Development of Arene Sulfonyl Fluoride-based Probes for Proteomic Applications
Date Issued
2008
Date
2008
Author(s)
Hsu, Yu-Ling
Abstract
The presence of a large variety of proteins within cells makes it a challenge to analyze function and structure for individual proteins. This problem would be simplified if the analysis could be confined to certain functionally related protein families with the assistance of target-selective chemical probes. In this thesis we exploited the concept of combinatorial chemistry by utilizing arene sulfonyl fluoride as the reactive group in conjunction with an appropriate recognition unit to construct structurally diverse probe libraries. The reactive sulfonyl fluoride is expected to undergo a nucleophilic attack with a suitable residue near the active site of the target proteins. The recognition unit covers three kinds of amino acids (lysine, glutamic acid, and phenylalanine) and two kinds of nucleobases (adenine and thymine). Probes all carry an azido tail that could undergo 1,3-dipolar cycloaddition with the terminal alkyne of a fluorescent reporter group. The probe libraries will be subjected to labeling experiments with various protein extracts in order to validate the two-stage labeling protocol and to evaluate their labeling performance.
Subjects
proteome
chemical probes
sulfonyl fluoride
combinatorial chemistry
two-stage labeling
Type
thesis
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