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 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.
Department of Pharmaceutical Chemistry, University of Kansas, Lawrence, KS, USA.
Victor S
VS
Sharov
Elena S
ES
Dremina
Justin
J
Pennington
Jacque
J
Killmer
Christopher
C
Asmus
Maria
M
Thorson
Sung Jung
SJ
Hong
Xiaobao
X
Li
John F
JF
Stobaugh
Christian
C
Schöneich
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D004295:Dihydroxyphenylalanine / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000032:analysis / Q000138:chemical synthesis / Q000737:chemistry; D006801:Humans; D008956:Models, Chemical; D010455:Peptides / Q000032:analysis* / Q000737:chemistry*; D040901:Proteomics / Q000379:methods*; D013050:Spectrometry, Fluorescence; D053719:Tandem Mass Spectrometry; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000737:chemistry
D005456:Fluorescent Dyes; D010455:Peptides; C002744:3-nitrotyrosine; D014443:Tyrosine; D004295:Dihydroxyphenylalanine