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Treball de fi de grauData de publicació
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Preparation of protected peptides by solid phase for a convergent synthesis
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Nowadays, the interest on the use of peptides as drugs is increasing due to their unique properties, such as high selectivity and low toxicity. As a result, pharmaceutical industry has more than 500 peptides that are currently in preclinical development and it is estimated that the peptides market involves 25.4 million dollars per year.1
This project was carried out in the Smbiocom research group, which collaborates with a pharmaceutical company which aims to synthetize a bioactive peptide with oncological properties and scale the method up to a pilot plant production. The strategy taken in the laboratory has consisted on a convergent synthesis of a fragment with eleven amino acids of the target peptide. In the first place, different peptide fragments have been synthetized in solid phase and finally they have been coupled in solution.
Five different protected peptide fragments of 4, 5, 6 and 9 amino acids have been synthetized by solid-phase methodology using the Fmoc/tBu strategy (1.2 mmol, 1.9 mmol, 1.1 mmol and 1.8 mmol scales) with a 2-CTC solid support resin. The reactions have been carried out using DIC as a coupling reagent, HOBt as an additive and finally each fragment has been characterized by HPLC-MS using reverse phase chromatography.
Furthermore, the C-terminal protected dipeptide fragment of the target peptide has been synthetized in solution and has been coupled to the nonapeptide in solution. The resulting full protected undecapeptide has been characterized by HPLC-MS
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Treballs Finals de Grau de Química, Facultat de Química, Universitat de Barcelona, Any: 2019, Tutor: Ernesto Nicolás Galindo
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GALEOTE MARTIN, Oriol. Preparation of protected peptides by solid phase for a convergent synthesis. [consulta: 20 de gener de 2026]. [Disponible a: https://hdl.handle.net/2445/138119]