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

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

Research output: Contribution to journalArticlepeer-review

2 Scopus citations


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 languageEnglish
Pages (from-to)1651-1655
Number of pages5
JournalJAOCS, Journal of the American Oil Chemists' Society
Issue number11
StatePublished - 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.


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

ASJC Scopus subject areas

  • Chemical Engineering (all)
  • Organic Chemistry


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