20.500.12556/RUL-186935 Sinteza 4-boronofenilalanina za sintezo peptidov ter spajanje po Suzukiju Synthesis of 4-boronophenylalanine for peptide synthesis and Suzuki coupling V diplomskem delu smo preučevali Suzuki-Miyaura reakcijo za funkcionalizacijo peptidov v vodnem mediju z uporabo vodotopnega paladijevega katalizatorja Py-tzNHC. Sintetizirali smo 4-jodo-L-fenilalanin, ga zaščitili s Fmoc zaščitno skupino ter vključili v peptidno zaporedje s sintezo peptidov na trdnem nosilcu (SPPS). Proučevali smo vpliv različnih reakcijskih pogojev, predvsem količine katalizatorja, pH, reakcijskega časa in izbire paladijevega katalizatorja, na uspešnost Suzuki-Miyaura sklopitve. Potek reakcij in nastanek produktov smo spremljali z LC-Ms analizo. Na podlagi rezultatov smo izbrali ustrezne reakcijske pogoje ter jih uporabili pri zahtevnejših peptidnih sistemih. Uspešno smo izvedli tudi Suzuki-Miyaura sklopitev dveh peptidov, kar smo potrdili z LC-MS analizo. In this bachelor's thesis, we investigated the Suzuki-Miyaura reaction for the functionalization of peptides in an aqueous medium using the water-soluble palladium catalyst Py-tzNHC. 4-iodo-L-phenylalanine was synthesized, protected with an Fmoc protecting group and incorporated into a peptide sequence by solid-phase peptide synthesis (SPPS). The effects of different reaction conditions, particularly catalyst loading, pH. reaction time and the choice of palladium catalyst, on the efficiency of the Suzuki-Miyaura coupling were investigated. The progress of the reactions and product formation were monitored by LC-MS analysis. Based on the obtained results, suitable reaction conditions were selected and subsequently applied to more complex peptide systems. A Suzuki-Miya ura coupling between two peptides was also successfully performed and confirmed by LC-MS analysis. Suzuki-Miyaura reakcija SPPS jodofenilalanin paladijev katalizator funkcionalizacija peptidov Suzuki-Miyaura reaction SPPS iodophenylalanine palladium catalyst peptide functionalization true false false Slovenski jezik Angleški jezik Diplomsko delo/naloga 2026-09-07 12:30:19 2026-09-07 12:30:22 2026-09-08 04:19:40 0000-00-00 00:00:00 2026 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 2027-09-07 25961 Saric_Lea_-_Sinteza_4-boronofenilalanina_za_sintezo_peptidov_ter_spajanje_po_Suzukiju.pdf Saric_Lea_-_Sinteza_4-boronofenilalanina_za_sintezo_peptidov_ter_spajanje_po_Suzukiju.pdf 1 14CD5539240E5C80275636736051F10D 8b13e50b59c4a4448ac03a4dfc036100f949175a81949e8b96596687580bf4f7 1e14a0d5-aaa7-11f1-8bc5-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=246332 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0