# name
Synthesis of tripeptides for chelating metals involved in the aggregation of the ß-amyloid peptide responsible for Alzheimer disease

# metadata.dc.description[].value
Treballs Finals de Grau de Química, Facultat de Química, Universitat de Barcelona, Any: 2014, Tutor: Dr. Ernesto Nicolás Galindo

# metadata.dc.description.abstract[].value
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...

# metadata.dc.title[].value
Synthesis of tripeptides for chelating metals involved in the aggregation of the ß-amyloid peptide responsible for Alzheimer disease

# metadata.dc.title.alternative[].value
Síntesi de tripèptids quelants de metalls involucrats en l'agregació del pèptid ß-amiloide responsable de la malaltia de l’Alzheimer.