ISSN:
1434-193X
Keywords:
Amino acids
;
Chemoselectivity
;
Cross-coupling
;
Photochemistry
;
Regioselectivity
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
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.
Type of Medium:
Electronic Resource
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