skip to main content

DOE PAGESDOE PAGES

Title: Enhancing Enantiomeric Separation with Strain: The Case of Serine on Cu(531)

Serine has two enantiomers, d and l, which exhibit identical physical and chemical properties but have dramatically different physiological effects. For the pharmaceutical industry, it is very important to be able to separate both enantiomers. Here we study the enantioselectivity of the (531) surfaces of Cu, Ag, Au, and Pd using density functional theory with an accurate treatment of the van der Waals interactions. Among these surfaces, it is found that Cu(531) is the most efficient for energetically separating serine enantiomers. This greater efficiency is ultimately related to a conformational strain imposed in serine and most of all in the supporting substrate. Motivated by this, we decorated the step sites of Cu(531) with Ni atoms and showed that serine enantioselectivity increases by 36% as compared to that of pristine Cu(531). Furthermore, these results suggest that efficient enantiomeric separation of small chiral molecules could be achieved with bimetallic stepped surfaces for which strain, both in the surface and the molecule, increases significantly upon deposition.
Authors:
ORCiD logo [1] ;  [1] ; ORCiD logo [2] ;  [1] ; ORCiD logo [1]
  1. Nanjing Univ. of Science and Technology, Jiangsu (China)
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Publication Date:
Grant/Contract Number:
AC05-00OR22725
Type:
Accepted Manuscript
Journal Name:
Journal of the American Chemical Society
Additional Journal Information:
Journal Volume: 139; Journal Issue: 24; Journal ID: ISSN 0002-7863
Publisher:
American Chemical Society (ACS)
Research Org:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org:
USDOE
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 36 MATERIALS SCIENCE
OSTI Identifier:
1376381

Wang, Yonghui, Yang, Sha, Fuentes-Cabrera, Miguel, Li, Shuang, and Liu, Wei. Enhancing Enantiomeric Separation with Strain: The Case of Serine on Cu(531). United States: N. p., Web. doi:10.1021/jacs.7b01216.
Wang, Yonghui, Yang, Sha, Fuentes-Cabrera, Miguel, Li, Shuang, & Liu, Wei. Enhancing Enantiomeric Separation with Strain: The Case of Serine on Cu(531). United States. doi:10.1021/jacs.7b01216.
Wang, Yonghui, Yang, Sha, Fuentes-Cabrera, Miguel, Li, Shuang, and Liu, Wei. 2017. "Enhancing Enantiomeric Separation with Strain: The Case of Serine on Cu(531)". United States. doi:10.1021/jacs.7b01216. https://www.osti.gov/servlets/purl/1376381.
@article{osti_1376381,
title = {Enhancing Enantiomeric Separation with Strain: The Case of Serine on Cu(531)},
author = {Wang, Yonghui and Yang, Sha and Fuentes-Cabrera, Miguel and Li, Shuang and Liu, Wei},
abstractNote = {Serine has two enantiomers, d and l, which exhibit identical physical and chemical properties but have dramatically different physiological effects. For the pharmaceutical industry, it is very important to be able to separate both enantiomers. Here we study the enantioselectivity of the (531) surfaces of Cu, Ag, Au, and Pd using density functional theory with an accurate treatment of the van der Waals interactions. Among these surfaces, it is found that Cu(531) is the most efficient for energetically separating serine enantiomers. This greater efficiency is ultimately related to a conformational strain imposed in serine and most of all in the supporting substrate. Motivated by this, we decorated the step sites of Cu(531) with Ni atoms and showed that serine enantioselectivity increases by 36% as compared to that of pristine Cu(531). Furthermore, these results suggest that efficient enantiomeric separation of small chiral molecules could be achieved with bimetallic stepped surfaces for which strain, both in the surface and the molecule, increases significantly upon deposition.},
doi = {10.1021/jacs.7b01216},
journal = {Journal of the American Chemical Society},
number = 24,
volume = 139,
place = {United States},
year = {2017},
month = {5}
}