Selective prebiotic synthesis of phosphoroaminonitriles and aminothioamides in neutral water

The Strecker reaction is thought to offer a prebiotically plausible synthesis of amino acids, but is reversible at the high or low pH ranges needed to promote reactivity. Here the reaction of hydrogen cyanide and diamidophosphate is shown to provide stable phosphorylated amino acid precursors at neutral pH, which can be hydrolysed to amino acids or thiolysed to thioamides.