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Thermitase - A Thermostable Serine Protease. III. Synthesis of N-Acylated Peptide Methyl Ketones as Inhibitors Reversibly Bound to the Enzyme
Fittkau, Siegfried,Jahreis, Guenther
, p. 48 - 53 (2007/10/02)
Methyl ketone derivatives of dipeptides to pentapeptides are used as suitable tools in the investigation of the non-covalent binding for subsite mapping of the active site of the enzyme.The synthesis is mainly performed by fragment condensation of N-acylated peptides or amino acids with methyl ketone derivatives of amino acids.These are prepared from the Z-protected chloromethyl ketones by catalytic hydrogenation.For the coupling steps the Z-protection is preferred.The peptide methyl ketones used in kinetic studies were N-protected by the Z, acetyl, Boc or pyroglutamyl residue.
