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Serum Albumin‐Catalyzed Trigger System by Using a Tandem Kemp Elimination/β‐Elimination Reaction
Author(s) -
Boucher Guillaume,
Robin Sylvain,
Fargeas Valérie,
Dintinger Thierry,
MathéAllainmat Monique,
Lebreton Jacques,
Tellier Charles
Publication year - 2005
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200400255
Subject(s) - isoxazole , chemistry , prodrug , ring (chemistry) , estrone , cascade reaction , tandem , in vitro , albumin , serum albumin , combinatorial chemistry , catalysis , stereochemistry , medicinal chemistry , organic chemistry , biochemistry , materials science , hormone , composite material
Prodrug activation : Serum albumins (BSA or HSA) are shown to catalyze a reaction cascade that involves the ring‐opening of an isoxazole ring followed by a β‐elimination reaction, as per the scheme. The 4‐(aryloxymethyl)isoxazole derivative of estrone is selectively removed in vitro by albumins, thus demonstrating the potential of this new protective group.