000078677 001__ 78677
000078677 005__ 20190326115355.0
000078677 037__ $$aTAZ-TFG-2018-518
000078677 041__ $$aeng
000078677 1001_ $$aChueca Azlor, Sofía
000078677 24200 $$aHPLC analysis of the organometallic modification of synthetic peptides: An evaluation of the indole and iClick conjugatins
000078677 24500 $$aHPLC analysis of the organometallic modification of synthetic peptides: An evaluation of the indole and iClick conjugatins
000078677 260__ $$aZaragoza$$bUniversidad de Zaragoza$$c2018
000078677 506__ $$aby-nc-sa$$bCreative Commons$$c3.0$$uhttp://creativecommons.org/licenses/by-nc-sa/3.0/
000078677 520__ $$aTwo different peptides were successfully synthesized, the sequences TFSDL and VLAKVAA via solid phase synthesis using in the first case a Fmoc-Leu-Wang resin and in the second case the attachment of the first amino acid to the Wang resin was done ourselves. The characterisation of both was done through mass spectrometry and HPLC, were good results were obtained. The first peptide obtained was coupled to a diene (2-carboxylic-3-trifluoromethyl-oxanorbornadiene) trying with 4 different coupling reactants which lead to the COMU/DIPEA ((1-cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate / Diisoprophylethylamine) as the chosen reagents for this reaction. In addition purification was needed, which was done by separating the different peaks that appeared in the HPLC measurement. A mass spectrum was obtained from each peak to characterise the product. The peptide with the masked alkyne attached onto it was used for iClick reaction with a ruthenium complex, (Ru(N3)(bpym)(p-cym)), which was measured for 6 days by HPLC, and a positive result from the coupling was obtained. It was performed two times because the first method could not separate the peaks of the ruthenium and the peptide. The second peptide synthesized (VLAKVAA) was used for the indole conjugation where all the peaks obtained in the mass spectrometer are related to the product, therefore it was a good method for the conjugation. Using the same procedure a metal indole conjugation was performed with the cymantrene (N-Cymantrenylmethyl-6-aminomethylindole) both at 50ºC and room temperature, but unfortunately the product was not formed because the cymantrene was not reactive enough. Another try was done with another metal indole (Mn(bpg6 aminomethyl)indol-k3N)(CO3)) but also did not work because it was too reactive that it formed a dimer with itself. In conclusion the goal of this research was archived, which is to obtain a metal peptide, although the metal indole conjugation did not work with both the metal indole used.
000078677 521__ $$aGraduado en Química
000078677 540__ $$aDerechos regulados por licencia Creative Commons
000078677 700__ $$aUlrich Schatzschneider$$edir.
000078677 7102_ $$aUniversidad de Zaragoza$$b $$c
000078677 8560_ $$f688420@celes.unizar.es
000078677 8564_ $$s1969003$$uhttps://zaguan.unizar.es/record/78677/files/TAZ-TFG-2018-518.pdf$$yMemoria (eng)
000078677 909CO $$ooai:zaguan.unizar.es:78677$$pdriver$$ptrabajos-fin-grado
000078677 950__ $$a
000078677 951__ $$adeposita:2019-03-26
000078677 980__ $$aTAZ$$bTFG$$cCIEN
000078677 999__ $$a20180516171024.CREATION_DATE