Topic
Terpene
About: Terpene is a research topic. Over the lifetime, 2208 publications have been published within this topic receiving 51480 citations. The topic is also known as: terpenes.
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TL;DR: Results provide the first experimental evidence that terpenes are associated with sponge cell membranes, where they may function as structural components.
Abstract: The differing sponge and symbiotic microbial cell types in the tropical marine spongeAmphimedon sp. were fractionated according to density, investigated by electron microscopy, and analyzed by high-performance liquid chromatography and nuclear magnetic resonance for the presence of the terpene metabolite diisocyanoadociane (1) and Δ5,7-sterols (2–7). A sample of whole sponge was dissected into superficial ectosome and deeper choanosome. The superficial tissue was found to be enriched in sterol relative to choanosome; however, extracts from both tissues contained terpene. Dissociation of whole sponge followed by Ficoll density gradient fractionation showed that there are two chemically distinct types of sponge cells inAmphimedon sp.—small non-nucleolated cells of low density contain terpene 1 together with sterols, while larger nucleolated cells contain significant levels of terpene, but only traces of sterol. Membrane fractionation studies were undertaken to establish whether the terpene components were located specifically in the cell membranes of these two cell types. A membrane vesicle pellet spun down at 100,000×g from small sponge cells contained sterols, but only traces of terpene, whereas the membrane vesicle preparation from heavier cells contained both terpenes and sterols. Subsequently, the presence of terpenes together with sterols was demonstrated in a membrane vesicle preparation of purity >90% prepared from bacteria-free sponge cells. These results provide the first experimental evidence that terpenes are associated with sponge cell membranes, where they may function as structural components.
43 citations
TL;DR: Tracer experiments with isotopes indicate that anisomorphal is synthesized by the walking stick from normal terpene precursors (acetate or mevalonate) in the catmint plant.
Abstract: The stick insect, Anisomorpha buprestoides, and the catmint, Nepeta cataria, produce closely related cyclopentanoid terpenes, anisomorphal and nepetalactone. Tracer experiments with isotopes indicate that anisomorphal is synthesized by the walking stick from normal terpene precursors (acetate or mevalonate). In the catmint plant, isolated leaf disks synthesized nepetalactone, utilizing the same precursors.
43 citations
TL;DR: A partially purified and lyophilized preparation of (+)-alpha-pinene cyclase from sage was shown to convert geranyl pyrophosphate to the monoterpene olefins alpha- pinene, camphene, limonene, and myrcene, in hexane with the addition of 0.1 to 10% water.
43 citations
TL;DR: It could be found that flavor ripening was more consistent with sugar ripening in the warmer vintage 2016, and the overall development patterns of total monoterpenes, norisoprenoids and sesquiterpenes were similar.
42 citations
TL;DR: In this article , two fungal chimeric class I triterpene synthases, Talaromyces verruculosus talaropentaene synthase (TvTS) and Macrophomina phaseolina macrophomene synthesis (MpMS), were characterized.
Abstract: Abstract All known triterpenes are generated by triterpene synthases (TrTSs) from squalene or oxidosqualene 1 . This approach is fundamentally different from the biosynthesis of short-chain (C 10 –C 25 ) terpenes that are formed from polyisoprenyl diphosphates 2–4 . In this study, two fungal chimeric class I TrTSs, Talaromyces verruculosus talaropentaene synthase (TvTS) and Macrophomina phaseolina macrophomene synthase (MpMS), were characterized. Both enzymes use dimethylallyl diphosphate and isopentenyl diphosphate or hexaprenyl diphosphate as substrates, representing the first examples, to our knowledge, of non-squalene-dependent triterpene biosynthesis. The cyclization mechanisms of TvTS and MpMS and the absolute configurations of their products were investigated in isotopic labelling experiments. Structural analyses of the terpene cyclase domain of TvTS and full-length MpMS provide detailed insights into their catalytic mechanisms. An AlphaFold2-based screening platform was developed to mine a third TrTS, Colletotrichum gloeosporioides colleterpenol synthase (CgCS). Our findings identify a new enzymatic mechanism for the biosynthesis of triterpenes and enhance understanding of terpene biosynthesis in nature.
42 citations