Comparative analysis of surface-enhanced Raman spectroscopy of daidzein and formononetin

Ryo Sekine; J Vongsvivut; E G Robertson; L Spiccia; D McNaughton

doi:10.1021/jp101389t

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Comparative analysis of surface-enhanced Raman spectroscopy of daidzein and formononetin

Journal article

Peer reviewed

Comparative analysis of surface-enhanced Raman spectroscopy of daidzein and formononetin

Ryo Sekine, J Vongsvivut, E G Robertson, L Spiccia and D McNaughton

Journal of Physical Chemistry Part B, Vol.114(20), pp.7104-7111

2010

DOI: https://doi.org/10.1021/jp101389t

PMID: 20443542

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Abstract

Density functional theory

Raman scattering

Raman spectroscopy

Citrate-reduced silver colloids

Comparative analysis

Daidzein

Density functional theory calculations

Formononetin

Hydroxyl groups

Isoflavones

Methoxy

Multiple species

OH group

Phyt

Phytoestrogens daidzein (4′,7-dihydroxy-isoflavone) and formononetin (4′-methoxy-7-hydroxy-isoflavone) have been studied by surface-enhanced Raman (SER) spectroscopy. Spectra were acquired in the presence of citrate-reduced silver colloids, over a range of pH and concentrations. Density functional theory calculations were used to assist assignment of the normal Raman spectra and help determine the mode of interaction of isoflavones with the silver nanoparticles. Formononetin does not show SER activity unless the 7-OH group is deprotonated, and accordingly, the interaction with the silver surface occurs via the deprotonated site. Daidzein, on the other hand, appears to contain multiple species at the surface, interacting via both the hydroxyl groups at 7-OH and 4′-OH, after deprotonation. This is an important result that points to potential future SERS applications in phytoestrogen analysis and provides a foundation for understanding the SER spectra of isoflavones.

Details

Title: Comparative analysis of surface-enhanced Raman spectroscopy of daidzein and formononetin
Authors: Ryo Sekine (Author) - Monash University
J Vongsvivut (Author) - Monash University
E G Robertson (Author) - Monash University
L Spiccia (Author) - Monash University
D McNaughton (Author) - Monash University
Publication details: Journal of Physical Chemistry Part B, Vol.114(20), pp.7104-7111
Publisher: American Chemical Society
Date published: 2010
DOI: 10.1021/jp101389t
ISSN: 1520-6106; 1520-5207; 1520-6106
PMID: 20443542
Organisation Unit: University of the Sunshine Coast, Queensland; School of Science, Technology and Engineering
Language: English
Record Identifier: 99513772702621
Output Type: Journal article

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Web Of Science research areas: Chemistry, Physical

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