Document Detail


Surface mediated chiral interactions between cyclodextrins and propranolol enantiomers: a SERS and DFT study.
MedLine Citation:
PMID:  25420457     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The nanoparticles mediated enantioselective recognition of propranolol enantiomers through native cyclodextrin complexation has been investigated by using surface-enhanced Raman spectroscopy (SERS). The highly efficient chiral recognition mechanism is based on a synergistic interaction between spherical noble metal nanoparticles, propranolol enantiomers and native cyclodextrins (CDs). Amongst the native cyclodextrins, β-CD has the highest chiral recognition ability for propranolol enantiomers, due to its specific shape and cavity size, thus producing the largest difference between the recorded SERS spectra of the two hosted enantiomers. The molecular interaction mechanism responsible for enantioselectivity was furthermore proven by quantum chemical calculations based on density functional theory (DFT). The theoretical calculations and experimental SER spectra allowed the assignment of functional moieties involved in the chiral recognition mechanism. The most important factors governing the highly efficient chiral probing by SERS are the fundamentally different mechanism of interaction between the R- and S-enantiomers and β-CD and the strength of interaction between the nanoparticle surface and the two propranolol-CD complexes. The role of metallic nanoparticles in the enantioselective recognition process has been experimentally evaluated by using silver and gold nanoparticles as SERS substrates, given their ability to interact differently with the complexes. The viability of this new method for chiral discrimination has been demonstrated for both substrates and could open new avenues for these kinds of applications.
Authors:
Rares Stiufiuc; Cristian Iacovita; Gabriela Stiufiuc; Ede Bodoki; Vasile Chis; Constantin M Lucaciu
Related Documents :
16513647 - Phosphorylation of tyrosine 568 controls nuclear export of nrf2.
12809507 - Coordinated production and utilization of fadh2 by nad(p)h-flavin oxidoreductase and 4-...
25427897 - Plasmon-driven dimerization via s-s chemical bond in an aqueous environment.
5166547 - Isoprenoid phenol and quinone precursors of ubiguinones and dihydroubiguinones (ubiguin...
7561977 - Mab, a generally applicable molecular force field for structure modelling in medicinal ...
22977887 - Hybrid materials based on lanthanide organic complexes: a review.
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2014-11-25
Journal Detail:
Title:  Physical chemistry chemical physics : PCCP     Volume:  -     ISSN:  1463-9084     ISO Abbreviation:  Phys Chem Chem Phys     Publication Date:  2014 Nov 
Date Detail:
Created Date:  2014-11-25     Completed Date:  -     Revised Date:  2014-11-26    
Medline Journal Info:
Nlm Unique ID:  100888160     Medline TA:  Phys Chem Chem Phys     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Assessment of Indian Rosewood (Dalbergia sissoo) Standardized Leaf Extract on Isoproterenol-Induced ...
Next Document:  Body composition, water turnover and physical activity among women in Narok County, Kenya.