Conformational profile of 1-aminocyclopropanecarboxylic acid

摘要: 1-Aminocyclopropanecarboxylic acid (Ac3c) is a constrained α amino residue that exhibits peculiar conformational characteristics. The aim of the present study to provide deeper understanding these features be used as guidance decide when choose Ac3c building block for design peptide and protein surrogates. whole Ramachandran plot Ace-Ac3c-NCH3 dipeptide was investigated at Hartree–Fock level using 6-31G(d) basis set most favorable structures were assessed on this surface by energy minimization. These results subsequently reference generate specific molecular mechanics parameters compatible with parm94 AMBER force field. effect water solvent profile also Miertus–Scrocco–Tomasi self-consistent reaction-field model AM1 semiempirical method. can characterized two symmetric low-energy regions values φ around ±80° wide range ψ ranging from −40 180°, lower areas located low ψ. Solvent effects do not alter map, but shift absolute minima (φ, ψ) near (±90°, 0°) observed. are in accord all experimental evidence known tendency induce β-turn conformations peptides.