Literature DB >> 30467632

Isoprenyl diphosphate synthases: the chain length determining step in terpene biosynthesis.

Raimund Nagel1, Axel Schmidt2, Reuben J Peters3.   

Abstract

MAIN
CONCLUSION: This review summarizes the recent developments in the study of isoprenyl diphosphate synthases with an emphasis on analytical techniques, product length determination, and the physiological consequences of manipulating expression in planta. The highly diverse structures of all terpenes are synthesized from the five carbon precursors dimethylallyl diphosphate and a varying number of isopentenyl diphosphate units through 1'-4 alkylation reactions. These elongation reactions are catalyzed by isoprenyl diphosphate synthases (IDS). IDS are classified depending on the configuration of the ensuing double bond as trans- and cis-IDS. In addition, IDS are further stratified by the length of their prenyl diphosphate product. This review discusses analytical techniques for the determination of product length and the factors that control product length, with an emphasis on alternative mechanisms. With recent advances in analytics, multiple IDS of Arabidopsis thaliana have been recently reinvestigated and demonstrated to yield products of different lengths than originally reported, which is summarized here. As IDS dictate prenyl diphosphate length and thereby which class of terpenes is ultimately produced, another focus of this review is the impact that altering IDS expression has on terpenoid natural product accumulation. Finally, recent findings regarding the ability of a few IDS to not catalyze 1'-4 alkylation reactions, but instead produce irregular products, with unusual connectivity, or act as terpene synthases, are also discussed.

Entities:  

Keywords:  Arabidopsis; Isoprenoids; Isoprenyl diphosphate synthases; Prenyl diphosphates; Terpenes

Mesh:

Substances:

Year:  2018        PMID: 30467632     DOI: 10.1007/s00425-018-3052-1

Source DB:  PubMed          Journal:  Planta        ISSN: 0032-0935            Impact factor:   4.116


  96 in total

Review 1.  Isoprenyl diphosphate synthases.

Authors:  K C Wang; S Ohnuma
Journal:  Biochim Biophys Acta       Date:  2000-12-15

Review 2.  Structure, mechanism and function of prenyltransferases.

Authors:  Po-Huang Liang; Tzu-Ping Ko; Andrew H-J Wang
Journal:  Eur J Biochem       Date:  2002-07

3.  Chrysanthemyl diphosphate synthase. The relationship among chain elongation, branching, and cyclopropanation reactions in the isoprenoid biosynthetic pathway.

Authors:  Hans K Erickson; C Dale Poulter
Journal:  J Am Chem Soc       Date:  2003-06-11       Impact factor: 15.419

Review 4.  The role of sterols in plant growth and development.

Authors:  Hubert Schaller
Journal:  Prog Lipid Res       Date:  2003-05       Impact factor: 16.195

5.  Overexpression of Arabidopsis thaliana farnesyl diphosphate synthase (FPS1S) in transgenic Arabidopsis induces a cell death/senescence-like response and reduced cytokinin levels.

Authors:  Angela Masferrer; Montserrat Arró; David Manzano; Hubert Schaller; Xavier Fernández-Busquets; Paloma Moncaleán; Belén Fernández; Núria Cunillera; Albert Boronat; Albert Ferrer
Journal:  Plant J       Date:  2002-04       Impact factor: 6.417

6.  Partial purification and characterization of the short-chain prenyltransferases, gernayl diphospate synthase and farnesyl diphosphate synthase, from Abies grandis (grand fir).

Authors:  D Tholl; R Croteau; J Gershenzon
Journal:  Arch Biochem Biophys       Date:  2001-02-15       Impact factor: 4.013

7.  Chrysanthemyl diphosphate synthase: isolation of the gene and characterization of the recombinant non-head-to-tail monoterpene synthase from Chrysanthemum cinerariaefolium.

Authors:  S B Rivera; B D Swedlund; G J King; R N Bell; C E Hussey; D M Shattuck-Eidens; W M Wrobel; G D Peiser; C D Poulter
Journal:  Proc Natl Acad Sci U S A       Date:  2001-04-03       Impact factor: 11.205

8.  Enzymes encoded by the farnesyl diphosphate synthase gene family in the Big Sagebrush Artemisia tridentata ssp. spiciformis.

Authors:  Andrea Hemmerlin; Susan B Rivera; Hans K Erickson; C Dale Poulter
Journal:  J Biol Chem       Date:  2003-06-02       Impact factor: 5.157

9.  Differential accumulation of dimethylallyl diphosphate in leaves and needles of isoprene- and methylbutenol-emitting and nonemitting species.

Authors:  Todd N Rosenstiel; Alison J Fisher; Ray Fall; Russell K Monson
Journal:  Plant Physiol       Date:  2002-07       Impact factor: 8.340

10.  Methyl jasmonate induces traumatic resin ducts, terpenoid resin biosynthesis, and terpenoid accumulation in developing xylem of Norway spruce stems.

Authors:  Diane Martin; Dorothea Tholl; Jonathan Gershenzon; Jörg Bohlmann
Journal:  Plant Physiol       Date:  2002-07       Impact factor: 8.340

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2.  Bark Beetle Attack History Does Not Influence the Induction of Terpene and Phenolic Defenses in Mature Norway Spruce (Picea abies) Trees by the Bark Beetle-Associated Fungus Endoconidiophora polonica.

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Review 3.  Terpene Synthases as Metabolic Gatekeepers in the Evolution of Plant Terpenoid Chemical Diversity.

Authors:  Prema S Karunanithi; Philipp Zerbe
Journal:  Front Plant Sci       Date:  2019-10-01       Impact factor: 5.753

Review 4.  Terpenes and Terpenoids in Plants: Interactions with Environment and Insects.

Authors:  Delbert Almerick T Boncan; Stacey S K Tsang; Chade Li; Ivy H T Lee; Hon-Ming Lam; Ting-Fung Chan; Jerome H L Hui
Journal:  Int J Mol Sci       Date:  2020-10-06       Impact factor: 5.923

Review 5.  Recent advances in the metabolic pathways and microbial production of coenzyme Q.

Authors:  Fabien Pierrel; Arthur Burgardt; Volker F Wendisch; Jin-Ho Lee; Ludovic Pelosi
Journal:  World J Microbiol Biotechnol       Date:  2022-02-18       Impact factor: 3.312

Review 6.  Isoprenoid Metabolism and Engineering in Glandular Trichomes of Lamiaceae.

Authors:  Soheil S Mahmoud; Savanna Maddock; Ayelign M Adal
Journal:  Front Plant Sci       Date:  2021-07-19       Impact factor: 5.753

  6 in total

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