title: Study of the conformational profile of selected unnatural amino acid residues derived from L-phenylalanine.
abstract: The present work reports the results of a conformational study performed on seven unnatural amino acid residues and on its natural precursor, investigated by means of computational methods at the molecular mechanics level. Amino acid residues selected for the present study are derivatives of L-phenylalanine substituted at the alpha and/or beta carbons. This series is composed of different linear analogs, including alpha-methyl, beta-methyl and beta-phenyl substituted with different stereochemistry. Analysis of the Ramachandran maps of the corresponding dipeptides in vacuo reveals their conformational preferences, to be used as guidance for the synthesis of constrained peptide analogs with desired conformational propensities. The available conformational space for every dipeptide is also analysed.
authors.affiliation: Dept. de Toxicologia, Facultat de Farmacia, Universitat de Barcelona, Spain.
authors.forename: J
authors.initials: J
authors.lastname: Gomez-Catalan
authors.forename: J J
authors.initials: JJ
authors.lastname: Perez
authors.forename: A I
authors.initials: AI
authors.lastname: Jimenez
authors.forename: C
authors.initials: C
authors.lastname: Cativiela
mesh_terms: D004151:Dipeptides / Q000737:chemistry*; D008968:Molecular Conformation; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000737:chemistry*
chemical_list: D004151:Dipeptides; D010649:Phenylalanine