Selective fluorogenic derivatization of 3-nitrotyrosine and 3,4-dihydroxyphenylalanine in peptides: a method designed for quantitative proteomic analysis

There is a need for the selective derivatization and enrichment of posttranslational protein modifications from tissue samples. This chapter describes a method for the selective derivatization of 3-nitrotyrosine (after reduction to 3-amino-tyrosine) and 3,4-dihydroxyphenylalanine with benzylamine de...

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Published inMethods in enzymology Vol. 441; p. 19
Main Authors Sharov, Victor S, Dremina, Elena S, Pennington, Justin, Killmer, Jacque, Asmus, Christopher, Thorson, Maria, Hong, Sung Jung, Li, Xiaobao, Stobaugh, John F, Schöneich, Christian
Format Journal Article
LanguageEnglish
Published United States 2008
Subjects
Animals
Chromatography, High Pressure Liquid
Dihydroxyphenylalanine - chemistry
Fluorescent Dyes - analysis
Fluorescent Dyes - chemical synthesis
Fluorescent Dyes - chemistry
Humans
Models, Chemical
Peptides - analysis
Peptides - chemistry
Proteomics - methods
Spectrometry, Fluorescence
Tandem Mass Spectrometry
Tyrosine - analogs & derivatives
Tyrosine - chemistry
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Summary:There is a need for the selective derivatization and enrichment of posttranslational protein modifications from tissue samples. This chapter describes a method for the selective derivatization of 3-nitrotyrosine (after reduction to 3-amino-tyrosine) and 3,4-dihydroxyphenylalanine with benzylamine derivatives to yield 6-amino- and 6-benzylamine-substituted benzoxazoles, which display characteristic fluorescence properties. The methodology can be expanded to other substituted benzylamines, which carry functional groups for affinity enrichment.
ISSN:0076-6879
DOI:10.1016/S0076-6879(08)01202-0