongin, Robert M. [1 ]
机构
[1] Portland State Univ, Dept Chem, Portland, OR 97207 USA
基金
美国国家卫生研究院;
关键词
HIGHLY SELECTIVE DETECTION; PLASMA HOMOCYSTEINE; FLUORESCENT SENSOR; THIOL COMPOUNDS; CYCLIC AMINES; GLUTATHIONE; DISEASE; PROBES; CHEMOSENSORS; AGGREGATION;
D O I
10.1039/c4cc03527e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the detection of homocysteine over cysteine based upon characteristic differences between 5- and 6-membered heterocyclic amines formed upon reaction with aldehyde-bearing compounds. Homocysteine-derived thiazinane-4-carboxylic acids are more basic than cysteine-derived thiazolidines-4-carboxylic acids. Fluorescence enhancement in response to homocysteine is achieved by tuning pH and excitation wavelength.
引用
收藏
页码:8219 / 8222
页数:4
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