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Priprava in modifikacije izbranih peptidov in manjših proteinov na trdnem nosilcu z uporabo Fmoc strategije
ID Bartol, Lara (Author), ID Gazvoda, Martin (Mentor) More about this mentor... This link opens in a new window

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Abstract
V raziskovalnem delu smo se ukvarjali s sintezo peptidov na trdnem nosilcu z uporabo Fmoc/tBu sintezne metode. Sintezo smo izvajali ročno z uporabo plastične siringe opremljene s frito, kjer smo vzpostavili reakcijske pogoje, ki smo jih nato prenesli na pretočni reaktor. Z uporabo ročne SPPS in pretočne SPPS smo sintetizirali tri različne peptide. Z ročno SPPS smo sintetizirali peptid H-LSPPRYP-OH ter peptid H- GLTFDEIQGLTYLQV-OH, s pretočno SPPS pa smo sintetizirali peptid H-LSPPRYP- OH ter peptid H-TIEQDYILILAVMHCSREPGYWKSRR-OH. S sintezo peptida H- LSPPRYP-OH smo preučevali razlike med uporabo ročne ter pretočne sinteze peptidov na trdnem nosilcu. Peptid H-TIEQDYILILAVMHCSREPGYWKSRR-OH smo sintetizirali kot enega od peptidnih fragmentov, z namenom nadaljne sinteze proteina dolgega 96 aminokisin z uporabo serin/treonin kemične ligacije. Vse sintetizirane peptide smo okarakterizirali s HRMS ter HPLC analizo. Ugotovili smo, da je pretočna SPPS veliko hitrejša od manualne SPPS, vednar dobimo manjše količine produktov, pri tem je tudi njihova čistost nižja.

Language:Slovenian
Keywords:peptid, nosilec, aktivator, zaščitna skupina, pretočni reaktor
Work type:Master's thesis/paper
Typology:2.09 - Master's Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2022
PID:20.500.12556/RUL-142417 This link opens in a new window
COBISS.SI-ID:135196163 This link opens in a new window
Publication date in RUL:07.11.2022
Views:350
Downloads:63
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Secondary language

Language:English
Title:Preparation and modification of selected peptides and small proteins on a solid support using the Fmoc strategy
Abstract:
This master's thesis describes the synthesis of peptides on a solid support using the Fmoc/tBu synthesis strategy. The synthesis was carried out manually using a syringe equipped with a frit, where the reaction conditions were established, which were then transferred to the flow reactor. Using manual SPPS and flow SPPS, we synthesized 3 different peptides. The peptide H-LSPPRYP-OH and peptide H-GLTFDEIQGLTYLQV- OH were synthesised by using manual SPPS, and peptides H-LSPPRYP-OH and H- TIEQDYILILAVMHCSREPGYWKSRR-OH were synthesized by using flow SPPS. With the H-LSPPRYP-OH peptide synthesis, we studied the differences between the use of manual and flow synthesis of peptides on a solid support. The peptide H- TIEQDYILILAVMHCSREPGYWKSRR-OH was synthesized as one of the peptide fragments, with the aim of further synthesis of a 96 amino acid long protein using serine/threonine chemical ligation. All synthesized peptides were characterized by HRMS and HPLC analysis. We found that flow SPPS is much faster than manual SPPS, however resulted products in lower yield and purity.

Keywords:peptide, resin, activator, protecting group, flow reactor

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