Abstract
Numerous compounds classed as terpenoids or steroids are biosynthesised by the acetate-mevalonate pathway. The terms terpenoid and isoprenoid are interchangeable, isoprenoid referring to the five-carbon isoprene unit (5.1) from which all terpenoids are theoretically derived. This isoprene rule, which states that all terpenoids are multiples of the isoprene unit (i.e. C10, C15, C20, etc.), is not strictly obeyed by natural products, although most compounds classed as terpenoids can be seen to be derived from such units (Figure 5.1).
Natural compounds following the isoprene rule.
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Bibliography
Isoprene Rule
‘The Isoprene Rule and the Biogenesis of Terpenoid Compounds’, L. Ruzicka in Experientia, vol. IX, 1953
Terpenoids — Biosynthesis
‘The Biosynthesis of C5 — C20 Terpenoid Compounds’, in Biosynthesis, Specialist Periodical Reports (continuing series, vol. 1, 1972), The Chemical Society
‘Triterpenoids, Steroids and Carotenoids’, ibid.
‘Biosynthesis of Terpenoids and Steroids’, in Terpenoids and Steroids, Specialist Periodical Reports (continuing series, vol. 1, 1971), The Chemical Society
‘Terpenoid Compounds’, in Organic Chemistry of Secondary Plant Metabolism, T. A. Geissman and D. H. G. Crout, Freeman, Cooper and Co., 1969
‘Sesquiterpenes’, ibid.
‘Diterpenoid Compounds’, ibid.
‘Higher Terpenoids’, ibid.
‘Metabolic Degradation of Triterpenes’, ibid.
‘Alkaloids of Mixed Amino Acid-Mevalonate Origin’, ibid.
‘Metabolites Derived from Isoprenoids’, in Secondary Metabolism, J. Mann, Oxford University Press, 1978
‘Biosynthesis of Isoprenoid Compounds Derived from Geranylgeranyl Pyrophosphate’, in Biosynthesis of Acetate-derived Compounds, N. M. Packter, Wiley, 1973
Natural Substances Formed Biologically from Mevalonic Acid, T. W. Goodwin (ed.), Academic Press, 1970
Aspects of Terpenoid Chemistry and Biochemistry, T. W. Goodwin (ed.), Academic Press, 1971
‘Terpenoids: Structure, Biogenesis and Distribution’, in Recent Advances in Phytochemistry, vol. 6, V. C. Runeckles and T. J. Mabry (eds.), Academic Press, 1973
‘Biochemistry and Physiology of Lower Terpenoids’, ibid.
‘The Biosynthesis of Monoterpenoids’, in Progress in Phytochemistry, vol. 5, L. Reinhold et al. (eds.), Pergamon Press, 1978
Terpenoids — Function
The Biochemical Functions of Terpenoids in Plants, T. W. Goodwin (ed.), The Royal Society, 1978
‘Biochemical Interactions between Higher Plants’, in Introduction to Ecological Biochemistry, J. B. Harborne, Academic Press, 1977
‘Insect Feeding Preferences’, ibid.
‘Higher Plant-Lower Plant Interactions’, ibid.
Terpenoid Plant Hormones
‘Hormones’, in Plant Biochemistry, 3rd edn, J. Bonner and J. E. Varner (eds.), Academic Press, 1976
‘Recent Aspects of the Chemistry and Biosynthesis of the Gibberellins’, in Recent Advances in Phytochemistry, vol. 7, V. C. Runeckles et al. (eds.), Academic Press, 1974
‘Chemistry and Biochemistry of Abscisic Acid’, ibid.
‘Plant Growth Substances’, in Plant Biochemistry, Biochemistry Series One, vol. 11, D. H. Northcote (ed.), Butterworths, 1974
Steroids — Biosynthesis
‘Biosynthesis of Isoprenoid-derived Compounds Formed via Farnesyl Pyrophosphate: The Sterols’, in Biosynthesis of Acetate-derived Compounds, ibid.
Steroid Biochemistry and Pharmacology, M. H. Briggs and J. Brotherton, Academic Press, 1970
Steroid Biochemistry, E. Heftmann, Academic Press, 1970
‘Triterpenoids, Steroids and Carotenoids’, in Biosynthesis, ibid.
‘The Biosynthesis of Terpenoids and Steroids’, in Terpenoids and Steroids, ibid.
‘The Biosynthesis of Plant Sterols’, inProgress in Phytochemistry, vol. 3, L. Reinhold and Y. Liwschitz (eds.), Interscience, 1972
‘Sterol Formation and Transformation in Digitalis’, in Recent Advances in Phytochemistry, vol. 3, C. Steelink and V. C. Runeckles (eds.), Meridith Corp., 1970
Steroids — Function
‘Functions of Steroids in Plants’, inProgress in Phytochemistry, vol. 4, L. Reinhold et al. (eds.), Pergamon Press, 1977
‘Hormonal Interactions Between Plants and Animals’, in Introduction to Ecological Biochemistry, ibid.
‘The Ecological Importance of Sterols in Invertebrates’, in Introduction to Chemical Ecology, M. Barbier, Longman, 1976
‘The Plant-Insect Relationship’, ibid.
Insect Juvenile Hormones, J. L. Mean and M. Beroz (eds.), Academic Press, 1972
Carotenoids
‘Triterpenoids, Steroids and Carotenoids’, in Biosynthesis, ibid.
‘Biosynthesis of the Carotenoids’, in Chemistry and Biochemistry of Plant Pigments, vol. 1, T. W. Goodwin (ed.), Academic Press, 1976
‘Distribution of Carotenoids’, ibid.
‘Functions of Carotenoids other than in Photosynthesis’, ibid.
Carotenoids, O. Isler (ed.), Burkhauser (Basel), 1971
Chemosystematics
‘Chemical Patterns and Relationships of the Umbelliferae’, in The Biology and Chemistry of the Umbelliferae, V. H. Heywood (ed.), Academic Press, 1971
‘Taxonomic Evidence from Terpenoids and Steroids’, in The Chemotaxonomy of Plants, P. M. Smith, Edward Arnold, 1976
‘Chemical Evidence for the Classification of Some Plant Taxa’, in Perspectives in Phytochemistry, J. B. Harborne and T. Swain (eds.), Academic Press, 1969
‘Chemotaxonomy of the Sesquiterpenoids of the Compositae’, ibid.
The Biology and Chemistry of the Compositae, vols. 1 and 2, V. H. Heywood et al. (eds.), Academic Press, 1977 (Terpenoids are discussed in several chapters)
‘Some Aspects of the Distribution of Diterpenes in Plants’, in Chemistry in Botanical Classification, G. Bendz and J. Santesson (eds.), Academic Press, 1974
‘Chemistry of Geographical Races’, sections V and VI, in Chemistry in Evolution and Systematics, T. Swain (ed.), Butterworths, 1973
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© 1981 Margaret L. Vickery and Brian Vickery
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Vickery, M.L., Vickery, B. (1981). The Acetate-Mevalonate Pathway. In: Secondary Plant Metabolism. Palgrave, London. https://doi.org/10.1007/978-1-349-86109-5_5
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DOI: https://doi.org/10.1007/978-1-349-86109-5_5
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