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Exact and Ubiquitous Condition for Solid-State Deracemization in Vitro and in Nature.
Deck, Leif-Thore; Hosseinalipour, Mercedeh Sadat; Mazzotti, Marco.
Afiliação
  • Deck LT; Institute of Energy and Process Engineering, ETH Zurich, Zurich 8092, Switzerland.
  • Hosseinalipour MS; Institute of Energy and Process Engineering, ETH Zurich, Zurich 8092, Switzerland.
  • Mazzotti M; Institute of Energy and Process Engineering, ETH Zurich, Zurich 8092, Switzerland.
J Am Chem Soc ; 146(6): 3872-3882, 2024 Feb 14.
Article em En | MEDLINE | ID: mdl-38306469
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.

Texto completo: 1 Base de dados: MEDLINE Tipo de estudo: Prognostic_studies Idioma: En Ano de publicação: 2024 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Tipo de estudo: Prognostic_studies Idioma: En Ano de publicação: 2024 Tipo de documento: Article