Photoaffinity labelling reagent synthesis

A stereoselective synthesis of aminoalkyl-substituted P-lactams (41) has been developed, the key step of which is [2+2] cycloaddition of imines to ketenes generated photochemically from diazoketones (42), which are derived from protected a-amino acids. A number of steroidal diazoketones related to progesterone have been synthesized as potential photoaffinity labelling reagents for the mineralocorticoid receptor. ... 

Interest continues to be shown in the photodecomposition of diazonium salts,and aryldiazonium tetrafluoroborates have been recommended as potential photoaffinity labelling reagents for proteins.The key step in a recent synthesis of pyrazofurin involves the photodecomposition of the diazopyrazole (158) to give the hydroxypyrazole (159). ° 2-Azahypoxanthine (160) is the major... 

M. Dias, R. Momet, M. Laloue, Synthesis, azido-tetrazole equihbrium studies and biological activity of l-(2-azido-6-chloropyrid-4-yl)-3-phenylimea, a photoaffinity labeling reagent for cytokinin-binding proteins, Bioorg. Med Chem., 1995, 5,361-366. 

Soundararajan, N., Liu, S.H., Soundararajan, S., and Platz, M.S. (1993) Synthesis and binding of new polyfluoninated aryl azides to a-chymotrypsin. New reagents for photoaffinity labeling. Bioconjugate Chem. 4, 256-261. 

Photochemical, heterobifunctional reagents for crosslinking and for the synthesis of photoaffinity labels... 

Reagents. Modified and unmodified antibiotics employed in reported affinity labeling studies are listed in Table IV. " The synthesis of additional derivatives of chloramphenicol of potential use in photoaffinity labeling has been described. Interestingly, the list includes two unmodified antibiotics chloramphenicol and puromycin. These two as well as reagents e and i react with the ribosome photolytically. 

A review on chemical reagents in photoaffinity labelling has reviewed die role of diazirino- ( azi- ) sugar derivatives. Disodium 3 -azibutyl a-D-mannopyranoside 6-phosphate and tetrasodium 2-azi-l,10-bis-(a-D-mannopyranosyloxy 6-phos-phate)-decane have been synthesis as photoaffinity probes for binding to mannose-6-phosphate receptors. ... 

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