Identification of trans-3,5-dimethoxystilbene in commercial soy protein isolates

W. L. Boatright; J. St Pyrek; J. Song; A. D. Crum

doi:10.1007/s11746-998-0107-7

Identification of trans-3,5-dimethoxystilbene in commercial soy protein isolates

W. L. Boatright, J. St Pyrek, J. Song, A. D. Crum

Animal and Food Sciences

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

A previously unidentified component of the lipid extracts from commercial soy protein isolates (SPI) was analyzed by gas chromatography-mass spectrometry (GC-MS), high resolution mass spectrometry (HRMS), ultraviolet-visible spectroscopy, and GC-Fourier transform infrared spectrometry (FTIR). All these data, together with mass spectra of derivatives obtained by hydrogenation, indicated the structure of an unsymmetrical dimethoxystilbene. Subsequently, standard trans-3,5-dimethoxystilbene, synthesized according to established procedures, was found to have identical retention times and spectra by GC-MS and GC-FTIR with the compound isolated from commercial SPI. Laboratory SPI prepared from Probst, Stressland, and Burlison variety soybeans contained no detectable amounts of either trans-3,5-dimethoxystilbene or dehydroabietinal.

Original language	English
Pages (from-to)	1651-1655
Number of pages	5
Journal	JAOCS, Journal of the American Oil Chemists' Society
Volume	75
Issue number	11
DOIs	https://doi.org/10.1007/s11746-998-0107-7
State	Published - 1998

Bibliographical note

Funding Information:
The authors thank Dr. Paul Weston for valuable technical assistance with analysis by GC–FTIR and Dr. James Wilcox, Purdue University, for providing the soybeans used in this investigation. This project was funded in part by the Kentucky Soybean Promotion Board. Published with the approval of the Director of the Kentucky Agricultural Experiment Station as Journal Article # 98-07-45.

Funding

The authors thank Dr. Paul Weston for valuable technical assistance with analysis by GC–FTIR and Dr. James Wilcox, Purdue University, for providing the soybeans used in this investigation. This project was funded in part by the Kentucky Soybean Promotion Board. Published with the approval of the Director of the Kentucky Agricultural Experiment Station as Journal Article # 98-07-45.

Funders	Funder number
Arkansas Soybean Promotion Board

Keywords

Dehydroabietinal
Fourier transform infrared spectrometry
Mass spectrometry
Nuclear magnetic resonance
Protein
Soy protein
Trans-3,5-dimethoxystilbene

ASJC Scopus subject areas

General Chemical Engineering
Organic Chemistry

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10.1007/s11746-998-0107-7

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title = "Identification of trans-3,5-dimethoxystilbene in commercial soy protein isolates",

abstract = "A previously unidentified component of the lipid extracts from commercial soy protein isolates (SPI) was analyzed by gas chromatography-mass spectrometry (GC-MS), high resolution mass spectrometry (HRMS), ultraviolet-visible spectroscopy, and GC-Fourier transform infrared spectrometry (FTIR). All these data, together with mass spectra of derivatives obtained by hydrogenation, indicated the structure of an unsymmetrical dimethoxystilbene. Subsequently, standard trans-3,5-dimethoxystilbene, synthesized according to established procedures, was found to have identical retention times and spectra by GC-MS and GC-FTIR with the compound isolated from commercial SPI. Laboratory SPI prepared from Probst, Stressland, and Burlison variety soybeans contained no detectable amounts of either trans-3,5-dimethoxystilbene or dehydroabietinal.",

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note = "Funding Information: The authors thank Dr. Paul Weston for valuable technical assistance with analysis by GC–FTIR and Dr. James Wilcox, Purdue University, for providing the soybeans used in this investigation. This project was funded in part by the Kentucky Soybean Promotion Board. Published with the approval of the Director of the Kentucky Agricultural Experiment Station as Journal Article # 98-07-45.",

year = "1998",

doi = "10.1007/s11746-998-0107-7",

language = "English",

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AU - Boatright, W. L.

AU - Pyrek, J. St

AU - Song, J.

AU - Crum, A. D.

N1 - Funding Information: The authors thank Dr. Paul Weston for valuable technical assistance with analysis by GC–FTIR and Dr. James Wilcox, Purdue University, for providing the soybeans used in this investigation. This project was funded in part by the Kentucky Soybean Promotion Board. Published with the approval of the Director of the Kentucky Agricultural Experiment Station as Journal Article # 98-07-45.

PY - 1998

Y1 - 1998

N2 - A previously unidentified component of the lipid extracts from commercial soy protein isolates (SPI) was analyzed by gas chromatography-mass spectrometry (GC-MS), high resolution mass spectrometry (HRMS), ultraviolet-visible spectroscopy, and GC-Fourier transform infrared spectrometry (FTIR). All these data, together with mass spectra of derivatives obtained by hydrogenation, indicated the structure of an unsymmetrical dimethoxystilbene. Subsequently, standard trans-3,5-dimethoxystilbene, synthesized according to established procedures, was found to have identical retention times and spectra by GC-MS and GC-FTIR with the compound isolated from commercial SPI. Laboratory SPI prepared from Probst, Stressland, and Burlison variety soybeans contained no detectable amounts of either trans-3,5-dimethoxystilbene or dehydroabietinal.

AB - A previously unidentified component of the lipid extracts from commercial soy protein isolates (SPI) was analyzed by gas chromatography-mass spectrometry (GC-MS), high resolution mass spectrometry (HRMS), ultraviolet-visible spectroscopy, and GC-Fourier transform infrared spectrometry (FTIR). All these data, together with mass spectra of derivatives obtained by hydrogenation, indicated the structure of an unsymmetrical dimethoxystilbene. Subsequently, standard trans-3,5-dimethoxystilbene, synthesized according to established procedures, was found to have identical retention times and spectra by GC-MS and GC-FTIR with the compound isolated from commercial SPI. Laboratory SPI prepared from Probst, Stressland, and Burlison variety soybeans contained no detectable amounts of either trans-3,5-dimethoxystilbene or dehydroabietinal.

KW - Dehydroabietinal

KW - Fourier transform infrared spectrometry

KW - Mass spectrometry

KW - Nuclear magnetic resonance

KW - Protein

KW - Soy protein

KW - Trans-3,5-dimethoxystilbene

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SN - 0003-021X

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JO - JAOCS, Journal of the American Oil Chemists' Society

JF - JAOCS, Journal of the American Oil Chemists' Society

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ER -

Identification of trans-3,5-dimethoxystilbene in commercial soy protein isolates

Abstract

Bibliographical note

Funding

Keywords

ASJC Scopus subject areas

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