85328-97-8Relevant articles and documents
The N-Phosphobiotin Route: a Possible New Pathway for Biotin Coenzyme
Blonski, Casimir,Belghith, Hachemi,Klaebe, Alain,Perie, Jean-Jacques
, p. 1369 - 1374 (2007/10/02)
The formation of N-acylureas from N-phosphorylated ureas under very mild conditions is presented as a possible route to the formation of carboxybiotin from biotin in biotin-mediated enzymatic carboxylations in which an N-phosphobiotin is the activated form.The detailed mechanistic pathway for the model reaction indicates that an intermediate acylphosphate is formed, the rate-determining step being a nucleophilic attack of the ureido anion or its enol on this acylphosphate.In no case was an O-phosphorylated intermediate (of the phosphobiotin type) involved.
MODELES DE BIOTINE ACTIVEE PAR PHOSPHORYLATION TRANSFERT DE PHOSPHORYLE
Etemad-Moghadam, G.,Blonski, C.,Gasc, M. B.,Perie, J. J.,Klaebe, A.
, p. 367 - 376 (2007/10/02)
This work describes the synthesis of the first two O-phosphobiotin models, which mimic the activated form of biotin through a phosphorylation process.In addition, pyrophosphate bond formation is considered through this kind of O-phosphorylated intermediate.Reversible interconversion of the S- and N-phosphorylated urea structures is depicted and implications of the activation process are presented.
