Selective emergence and survival of early polypeptides in water.
Oligopeptides essential to primitive cells could not be obtained just by raising the background noise of organic compounds produced by a prebiotic chemistry working at random. Selection pathways were required. Experimental evidence is given for selective condensation of amino acids in water as well as for selective resistance to degradation. It is shown that N-carboxyanhydrides are good candidates for chemical selection in water. They are formed when active esters of amino acids are left in the presence of bicarbonate ions or when N,N'-carbonyldiimidazole is used as condensing agent. Polymerization of a mixture of proteinaceous and non-proteinaceous amino acids leads to an enrichment in the proteinaceous ones plus alpha-aminobutyric acid. Selective resistance toward degradation of beta-pleated sheet conformation is used to exemplify a possible accumulation of homochiral sequences made of hydrophilic and strong hydrophobic residues. Amino acids with branched aliphatic side-chains are selected but those having short linear aliphatic side-chains such as alpha-aminobutyric acid or norvaline are not.
D001639:Bicarbonates; D004355:Drug Stability; D006868:Hydrolysis; D007202:Indicators and Reagents; D010455:Peptides; D011487:Protein Conformation; D013329:Structure-Activity Relationship; D014867:Water
D001639:Bicarbonates; D007202:Indicators and Reagents; D010455:Peptides; D014867:Water