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Catalytic dehalogenation of N-acetyl-L-4-chloro- and N-acetyl-L-4-iodophebylalanine amide in the presence of deuterium

✍ Scribed by J. Oehlke; M. Bienert; H. Niedrich; H.-J. Zöpfl; P. Franke

Publisher: John Wiley and Sons
Year: 1986
Tongue: French
Weight: 425 KB
Volume: 23
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580230904

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✦ Synopsis

S m a r y

QS a model for the tritium l a b e l i n g of peptides, the c a t a l y t i c dehalogenation of B-Acetyl-L-4-chloro-and N-Acetyl-L-4-iodophenylalanine emide was investigated in the presence of deuterium, using d i f f e r e n t reaction conditions. A catalyst-mediated t r a n s f e r of the solvent-hydrogen t o the eubstrate was found t o be the most probable reaaon f o r the exchange of halogen by hydrogen instead of deuterium. This unwanted t r a n d e r was most intensive i n the presence of water. An incorporation of additional deuterium besides the 4-position of phenylalmine takes place simultaneously with the dehalogenation especially of the chloro derivative.

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