Literature DB >> 25991532

Adsorption-induced auto-amplification of enantiomeric excess on an achiral surface.

Yongju Yun1, Andrew J Gellman1.   

Abstract

The homochirality of biomolecules is a signature of life on Earth and has significant implications in, for example, the production of pharmaceutical compounds. It has been suggested that biomolecular homochirality may have arisen from the amplification of a spontaneously formed small enantiomeric excess (e.e.). Many minerals exhibit naturally chiral surfaces and so adsorption has been proposed as one possible mechanism for such an amplification of e.e. Here we show that when gas-phase mixtures of D- and L-aspartic acid are exposed to an achiral Cu(111) surface, a small e.e. in the gas phase, e.e.g, leads to an amplification of the e.e. on the surface, e.e.s, under equilibrium conditions. Adsorption-induced amplification of e.e. does not require a chiral surface. The dependence of e.e.s on e.e.g has been modelled successfully using a Langmuir-like adsorption isotherm that incorporates the formation of homochiral adsorbate clusters on the surface.

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Year:  2015        PMID: 25991532     DOI: 10.1038/nchem.2250

Source DB:  PubMed          Journal:  Nat Chem        ISSN: 1755-4330            Impact factor:   24.427


  29 in total

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2.  Enantiospecific desorption of R- and S-propylene oxide from a chiral Cu(643) surface.

Authors:  J D Horvath; A J Gellman
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3.  Remarkable amplification of the self-disproportionation of enantiomers on achiral-phase chromatography columns.

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4.  Thermodynamic control of asymmetric amplification in amino acid catalysis.

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Journal:  Nature       Date:  2006-06-01       Impact factor: 49.962

5.  An astrophysically-relevant mechanism for amino acid enantiomer enrichment.

Authors:  Stephen P Fletcher; Richard B C Jagt; Ben L Feringa
Journal:  Chem Commun (Camb)       Date:  2007-04-27       Impact factor: 6.222

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Journal:  Langmuir       Date:  2013-12-19       Impact factor: 3.882

8.  Chiral surfaces: accomplishments and challenges.

Authors:  Andrew J Gellman
Journal:  ACS Nano       Date:  2010-01-26       Impact factor: 15.881

9.  Drastic symmetry breaking in supramolecular organization of enantiomerically unbalanced monolayers at surfaces.

Authors:  Sam Haq; Ning Liu; Vincent Humblot; A P J Jansen; Rasmita Raval
Journal:  Nat Chem       Date:  2009-07-24       Impact factor: 24.427

10.  Enantiospecific desorption of chiral compounds from chiral Cu(643) and achiral Cu(111) surfaces.

Authors:  Joshua D Horvath; Andrew J Gellman
Journal:  J Am Chem Soc       Date:  2002-03-13       Impact factor: 15.419

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  9 in total

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4.  2D Ising Model for Enantiomer Adsorption on Achiral Surfaces: L- and D-Aspartic Acid on Cu(111).

Authors:  Soham Dutta; Andrew J Gellman
Journal:  Entropy (Basel)       Date:  2022-04-18       Impact factor: 2.738

5.  Complex Chiral Induction Processes at the Solution/Solid Interface.

Authors:  Hai Cao; Iris Destoop; Kazukuni Tahara; Yoshito Tobe; Kunal S Mali; Steven De Feyter
Journal:  J Phys Chem C Nanomater Interfaces       Date:  2016-07-27       Impact factor: 4.126

6.  Homochirality in biomineral suprastructures induced by assembly of single-enantiomer amino acids from a nonracemic mixture.

Authors:  Wenge Jiang; Dimitra Athanasiadou; Shaodong Zhang; Raffaella Demichelis; Katarzyna B Koziara; Paolo Raiteri; Valentin Nelea; Wenbo Mi; Jun-An Ma; Julian D Gale; Marc D McKee
Journal:  Nat Commun       Date:  2019-05-24       Impact factor: 14.919

7.  Competitive chiral induction in a 2D molecular assembly: Intrinsic chirality versus coadsorber-induced chirality.

Authors:  Ting Chen; Shu-Ying Li; Dong Wang; Li-Jun Wan
Journal:  Sci Adv       Date:  2017-11-03       Impact factor: 14.136

8.  Single-molecule insights into surface-mediated homochirality in hierarchical peptide assembly.

Authors:  Yumin Chen; Ke Deng; Shengbin Lei; Rong Yang; Tong Li; Yuantong Gu; Yanlian Yang; Xiaohui Qiu; Chen Wang
Journal:  Nat Commun       Date:  2018-07-13       Impact factor: 14.919

9.  Amplification of chirality in surface-confined supramolecular bilayers.

Authors:  Hai Cao; Steven De Feyter
Journal:  Nat Commun       Date:  2018-08-24       Impact factor: 14.919

  9 in total

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