81422-32-4Relevant articles and documents
Intrinsic reactivities of amino acids towards photoalkylation with benzophenone - A study preliminary to photolabelling of the transmembrane protein glycophorin A
Deseke, Eckart,Nakatani, Yoichi,Ourisson, Guy
, p. 243 - 251 (1998)
A systematic study of the photoalkylation of amino acids by benzophenone, a standard photosensitive probe of biomolecules, was performed addressing for the first time chemo, regio-, and stereoselectivities. The high reactivity of the capto-dative substituted α-carbon, particularly in glycine, could be demonstrated as well as the chemical lability of the α-coupling products. Methionine was shown to be favoured both in the sense of reactivity as well as product stability. Preliminary to a project directed towards the elucidation of the topography of glycophorin A in membranes, the present model experiments focussed on the ten amino acids that constitute the transmembrane part of this protein.