Enantioselective Abiotic Synthesis of Ribose on Chiral Mesostructured Hydroxyapatite

The prebiotic synthesis and symmetry breaking of ribose are crucial processes in the origin of life. However, the prebiotic emergence of enantiomerically enriched ribose on primitive Earth remains an unresolved challenge. Herein, we propose that the prebiotic enantioselective synthesis of ribose from glycolaldehyde and glyceraldehyde can be catalyzed by minerals naturally endowed with chiral structure. The chiral mesostructured hydroxyapatite films (CMHAPFs), which consist of lattice-distorted helical nanorods, can be formed under a hydrothermal condition in the presence of l/d-malic acid (MA), a compound that may have been present during the early stages of life's emergence. An enantiomeric excess (ee) of 22.5% for d-ribose was achieved on the d-CMHAPFs formed by d-MA. The adsorption conformation of d-ribose on the surface of right-handed hydroxyapatite is more stable than that of l-ribose. The different energy barriers for the transition states of ribose enantiomers result in the enantioselective synthesis of ribose, which is attributed to the similar conformation between ribose and the corresponding transition state. Our findings provide valuable insights into the possible role of chiral inorganics in the prebiotic synthesis and symmetry breaking of ribose.