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Tesi etd-10052018-151343


Thesis type
Tesi di laurea magistrale
Author
POLLASTRINI, MATTEO
URN
etd-10052018-151343
Title
Conformational properties of (S)-indoline-2-carboxilic acid oligomers: an experimental and theoretical study
Struttura
CHIMICA E CHIMICA INDUSTRIALE
Corso di studi
CHIMICA
Supervisors
relatore Dott. Angelici, Gaetano
relatore Dott. Lipparini, Filippo
controrelatore Prof.ssa Duce, Celia
Parole chiave
  • peptidomimetics
  • conformational study
  • (S)-indoline-2-carboxylic acid
Data inizio appello
25/10/2018;
Consultabilità
Secretata d'ufficio
Data di rilascio
25/10/2088
Riassunto analitico
A deeper understanding of the intrinsic conformational properties of natural and unnatural amino acids and their oligomers, depending on the surrounding chemical environment (e.g. the solvent), is essential for the rational design of polypeptides. Through a bottom up approach is indeed possible to design molecules which will show interesting and new macroscopic properties. In this master thesis, 2-indolincarboxylic acid and its oligomers have been synthesized and studied, as mimetics of both the natural amino acids proline and phenylalanine. In order to understand how the presence of the aromatic ring affects proline conformational properties and cis/trans equilibrium and how the conformational restraint affects phenylalanine self-assembly properties, we performed a series of conformational studies. Through different spectroscopic techniques and computational methods, we aimed to characterize 2-indolincarboxylic acid using the N-acetyl methyl ester derivative, focusing our attention on the effect of the chemical environment
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