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Exact and Ubiquitous Condition for Solid-State Deracemization in Vitro and in Nature

Leif-Thore Deck, Mercedeh Sadat Hosseinalipour, Marco Mazzotti

2024Journal of the American Chemical Society21 citationsDOIOpen Access PDF

Abstract

Solid-state deracemization is the amplification of an enantiomeric excess in suspensions of conglomerate-forming chiral compounds. Although numerous chemical and biochemical compounds deracemize, its governing mechanism has remained elusive. We introduce a novel formulation of the classical population-based model of deracemization through temperature cycles to prove that suspensions deracemize whenever a simple and ubiquitous condition is met: crystal dissolution must be faster than crystal growth. Such asymmetry is a known principle of crystallization, hence explaining the generality of deracemization. Through both experiments and a theoretical analysis, we demonstrate that this condition applies even for very small temperature cycles and for random temperature fluctuations. These findings establish solid-state deracemization as an attractive route to the manufacture of enantiopure products and as a plausible pathway toward the emergence of homochirality in nature.

Topics & Concepts

HomochiralityEnantiopure drugChemistryCrystallizationPopulationGeneralitySolid-stateChemical physicsBiochemical engineeringBiological systemNanotechnologyEnantiomerEnantioselective synthesisOrganic chemistryPhysical chemistryMaterials scienceSociologyPsychotherapistBiologyEngineeringCatalysisDemographyPsychologyOrigins and Evolution of LifeProtein Structure and DynamicsCrystallization and Solubility Studies