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Title: | Synthesis of tripeptides for chelating metals involved in the aggregation of the ß-amyloid peptide responsible for Alzheimer disease |
Other Titles: | Síntesi de tripèptids quelants de metalls involucrats en l'agregació del pèptid ß-amiloide responsable de la malaltia de l’Alzheimer. |
Author: | Codina Francès, Maria del Mar |
Director/Tutor: | Nicolás Galindo, Ernesto |
Keywords: | Pèptids Quelants Malaltia d'Alzheimer Treballs de fi de grau Peptides Chelating agents Alzheimer's disease Bachelor's theses |
Issue Date: | Jun-2014 |
Abstract: | This work has been done in collaboration with the Bioinorganic Chemistry group of Inorganic Chemistry Department. This group is interested in chelating oligopeptides (about 3 or 4 amino acids) for metal ions such as copper and zinc, potential theranostic agents for Alzheimer disease. 1 Thereby we have synthesized peptides that contain at least two histidine residues (as metal-binding groups) and one natural or non-natural fluorescent amino acid (for detection purposes). We have used as fluorescent amino acids: tryptophan (W), tyrosine (T) and the non-natural amino acid Nε-(coumarin-3-ylcarbonyl)-L-Lysine (K(C)). The latter has been prepared in solution by reaction of 1H-benzotriazole with 2-oxo-2H-chromene-3-carboxylic acid to yield 3-(1Hbenzotriazol- 1-ylcarbonyl)-2H-chromen-2-one (52-60%) and the subsequent transformation of this intermediate to the final product by reaction with Fmoc-L-Lys-OH under basic condition (60- 85% yield). It has been characterized by proton nuclear magnetic resonance (1H-NMR). The synthesized peptides have been: histidine-alanine-histidine (HAH), histidine-alaninehistidine- tyrosine (HAHY), histidine-histidine-tryptophan (HHW), histidine-lysine(coumarin)- histidine (HK(C)H) and histidine-tryptophan-histidine (HWH) (Figure 1). HAH is the only one that hasn’t any fluorophore, but it has used as a blank to determine if fluorescent amino acid chelates the metal... |
Note: | Treballs Finals de Grau de Química, Facultat de Química, Universitat de Barcelona, Any: 2014, Tutor: Dr. Ernesto Nicolás Galindo |
URI: | http://hdl.handle.net/2445/56084 |
Appears in Collections: | Treballs Finals de Grau (TFG) - Química |
Files in This Item:
File | Description | Size | Format | |
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TFG_Codina_Frances_Mar.pdf | 1.81 MB | Adobe PDF | View/Open |
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