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A study on the biosynthesis of camphor Atlay, Thérèse Mary
Abstract
This thesis describes an investigation of the biosynthesis of camphor. Camphor, a bicyclic monoterpene, has been shown to be bio-synthesised from.geranyl pyrophosphate or its isomers (neryl pyrophosphate or linaloyl pyrophosphate) and several mechanisms have been proposed for this cyclisation process. [diagrams not included] In an attempt to differentiate the origin of the C(8) and C(9) methyl groups,, feeding experiments with appropriately labelled pre- cursors were attempted. The two precursors used were [2-²H₂]-mevalonic acid and [8-²H₁]-linalool. It was shown that the expected products, [8-²H₁]- and [9-²H₁]-camphor, could be differentiated by ²H-n.m.r. using the shift reagent Eu(thd)₃ (Eu(thd)₃ = tris(2,2,6,6-tetramethyl- 3,5-heptanedionato)europium) . Feeding experiments with Rosemarinus officanalis using the cut stem method showed no incorporation of deuterium label into camphor extracted from the plant's essential oil. [diagrams not included]
Item Metadata
Title |
A study on the biosynthesis of camphor
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Creator | |
Publisher |
University of British Columbia
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Date Issued |
1983
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Description |
This thesis describes an investigation of the biosynthesis of camphor. Camphor, a bicyclic monoterpene, has been shown to be bio-synthesised from.geranyl pyrophosphate or its isomers (neryl pyrophosphate or linaloyl pyrophosphate) and several mechanisms have been proposed for this cyclisation process. [diagrams not included] In an attempt to differentiate the origin of the C(8) and C(9) methyl groups,, feeding experiments with appropriately labelled pre- cursors were attempted. The two precursors used were [2-²H₂]-mevalonic acid and [8-²H₁]-linalool. It was shown that the expected products, [8-²H₁]- and [9-²H₁]-camphor, could be differentiated by ²H-n.m.r. using the shift reagent Eu(thd)₃ (Eu(thd)₃ = tris(2,2,6,6-tetramethyl- 3,5-heptanedionato)europium) . Feeding experiments with Rosemarinus officanalis using the cut stem method showed no incorporation of deuterium label into camphor extracted from the plant's essential oil. [diagrams not included]
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Genre | |
Type | |
Language |
eng
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Date Available |
2010-04-19
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Provider |
Vancouver : University of British Columbia Library
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Rights |
For non-commercial purposes only, such as research, private study and education. Additional conditions apply, see Terms of Use https://open.library.ubc.ca/terms_of_use.
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DOI |
10.14288/1.0060646
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URI | |
Degree | |
Program | |
Affiliation | |
Degree Grantor |
University of British Columbia
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Campus | |
Scholarly Level |
Graduate
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Aggregated Source Repository |
DSpace
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Rights
For non-commercial purposes only, such as research, private study and education. Additional conditions apply, see Terms of Use https://open.library.ubc.ca/terms_of_use.