[MIS07-P05] A process model of L-homochiral peptides formation initiated with L-alanine
Keywords:L-alanine, peptides, homochirality
Hydrogen abstraction from L-alanine by hydroxy radical facilitates alkylation on β-carbon of alanine as well as retention of L-chirality. The reaction rate constant of hydrogen abstraction (k=6.21x107 M-1s-1) on β-carbon was about 3.7 times faster than that (k=1.7x107 M-1s-1) on α-carbon. The fact supports that alkylation proceeds faster than racemization, and the chirality of product amino acids will be hold. Similar alkylation of oligopeptides will also proceed with a lower level epimerization than alkylation. This research discusses how the lower reaction rate of epimerization than alkylation lead homochiral peptides.