Amplification of Chirality through Self-Replication of Micellar Aggregates in Water

Type
Article

Authors
Bukhriakov, Konstantin
Almahdali, Sarah
Rodionov, Valentin

KAUST Department
Chemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division

Online Publication Date
2015-03-05

Print Publication Date
2015-03-17

Date
2015-03-05

Abstract
We describe a system in which the self-replication of micellar aggregates results in a spontaneous amplification of chirality in the reaction products. In this system, amphiphiles are synthesized from two "clickable" fragments: a water-soluble "head" and a hydrophobic "tail". Under biphasic conditions, the reaction is autocatalytic, as aggregates facilitate the transfer of hydrophobic molecules to the aqueous phase. When chiral, partially enantioenriched surfactant heads are used, a strong nonlinear induction of chirality in the reaction products is observed. Preseeding the reaction mixture with an amphiphile of one chirality results in the amplification of this product and therefore information transfer between generations of self-replicating aggregates. Because our amphiphiles are capable of catalysis, information transfer, and self-assembly into bounded structures, they present a plausible model for prenucleic acid "lipid world" entities. © 2015 American Chemical Society.

Citation
Bukhryakov KV, Almahdali S, Rodionov VO (2015) Amplification of Chirality through Self-Replication of Micellar Aggregates in Water. Langmuir 31: 2931–2935. Available: http://dx.doi.org/10.1021/la504984j.

Publisher
American Chemical Society (ACS)

Journal
Langmuir

DOI
10.1021/la504984j

PubMed ID
25740116

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