36979-87-0Relevant academic research and scientific papers
Aryl ketones as novel replacements for the C-terminal amide bond of succinyl hydroxamate MMP inhibitors
Sheppard, George S.,Florjancic, Alan S.,Giesler, Jamie R.,Xu, Lianhong,Guo, Yan,Davidsen, Steven K.,Marcotte, Patrick A.,Elmore, Ildiko,Albert, Daniel H.,Magoc, Terrance J.,Bouska, Jennifer J.,Goodfellow, Carole L.,Morgan, Douglas W.,Summers, James B.
, p. 3251 - 3256 (2007/10/03)
A series of succinyl hydroxamate MMP inhibitors were prepared incorporating an aryl amino ketone moiety in place of the more typical C- terminal amino acid amides. Compounds of the C-terminal ketone series displayed potent inhibition of MMPs. Several comp
α-AMINO KETONES FROM AMINO ACIDS AS PRECURSORS FOR THE KNORR PYRROLE SYNTHESIS
Hamby, James M.,Hodges, John C.
, p. 843 - 850 (2007/10/02)
A useful and versatile modification of the Knorr pyrrole synthesis is described.Key α-amino ketone intermediate for the Knorr condensation were readily prepared from the N-methoxy-N-methylamides of amino acids and condensed with 1,3-dicarbonyl compounds t
α-Amino Ketones - A Contribution to the Synthesis of Optically Active Derivatives of Amino Acids and Peptides
Fittkau, Siegfried,Jahreis, Guenther,Peters, Klaus,Balaspiri, Lajos
, p. 529 - 538 (2007/10/02)
The synthesis of N-Z-protected methyl ketones from amino acids via the chloromethyl ketones and dehalogenation of the latter with zinc in glacial acetic acid is described.Deprotection of the methyl ketones results in the formation of hydrohalogenides of the α-aminoalkyl methyl ketones further converted to N-acylated peptide ketones as analogs of peptide hormones or as competitively acting substrate analogs of proteolytic enzymes.Aminoacetone is conveniently prepared as well as methyl-pyrrolidyl ketone and methyl-piperidyl ketone.
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.
