Metabolic costs of terpenoid accumulation in higher plants

Journal of Chemical Ecology

Volumn 20, Issue 6, 1994, Pages 1281-1328

  Gershenzon, Jonathan ^a  

^a WASHINGTON STATE UNIVERSITY   (United States)

Author keywords

carbon nutrient balance hypothesis; catabolism; growth differentiation balance hypothesis; metabolic turnover; resource availability hypothesis; secretory structures; Terpenoid biosynthesis; terpenoid storage; volatilization

Indexed keywords

EID: 0000793195     PISSN: 00980331     EISSN: 15731561     Source Type: Journal    
DOI: 10.1007/BF02059810     Document Type: Article

References (232)

1. Diurnal variation in the volatile terpenoids of Juniperus scopulorum (Cupressaceae)
2. Genetic variability of the essential oil content of Melissa officinalis
3. Purification and characterization of the monoterpene cyclase γ-terpinene synthase from Thymus vulgaris
4. Purification of 4 S-limonene synthase, a monoterpene cyclase from the glandular trichomes of peppermint (Mentha × piperita) and spearmint (Mentha spicata)
5. Elektronenmikroskopische Untersuchungen an den Drüsenschuppen von Mentha piperita L
6. Activity of drimane antifeedants and related compounds against aphids, and comparative biological effects and chemical reactivity of (-)- and (+)-polygodial
7. Hydroxymethylglutaryl-CoA reductase, a key enzyme in phytosterol synthesis?
8. Aspects related to mevalonate biosynthesis in plants
9. Cell walls in oil and mucilage cells
10. Development of oil and mucilage cells in Cinnamomum burmanni. An ultrastructural study
11. The reproductive consequences associated with inducible alkaloidal responses in wild tobacco
12. The transformation of 10α-cucurbita-5,24-dien-3β-ol into cucurbitacin C by seedlings of Cucumis sativus
13. Biosynthesis of (+)-car-3-ene in Pinus species
14. Terpene biosynthesis. Part V. Interconversions of some monoterpenes in higher plants and their possible role as precursors of carotenoids
15. Isolation by aqueous two-polymer phase system and identification of endomembranes from Citrofortunella mitis fruits for sesquiterpene hydrocarbon synthesis
16. Catabolism of geraniol by cell suspension cultures of Citrus limon
17. Biosynthesis of lower terpenoids: Genetic and physiological controls in woody plants
18. Control and compartmentation of terpene biosynthesis in leaves of Pinus pinaster
19. Development and structure of primary secretory ducts in the stem of Commiphora wightii (Burseraceae)
20. Effects of nitrogen fertilization on pine needle chemistry and sawfly performance
21. The role of general metabolites in the biosynthesis of natural products. I. The terpene marrubiin
22. Chemical defense production in Lotus corniculatus L. II. Trade-offs among growth, reproduction and defense
23. The cost of plant defense: An experimental analysis with inducible proteinase inhibitors in tomato
24. Carbon/nutrient balance of boreal plants in relation to vertebrate herbivory
25. Woody plant-mammal interactions
26. Evidence for metabolic turnover of monoterpenes in peppermint
27. Isolation and structural characterization of a cDNA encoding Arabidopsis thaliana 3-hydroxy-3-methylglutaryl coenzyme A reductase
28. Enzymatic formation of sesquiterpenes
29. Variation of leaf gland volatile oil within a population of sweet gale (Myrica gale) (Myricaceae)
30. The mineral nutrition of wild plants
31. The cost of tundra plant structures: Evaluation of some concepts and currencies
32. Elicitor-inducible 3-hydroxy-3-methylglutaryl coenzyme A reductase activity is required for sesquiterpene accumulation in tobacco cell suspension cultures
33. Ontogenèse des canaux sécréteurs d'origine primaire dans le bourgeon de Pin maritime
34. Plant resources for chemical defense
35. Growth, carbon allocation and cost of plant tissues
36. Three genes encode 3-hydroxy-3-methylglutaryl-coenzyme A reductase in Hevea brasiliensis: hmg1 and hmg3 are differentially expressed
37. Resource availability and plant antiherbivore defense
38. Natural rubber biosynthesis, a branch of the isoprenoid pathway in plants
39. The accumulation of volatile oils in whole plants and cell cultures of tarragon (Artemisia dracunculus)
40. Biosynthesis and catabolism of monoterpenoids
41. Catabolism of monoterpenes in essential oil plants
42. Genetic control of monoterpene biosynthesis in mints (Mentha: Lamiaceae)
43. Biosynthesis of mono- and sesquiterpenes in peppermint from mevalonate-2-14C
44. Biosynthesis of squalene and other triterpenes in Mentha piperita from mevalonate-2-14C
45. Biosynthesis of monoterpenes: Demonstration of a geranyl pyrophosphate: (-)-bornyl pyrophosphate cyclase in soluble enzyme preparations from tansy (Tanacetum vulgare)
46. Metabolism of monoterpenes: Evidence for the function of monoterpene catabolism in peppermint (Mentha piperita) rhizomes
47. Metabolism of monoterpenes: Demonstration that (+)- cis-isopulegone, not piperitenone, is the key intermediate in the conversion of (-)-isopiperitenone to (+)-pulegone in peppermint (Mentha piperita)
48. Demonstration of the intercellular compartmentation of l-menthone metabolism in peppermint (Mentha piperita) leaves
49. Biosynthesis of mono- and sesqui-terpenes in peppermint from glucose-14C and14CO2
50. Apparent energy deficiency in mono- and sesqui-terpene biosynthesis in peppermint
51. Relationship of camphor biosynthesis to leaf development in sage (Salvia officinalis)
52. Metabolism of monoterpenes: Early steps in the metabolism of d-neomenthyl-β- d-glucoside in peppermint (Mentha piperita) rhizomes
53. Metabolism of monoterpenes: Lactonization of (+)-camphor and conversion of the corresponding hydroxy acid to the glucosideglucose ester in sage (Salvia officinalis)
54. Biosynthesis of the sesquiterpene patchoulol from farnesyl pyrophosphate in leaf extracts of Pogostemon cablin (patchouli): Mechanistic considerations
55. Biochemistry of oleoresinosis: Monoterpene and diterpene biosynthesis in lodgepole pine saplings infected with Ceratocystis clavigera or treated with carbohydrate elicitors
56. Isotopically sensitive branching in the formation of cyclic monoterpenes: Proof that (-)-α-pinene and (-)-β-pinene are synthesized by the same monoterpene cyclase via deprotonation of a common intermediate
57. Metabolism of monoterpenes: Metabolic fate of (+)-camphor in sage (Salvia officinalis)
58. Intermediates between 8- epi-deoxyloganic acid and 6,10-dideoxyaucubin in the biosynthesis of antirrhinoside
59. Late stages in the biosynthesis of aucubin in Scrophularia
60. Anatomical organization of the laticiferous system in the bark
61. Metabolism of monoterpenes: Specificity of the dehydrogenases responsible for the biosynthesis of camphor, 3-thujone, and 3-isothujone
62. Partial purification and characterization of two sesquiterpene cyclases from sage (Salvia officinalis) which catalyze the respective conversion of farnesyl pyrophosphate to humulene and caryophyllene
63. Identification by EPR spectroscopy of carvacrol and thymol as the major sources of free radicals in the oxidation of plant essential oils
64. Glandular hairs, resin production, and habitat of Newcastelia viscida E. Pritzel (Dicrastylidaceae)
65. Glandular hair formation and resin secretion in Eremophila fraseri F. Meull (Myoporaceae)
66. Plant resins—their formation, secretion and possible functions
67. Biosynthesis of resin terpenes in leaves and glandular hairs of Newcastelia viscida
68. A quantitative method for the estimation of parthenolide and other sesquiterpene lactones containing α-methylenebutyrolactone functions present in feverfew, Tanacetum parthenium
69. Monoterpene content in Origanum syriacum as affected by environmental conditions and flowering
70. Biosynthesis of the macrocyclic diterpene casbene in castor bean (Ricinus communis L.) seedlings: Changes in enzymes levels induced by fungal infection and intracellular localization of the pathway
71. Biosynthesis of the diterpene phytoalexin casbene: Partial purification and characterization of casbene synthetase from Ricinus communis
72. Deactivation of plant defense: Correspondence between insect behavior and secretory canal architecture
73. Effect of nitrogen and variety on essential-oil yield and composition from chamomile flowers
74. The tigliane, daphnane and ingenane diterpenes, their chemistry, distribution and biological activities
75. Anti-herbivory chemical defense in plants: A note on the concept of cost
76. The effects of enriched CO2 atmospheres on plant-insect herbivore interactions: Growth responses of larvae of the specialist butterfly, Junonia coenia (Lepidoptera: Nymphalidae)
77. The effects of enriched carbon dioxide atmospheres on plant-insect herbivore interactions
78. The effect of nutrients and enriched CO2 environments on production of carbon-based allelochemicals in Plantago: A test of the carbon/nutrient balance hypothesis
79. Plant apparency and chemical defense
80. The function of mono and sesquiterpenes as plant germination and growth regulators
81. Plant terpenoids as allelopathic agents
82. Relative importance of growth and light level on terpene content of Ginkgo biloba
83. Defense and dynamics in plant-herbivore systems
84. The incorporation of mevalonic acid into rose petal monoterpenes
85. Diterpenoid resin acid biosynthesis in conifers: Characterization of two cytochrome P450-dependent monooxygenases and an aldehyde dehydrogenase involved in abietic acid biosynthesis
86. Catabolism of camphor in tissue cultures and leaf disks of common sage (Salvia officinalis)
87. Pinene cyclases I and II: Two enzymes from sage (Salvia officinalis) which catalyze stereospecific cyclizations of geranyl pyrophosphate to monoterpene olefins of opposite configuration
88. Changes in the level of plant secondary metabolite production under water and nutrient stress
89. The cost of plant chemical defense against herbivory: A biochemical perspective
90. Regulation of monoterpene biosynthesis in higher plants
91. Terpenoids
92. Terpenoid biosynthesis: The basic pathway and formation of monoterpenes, sesquiterpenes, and diterpenes
93. Biochemical and histochemical localization of monoterpene biosynthesis in the glandular trichomes of spearmint (Mentha spicata)
94. Absence of rapid terpene turnover in several diverse species of terpene-accumulating plants
95. Antigenic cross-reactivity among monoterpene cyclases from grand fir and induction of these enzymes upon stem wounding
96. Monoterpene hydrocarbon biosynthesis by isolated leucoplasts of Citrofortunella mitis
97. Gibberellin biosynthesis and control
98. Control of isoprenoid biosynthesis in higher plants
99. Ecdysteroid distribution during development of spinach
100. Mobilisation of reserves and the earliest synthesis of sterols and latex triterpenes during germination and early seedling growth of Euphorbia lathyris
101. Costs of defense and their effects on plant productivity
102. Monoterpene biosynthesis: Demonstration of a geranyl pyrophosphate: sabinene hydrate cyclase in soluble enzyme preparations from sweet marjoram (Majorana hortensis)
103. Genetics of terpenes. I. Gene control of monoterpene levels in Pinus monticola Dougl
104. Biosynthesis of limonoids in Citrus: Site and translocation
105. Protein turnover: A functional appraisal
106. The biosynthesis of the oxygenated monoterpenes in mint
107. Subcellular transport of metabolites in plant cells
108. Biosynthesis and accumulation of saponins in Gypsophila paniculata
109. The dilemma of plants: To grow or defend
110. Diurnal variation in the essential oils of Valencia orange leaves
111. Monoterpene emissions from Scots pine and Norwegian spruce
112. Behavior of Hymenaea courbaril when its predispersal seed predator is absent
113. Plant iridoids, their biosynthesis and distribution in angiosperms
114. Sagebrush and grasshopper responses to atmospheric carbon dioxide concentration
115. Sagebrush carbon allocation patterns and grasshopper nutrition: The influence of CO2 enrichment and soil mineral limitation
116. Substrate specificity of partially purified UDP-glucose: nuatigenin glucosyltransferase from oat leaves
117. Metabolism of monoterpenes: Demonstration of the hydroxylation of (+)-sabinene to (+)- cis-sabinol by an enzyme preparation from sage (Salvia officinalis) leaves
118. Monoterpene biosynthesis: Specificity of the hydroxylation of (−)-limonene by enzyme preparations from peppermint (Mentha piperita), spearmint (Mentha spicata) and perilla (Perilla frutescens) leaves
119. Direct demonstration of duvatrienediol biosynthesis in glandular heads of tobacco trichomes
120. Taxol and cephalomannine concentrations in the foliage and bark of shade-grown and sun-exposed Taxus brevifolia trees
121. The chemistry of biologically active constituents secreted and stored in plant glandular trichomes
122. Demonstration that limonene is the first cyclic intermediate in the biosynthesis of oxygenated p-menthane monoterpenes in Mentha piperita and other Mentha species
123. Metabolism of monoterpenes: Conversion of l-menthone to l-menthol and d-neomenthol by stereospecific dehydrogenases from pepperment (Mentha piperita) leaves
124. Metabolism of monoterpenes: Oxidation of isopiperitenol to isopiperitenone, and subsequent isomerization to piperitenone by soluble enzyme preparations from peppermint (Mentha piperita) leaves
125. The role of plastids in isoprenoid biosynthesis
126. Triterpenoid biosynthesis in the etiolated seedling of Euphorbia lathyris L. Developmental changes and the regulation of local triterpenoid production
127. Individual, population, and geographic patterns in plant defense
128. A national inventory of biogenic hydrocarbon emissions
129. The biochemical background of variation in respiration rate: Respiratory pathways and chemical composition
130. Implications of variation in resin composition among organs, tissues and populations in the tropical legume Hymenaea
131. Evolutionary implications of leaf resin pocket patterns in the tropical tree Hymenaea (Caesalpinioideae: Leguminosae)
132. Development and structure of resin glands on tissues of Betula pendula Roth. during growth
133. Chemical components of Labiatae oils and their exploitation
134. Formal equivalence among resource allocation models: What is the appropriate currency?
135. Plant chemical defense: Monoterpenes and the growth-differentiation balance hypothesis
136. Wound-inducible pinene cyclase from grand fir: Purification, characterization and renaturation after SDS-PAGE
137. The effect of carbon supply on allocation to allelochemicals and caterpillar consumption of peppermint
138. Growth-differentiation balance vs. carbohydrate-nitrogen ratio
139. Growth-differentiation balance: A basis for understanding southern pine beetle-tree interactions
140. Growth differentiation-balance relationships in pines affect their resistance to bark beetles (Coleoptera: Scolytidae)
141. Mango sapburn: Components of fruit sap and their role in causing skin damage
142. Laticifers and the classification of Euphorbia: The chemotaxonomy of Euphorbia esula L
143. Oil cell ultrastructure and development in Liriodendron tulipifera L
144. Composition of iridals, unusual triterpenoids from sword-lilies, and the seasonal dependence of their content in various parts of different Iris species
145. Screening and evaluation of somaclonal variations for quantitative and qualitative traits in an aromatic grass, Cymbopogon winterianus Jowitt
146. Differences in foliage quality of young jack pine (Pinus banksiana Lamb.) on burned and clearcut sites: Effects on jack pine budworm (Choristoneura pinus pinus Freeman)
147. Elemental composition of biomass and its relation to energy content, growth efficiency, and growth yield
148. The distribution of secondary compounds within plants
149. Construction and maintenance costs of Mediterranean-climate evergreen and deciduous leaves. II. Biochemical pathway analysis
150. The effect of long and short day length upon the growth of whole plants and the level of soluble proteins, sugars, and stevioside in leaves of Stevia rebaudiana Bert
151. Ultrastructure and secretion of glandular trichomes of tobacco leaves
152. Changes in leaf mono-and sesquiterpene metabolism with nitrate availability and leaf age in Heterotheca subaxillaris
153. Lack of rapid monoterpene turnover in rooted plants: Implications for theories of plant chemical defense
154. Molecular cloning and characterization of plant 3-hydroxy-3-methylglutaryl coenzyme A reductase
155. Effects of variation in Eucalyptus essential oil yield on insect growth and grazing damage
156. Allelochemical mechanisms in the inhibition of herbs by chaparral shrubs
157. Purification and characterization of the sesquiterpene cyclase patchoulol synthase from Pogostemon cablin
158. Changes in terpene production following nitrogen fertilization of grand fir [Abies grandis (Dougl.) Lindl.] seedlings
159. Metabolism of exogenous monoterpenes and their epoxides in seedlings of Pinus pinaster Ait
160. Chemical basis of differential feeding behavior of the larch sawfly, Pristiphora erichsonii (Hartig)
161. The occurrence of UDPG-dependent glucosyltransferase specific for sarsasapogenin in Asparagus officinalis
162. The biosynthesis of natural rubber
163. Products, requirements and efficiency of biosynthesis: A quantitative approach
164. Idioblast oil cells of avocado: Distribution, isolation, ultrastructure, histochemistry, and biochemistry
165. Activity of quassinoids as antifeedants against aphids
166. Occurrence of juvabione-related compounds in grand fir and Pacific silver fir infested by balsam woolly aphid
167. The essential oils from cultivated bay laurel
168. Identification of dipterocarpol as isolation factor for the induction of primary isolation of Frankia from root nodules of Alnus glutinosa (L.) Gaertner
169. Characterization and mechanism of (4 S)-limonene synthase, a monoterpene cyclase from the glandular trichomes of peppermint (Mentha × piperita)
170. Natural selection and the evolution of plant-insect interactions
171. The biosynthesis of methylcyclopentane monoterpenoids. II. Nepetalactone
172. Defense of winterdormant Alaska paper birch against snowshoe hares
173. Carbon/nutrient balance as a predictor of plant defense in Alaskan balsam poplar: Potential importance of metabolite turnover
174. Influence of fruit microclimate on monoterpene levels of Gewürztraminer
175. Evolution of plant chemical defense against herbivores
176. Amino acid sequences common to rapidly degraded proteins: The PEST hypothesis
177. Environmental control of essential oil production in Mediterranean plants
178. Effect of shading and fertilization on resistance of winter-dormant birch (Betula pendula) to voles and hares
179. Studies on differentiation of laticifers through light and electron microscopy in Calotropis gigantea (Linn.) R.Br.
180. Developmental changes in content of foliar secretory cavities of Tagetes erecta (Asteraceae)
181. Isolation of structurally intact secretory cavities from leaves of African marigold, Tagetes erecta L. (Asteraceae)
182. Comparison of monoterpene volatilization and leaf-oil composition of conifers
183. Gland cells
184. Full autonomy in isoprenoid synthesis in spinach chloroplasts
185. Essential oil synthesis in Monarda punctata
186. Secondary compounds in plants: Primary functions
187. The nature of oleocellosis in citrus fruits
188. Costs of plant resistance to herbivory
189. The ecology and evolution of host-plant resistance to insects
190. Costs and benefits of plant resistance to herbivory
191. Sucrose metabolism and essential oil accumulation during lemongrass (Cymbopogon flexuosus Stapf.) leaf development
192. Oxidative pathways and essential oil biosynthesis in the developing Cymbopogon flexuosus leaf
193. Mobilization of starch and essential oil biogenesis during leaf ontogeny of lemongrass (Cymbopogon flexuosus Stapf.)
194. Response of mint species to nitrogen fertilization
195. The cost of anti-herbivory defence: An evaluation of some ecological and physiological factors
196. Solubilities of terpenic essential oil components in aqueous solutions
197. In vitro biosynthesis of monoterpenes by Agrobacterium transformed shoot cultures of two Mentha species
198. Composition of the essential oils from roots of some Apiaceae in relation to the development of their oil duct systems
199. The use of radiocarbon in the study of biosynthesis of terpenes
200. Biosynthesis of ubiquinone and plastoquinone in the endoplasmic reticulum-Golgi membranes of spinach leaves
201. Production of anti-allergic triterpene, bryonolic acid, by plant cell cultures
202. Induction of indirect defence against spider-mites in uninfested lima bean leaves
203. Phytochrome-mediated production of monoterpenes in thyme seedlings
204. Ultrastructure of oil gland development in the leaf of Citrus sinensis L
205. Terpenoid phytoalexins: Aspects of biosynthesis, catabolism, and regulation
206. Factors controlling the emissions of monoterpenes and other volatile organic compounds
207. Resin flow as a function of height along the bole of loblolly pine
208. Defensive responses of trees in relation to their carbon/nutrient balance
209. Volatilisation of terpenes from Salvia mellifera
210. Effect of nitrogen fertilizers on celery volatiles
211. Protein degradation in plants
212. Regulation of a sesquiterpene cyclase in cellulase-treated tobacco cell suspension cultures
213. Isotopically sensitive branching as a tool for evaluating multiple product formation by monoterpene cyclases
214. Extrinsic factors influencing production of secondary metabolites in plants
215. Just how insoluble are monoterpenes?
216. Secretory hairs of Inula viscosa (L.) Ait.—development, ultrastructure, and secretion
217. Structure of glandular hairs and identification of the main components of their secreted material in some species of the Labiatae
218. Glandular hairs and essential oil in developing leaves of Ocimum basilicum L. (Lamiaceae)
219. Biosynthesis of diterpenes
220. Estimation of tissue construction cost from heat of combustion and organic nitrogen content
221. Light-dependent formation of glandular trichomes and monoterpenes in thyme seedlings
222. Effects of nutrient availability and herbivory on polyphenolics in the seaweed Fucus vesiculosus
223. Saponin-like substances inhibit α-galactosidase production in the endosperm of fenugreek seeds, a possible regulatory role in endosperm galactomannan degradation
224. Theory and pattern in plant defense allocation
225. Occurrence of a glucosyltransferase specific for solanidine in potato plants
226. Specificity and some other properties of cytosolic and membranous UDPGlc: 3ß-hydroxysteroid glucosyltransferases from Solanum tuberosum leaves