Diene conformation in the naturally occurring tricarboxylic acid, telfairic acid, by Raman spectroscopy
The conformational geometry of the two C C bonds in a naturally occurring dienetricarboxylic acid, telfairic acid, isolated from Xylaria telfairii, has been determined by Raman spectroscopy. This application of analytical Raman spectroscopy is important because infrared, UV and NMR spectroscopic tec...
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Published in | Journal of molecular structure Vol. 789; no. 1; pp. 24 - 29 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
Elsevier B.V
22.05.2006
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Subjects | |
Online Access | Get full text |
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Summary: | The conformational geometry of the two C
C bonds in a naturally occurring dienetricarboxylic acid, telfairic acid, isolated from
Xylaria telfairii, has been determined by Raman spectroscopy. This application of analytical Raman spectroscopy is important because infrared, UV and NMR spectroscopic techniques have failed to provide sufficient information for the determination of the diene geometry. Several specially synthesised model dienecarboxylic acids with known diene conformations were used to calibrate the Raman data. The natural extract from
X. telfairii was shown to be a mixture of both
cis (
Z) and
trans (
E) forms whereas the purified extract was predominantly the
trans isomer. Raman data also suggest that the established method for the preparation of a
trans–
trans sorbic acid is open to debate. Further applications of the Raman technique for the determination of diene conformation of fungal metabolite extracts are proposed. |
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ISSN: | 0022-2860 1872-8014 |
DOI: | 10.1016/j.molstruc.2005.12.012 |