ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Thermitase - A Thermostable Serine Protease. III. Synthesis of N-Acylated Peptide Methyl Ketones as Inhibitors Reversibly Bound to the EnzymeMethyl 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-protectedAbkürzungen: Ac = Acetyl, Z = Benzyloxycarbonyl, Boc = t-Butyloxycarbonyl, Suc = Succinyl, Glp = Pyroglutamyl, OBz = Benzylester, pNA = p-Nitranilid, CH3 = Methylketon, CH2Cl = Chlormethylketon, MA = Mischanhydridmethode, TEA = Triethylamin, NEM = N-Ethylmorpholin, CKEE = Chlorkohlensäureethylester, CKBE = Chlorkohlensäurebutylester, MeOH = Methanol, EtOH = Ethanol, AcOH = Essigsäure, Ac2O = Acetanhydrid, Etac = Ethylacetat, THF = Tetrahydrofuran, E = Ether, PE = Petrolether, DMF = Dimethylformamid, DMSO = Dimethylsulfoxid, DMAP = 4-(Dimethylamino)-pyridin cloromethyl 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.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19843260108
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