Phenolic acid dimers in the cell walls of barley

D. Stewart; G.W. Robertson; I.M. Morrison

doi:10.1002/bms.1200230205

Phenolic acid dimers in the cell walls of barley

D. Stewart, G.W. Robertson, I.M. Morrison

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Abstract

Using gas chromatography/mass spectrometry we have observed six peaks in the single ion chromatograph at m/z 674 of the alkaline extract of barley straw cell walls. The breakdown pattern of these ions suggests that they could all be isomers of 5,5'-bis-dehydroferulic acid. Since only the 5,5' linkage is reported to be present in plants this tentatively suggests that these compounds exhibit stable orientational isomerism about this bond. Plausible breakdown mechanisms are presented which allow for the complete assignment of structure to all the isomers. These mechanisms suggest that the two pairs of breakdown ions at m/z 556 and 467, and 265 and 193 are representative of trans and cis double bonds, respectively.
Copyright © 1994 John Wiley & Sons, Ltd.

Original language	English
Pages (from-to)	71-74
Number of pages	4
Journal	Biological Mass Spectrometry
Volume	23
Issue number	2
DOIs	https://doi.org/10.1002/bms.1200230205
Publication status	Published - Feb 1994

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title = "Phenolic acid dimers in the cell walls of barley",

abstract = "Using gas chromatography/mass spectrometry we have observed six peaks in the single ion chromatograph at m/z 674 of the alkaline extract of barley straw cell walls. The breakdown pattern of these ions suggests that they could all be isomers of 5,5'-bis-dehydroferulic acid. Since only the 5,5' linkage is reported to be present in plants this tentatively suggests that these compounds exhibit stable orientational isomerism about this bond. Plausible breakdown mechanisms are presented which allow for the complete assignment of structure to all the isomers. These mechanisms suggest that the two pairs of breakdown ions at m/z 556 and 467, and 265 and 193 are representative of trans and cis double bonds, respectively.Copyright {\textcopyright} 1994 John Wiley & Sons, Ltd.",

author = "D. Stewart and G.W. Robertson and I.M. Morrison",

year = "1994",

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doi = "10.1002/bms.1200230205",

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T1 - Phenolic acid dimers in the cell walls of barley

AU - Stewart, D.

AU - Robertson, G.W.

AU - Morrison, I.M.

PY - 1994/2

Y1 - 1994/2

N2 - Using gas chromatography/mass spectrometry we have observed six peaks in the single ion chromatograph at m/z 674 of the alkaline extract of barley straw cell walls. The breakdown pattern of these ions suggests that they could all be isomers of 5,5'-bis-dehydroferulic acid. Since only the 5,5' linkage is reported to be present in plants this tentatively suggests that these compounds exhibit stable orientational isomerism about this bond. Plausible breakdown mechanisms are presented which allow for the complete assignment of structure to all the isomers. These mechanisms suggest that the two pairs of breakdown ions at m/z 556 and 467, and 265 and 193 are representative of trans and cis double bonds, respectively.Copyright © 1994 John Wiley & Sons, Ltd.

AB - Using gas chromatography/mass spectrometry we have observed six peaks in the single ion chromatograph at m/z 674 of the alkaline extract of barley straw cell walls. The breakdown pattern of these ions suggests that they could all be isomers of 5,5'-bis-dehydroferulic acid. Since only the 5,5' linkage is reported to be present in plants this tentatively suggests that these compounds exhibit stable orientational isomerism about this bond. Plausible breakdown mechanisms are presented which allow for the complete assignment of structure to all the isomers. These mechanisms suggest that the two pairs of breakdown ions at m/z 556 and 467, and 265 and 193 are representative of trans and cis double bonds, respectively.Copyright © 1994 John Wiley & Sons, Ltd.

U2 - 10.1002/bms.1200230205

DO - 10.1002/bms.1200230205

M3 - Article

SN - 1096-9888

VL - 23

SP - 71

EP - 74

JO - Biological Mass Spectrometry

JF - Biological Mass Spectrometry

IS - 2

ER -

Phenolic acid dimers in the cell walls of barley

Abstract

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