title: The chemistry of the reaction of 2-hydroxy-5-nitrobenzyl bromide with his-32 of alpha-lactalbumin.
abstract: His-32 of bovine or human alpha-lactalbumin reacts with the tryptophan reagent 2-hydroxy-5-nitrobenzyl bromide at pH 7. The reaction depends on the native conformation of the alpha-lactalbumin molecule and it is restricted to position 1 of the imidazole nucleus. The synthesis and characterization of 1-(2-hydroxy-5-nitrobenzyl)-histidine, 3-(2-hydroxy-5-nitrobenzyl)-histidine and 1,3-bis(2-hydroxy-5-nitrobenzyl)-histidine are described.
mesh_terms: D015077:2-Hydroxy-5-nitrobenzyl Bromide; D000818:Animals; D002417:Cattle; D005260:Female; D006639:Histidine; D006801:Humans; D007768:Lactalbumin; D013058:Mass Spectrometry; D009596:Nitrophenols; D010446:Peptide Fragments; D011247:Pregnancy; D013055:Spectrophotometry, Infrared
chemical_list: D009596:Nitrophenols; D010446:Peptide Fragments; D006639:Histidine; D015077:2-Hydroxy-5-nitrobenzyl Bromide; D007768:Lactalbumin