Derivatizacija 6-aminokaprojske kisline

Preiskovana je bila derivatizacija 6-aminokaprojske kisline, s pripajanjem izolevcinskega estra na Cbz-zaščiteno 6-aminokaprojsko kislino. Peptid je bil sintetiziran iz izhodnih spojin z uporabo različnih pripajalnih reagentov - CDI, EDC in EEDQ. Kot najboljši reagent glede na čistoto produkta se je iskazal EDC najslabši za to reakcijo pa je bil EEDQ. Dobljeni peptid je bil nato odščiten na N-koncu, aminska skupina pa acilirana s 4-pentinojsko kislino z uporabo EDC reagenta. Sinteza je bila uspešna, kar je bilo razvidno iz NMR spektrov končne spojine. Končni derivat 6-aminokaprojske kisline je N-konec elektrofilne sonde, katere preostanek je del diplomskih del drugih kolegov. Sinteza te elektrofilne sonde ne sovpada v obseg tega diplomskega dela. The derivatization of 6-aminocaproic acid was investigated by coupling the isoleucine ester with Cbz-protected 6-aminocaproic acid. The peptide was synthesized from the starting compounds using various coupling reagents - CDI, EDC and EEDQ. EDC proved to be the best reagent, yielding the purest product the worst for this reaction, however, was EEDQ. To the resulting peptide, 4-pentynoic acid was additionally attached using the EDC reagent. The synthesis was successful as confirmed by the NMR spectra of the final compound. The final derivative of 6-aminocaproic acid is the N-terminus of the electrophilic probe, in which the remainder of the probe is a part of the thesis of other colleagues. The synthesis of this electrophilic probe does not fall within the scope of this task.