title: β-Sheet-induced chirogenesis in polymerization of oligopeptides.
abstract: The origin of long homochiral biopolymers in living systems has recently been the focus of intense research. In one particular research line, scientists studied, experimentally and theoretically, chiral amplification obtained during peptide formation by polymerization of amino acid building blocks. It was suggested that processes leading to temporal or spatial separation, and thus, to the growth of homochiral polymers at the expense of their heterochiral counterparts, can explain the chirality observed in larger molecules. We introduce a simple model and stochastic simulation for the polymerization of amino acids and β-sheet formation, showing the crucial effects of the β sheets on the distributions of peptide lengths. When chiral affinities are included, racemic β sheets of alternating homochiral strands lead to the formation of chiral peptides, the isotacticity of which increases with length, consistent with previous experimental results in aqueous solutions. The tendency to form isotactic peptides is shown for both initially racemic and initially nonracemic systems, as well as for closed and open systems. We suggest that these or similar mechanisms may explain the origin of chiroselectivity in prebiotic environments.
authors: Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, 84105 Israel.
authors: Nathaniel
authors: N
authors: Wagner
authors: Boris
authors: B
authors: Rubinov
authors: Gonen
authors: G
authors: Ashkenasy
mesh_terms: D000596:Amino Acids / Q000737:chemistry; D001704:Biopolymers / Q000737:chemistry; D003198:Computer Simulation; D008958:Models, Molecular; D009842:Oligopeptides / Q000737:chemistry*; D017433:Protein Structure, Secondary; D012984:Software; D013237:Stereoisomerism; D013269:Stochastic Processes
chemical_list: D000596:Amino Acids; D001704:Biopolymers; D009842:Oligopeptides