scholarly journals Photoinduced electron-transfer chemistry of the bielectrophoric N-phthaloyl derivatives of the amino acids tyrosine, histidine and tryptophan

2011 ◽  
Vol 7 ◽  
pp. 518-524 ◽  
Author(s):  
Axel G Griesbeck ◽  
Jörg Neudörfl ◽  
Alan de Kiff

The photochemistry of phthalimide derivatives of the electron-rich amino acids tyrosine, histidine and tryptophan 8–10 was studied with respect to photoinduced electron-transfer (PET) induced decarboxylation and Norrish II bond cleavage. Whereas exclusive photodecarboxylation of the tyrosine substrate 8 was observed, the histidine compound 9 resulted in a mixture of histamine and preferential Norrish cleavage. The tryptophan derivative 10 is photochemically inert and shows preferential decarboxylation only when induced by intermolecular PET.

2003 ◽  
Vol 2003 (8) ◽  
pp. 511-513 ◽  
Author(s):  
Roger R. Hill ◽  
Sharon A. Moore ◽  
David R. Roberts

Deep, persistent, but structurally sensitive photoyellowing observed in photochemical studies of a wide range of arylsulfonyl derivatives of amines, amino acids and peptides can be attributed to a novel kind of photochromism in which intramolecular photoinduced electron transfer promotes the formation of a metastable cyanine-type chromophore involving sulfur d-orbitals.


10.5772/38078 ◽  
2012 ◽  
Author(s):  
Kiattisak Lugsanangarm ◽  
Nadtanet Nunthaboot ◽  
Somsak Pianwanit ◽  
Sirirat Kokpol ◽  
Fumio Tanak

1984 ◽  
Vol 62 (3) ◽  
pp. 424-436 ◽  
Author(s):  
L. W. Reichel ◽  
G. W. Griffin ◽  
A. J. Muller ◽  
P. K. Das ◽  
Seyhan N. Ege

We have shown that radical cations generated by photoinduced electron transfer (ET) in 1,2-diarylethanes, aryl pinacols, and their derivatives undergo fragmentation reactions. In the presence of oxygen oxidative products are obtained. Time-resolved laser flash photolysis and other ancillary techniques have permitted us to define the mechanisms of certain oxidative processes observed.


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