Vitis vinifera terpenoid cyclases: functional identification of two sesquiterpene synthase cDNAs encoding (+)-valencene synthase and (−)-germacrene D synthase and expression of mono- and sesquiterpene synthases in grapevine flowers and berries

Lücker, Joost; Bowen, Pat; Bohlmann, Jörg

doi:10.1016/j.phytochem.2004.08.017

Cited by 174 publications

(128 citation statements)

References 38 publications

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“…This shows that the protein sequence of VMPSTS is closely related to similarly functional sesquiterpene synthases from other plants such as ginger ( Zinger zerumbet and Zinger officinale ) and castor oil plant ( Ricinus communis ). Although germacrene D synthases has been isolated and characterized from other plants such as ginger ( Zingiber officinale ) [29] and grapevine ( Vitis vinefera ) [33], both enzymes and the one used in this study displayed different product compositions. The germacrene D synthase isolated from Zingiber officinale produced germacrene D and germacrene B as its major product along with nine co-products including germacrene C, α-humulene and trans -nerolidol.…”

Section: Resultsmentioning

confidence: 99%

Functional Expression of an Orchid Fragrance Gene in Lactococcus lactis

Song

Abdullah

et al. 2012

IJMS

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Vanda Mimi Palmer (VMP), an orchid hybrid of Vanda tesselata and Vanda Tan Chay Yan is a highly scented tropical orchid which blooms all year round. Previous studies revealed that VMP produces a variety of isoprenoid volatiles during daylight. Isoprenoids are well known to contribute significantly to the scent of most fragrant plants. They are a large group of secondary metabolites which may possess valuable characteristics such as flavor, fragrance and toxicity and are produced via two pathways, the mevalonate (MVA) pathway or/and the 2-C-methyl-D-erythritol-4-phosphate (MEP) pathway. In this study, a sesquiterpene synthase gene denoted VMPSTS, previously isolated from a floral cDNA library of VMP was cloned and expressed in Lactococcus lactis to characterize the functionality of the protein. L. lactis, a food grade bacterium which utilizes the mevalonate pathway for isoprenoid production was found to be a suitable host for the characterization of plant terpene synthases. Through recombinant expression of VMPSTS, it was revealed that VMPSTS produced multiple sesquiterpenes and germacrene D dominates its profile.

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Section: Resultsmentioning

confidence: 99%

Functional Expression of an Orchid Fragrance Gene in Lactococcus lactis

Song

Abdullah

et al. 2012

IJMS

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“…The number of terpenoid-forming genes in the few plant species for which complete genome sequences are now available also suggests a much wider range of chemical diversity and distribution of terpenoids than previously anticipated. For example, there are at least 32 putatively functional TPS genes in Arabidopsis thaliana (Aubourg et al, 2002), at least 15 in rice (Oryza sativa; Goff et al, 2002;Peters, 2006), at least 47 in poplar (Populus trichocarpa; Tuskan et al, 2006), and at least 89 in a highly inbred grapevine (Vitis vinifera Pinot Noir; Jaillon et al, 2007) and other grapevine varieties (Lü cker et al, 2004;. The large majority of these genes have not yet been characterized for their biochemical functions.…”

Section: Conclusion: An Emerging Genomics Perspective On Plant Terpementioning

confidence: 99%

Terpenoid biomaterials

Bohlmann¹,

2008

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SummaryTerpenoids (isoprenoids) encompass more than 40 000 structures and form the largest class of all known plant metabolites. Some terpenoids have well-characterized physiological functions that are common to most plant species. In addition, many of the structurally diverse plant terpenoids may function in taxonomically more discrete, specialized interactions with other organisms. Historically, specialized terpenoids, together with alkaloids and many of the phenolics, have been referred to as secondary metabolites. More recently, these compounds have become widely recognized, conceptually and/or empirically, for their essential ecological functions in plant biology. Owing to their diverse biological activities and their diverse physical and chemical properties, terpenoid plant chemicals have been exploited by humans as traditional biomaterials in the form of complex mixtures or in the form of more or less pure compounds since ancient times. Plant terpenoids are widely used as industrially relevant chemicals, including many pharmaceuticals, flavours, fragrances, pesticides and disinfectants, and as large-volume feedstocks for chemical industries. Recently, there has been a renaissance of awareness of plant terpenoids as a valuable biological resource for societies that will have to become less reliant on petrochemicals. Harnessing the powers of plant and microbial systems for production of economically valuable plant terpenoids requires interdisciplinary and often expensive research into their chemistry, biosynthesis and genomics, as well as metabolic and biochemical engineering. This paper provides an overview of the formation of hemi-, mono-, sesqui-and diterpenoids in plants, and highlights some well-established examples for these classes of terpenoids in the context of biomaterials and biofuels.

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“…Besides Abies grandis, dozens of isoprenoid cyclase genes have been cloned from plants such as castor bean [31] Norway spruce [32,33], maize [34ϳ36], pine [37], ginkgo [38], snapdragon [39], grapevine [40], lotus [41], and tobacco [42]; some of these genes were isolated to investigate the relationship between isoprenoid production and their defensive effects against potential herbivores and pathogens at the molecular genetic level. Moreover, it was proved that among putative isoprenoid synthase genes discovered by whole genome sequence analysis and in silico analysis in Arabidopsis thaliana, at least six genes, namely, At3g25810, At1g61680, At4g16740, At2g24210, At3g25820, and At3g25830, encoded monoterpene synthases [43ϳ46].…”

Section: Biosynthesis Of Isoprenoidsmentioning

confidence: 99%

Studies on Biosynthetic Genes and Enzymes of Isoprenoids Produced by Actinomycetes

Dairi

2005

J Antibiot

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Most Streptomyces strains are equipped with only the 2-C-methyl-D-erythritol 4-phosphate (MEP) pathway for the formation of isopentenyl diphosphate, a common precursor of isoprenoids. In addition to this pathway, some Streptomyces strains possess the mevalonate (MV) pathway via which isoprenoid antibiotics are produced. We have recently cloned and analyzed the MV pathway gene clusters and their flanking regions from terpentecin, BE-40644, and furaquinocin A producers. All these clusters contained genes coding for mevalonate kinase, mevalonate diphosphate decarboxylase, phosphomevalonate kinase, type 2 IPP isomerase, HMGCoA reductase, and HMG-CoA synthase. The order of each of the open reading frames (ORFs) is also the same, and the respective homologous ORFs show more than 70% amino acid identity with each other. In contrast to these conservative gene organizations, the biosynthetic genes of terpentecin, BE-40644, and furaquinocin A were located just upstream and/or downstream of the MV pathway gene cluster. These facts suggested that all the actinomycete strains possessing both the MV and MEP pathways produce isoprenoid compounds and the biosynthetic genes of one of these isoprenoids usually exist adjacent to the MV pathway gene cluster. Therefore, when the presence of the MV cluster is detected by molecular genetic techniques, isoprenoids may be produced by the cultivation of these actinomycete strains. During the course of these studies, we identified diterpene cyclases possessing unique primary structures that differ from those of eukaryotes and catalyze unique reactions.Keywords isoprenoid, mevalonate pathway, biosynthesis, cyclase, Actinomycetes IntroductionActinomycete strains usually produce a number of secondary metabolites that often possess pharmaceutical activities. Therefore, for a long time, the strains have been used for many screenings to find novel, medically useful compounds. Consequently, more than 60 percent of the known antibiotics, including not only antibacterial antibiotics but also bioactive microbial compounds, have been reported to be produced by actinomycetes [1]. Presently, such pharmaceutically important, novel compounds can be found in the culture broth of actinomycete strains by screening rare actinomycetes, developing new screening strategies, employing sensitive assay methods for the detection of low concentrations of antibiotics, etc. However, sometimes, "semi-new antibiotics"-derivatives of known antibiotics-were isolated; discovering novel antibiotics every year became very difficult.In the past two decades, recombinant DNA technology has come into play in this field. Gene clusters encoding many natural products have been cloned and characterized. Moreover, whole-genome sequencing has uncovered hundreds of candidates for secondary metabolic pathways. Among them, the biosynthetic machinery of nonribosomal peptide and polyketide natural products has been extensively investigated [2ϳ7]. Recent progress in the application of combinatorial biosynthesis methods to these bi...

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Vitis vinifera terpenoid cyclases: functional identification of two sesquiterpene synthase cDNAs encoding (+)-valencene synthase and (−)-germacrene D synthase and expression of mono- and sesquiterpene synthases in grapevine flowers and berries

Cited by 174 publications

References 38 publications

Functional Expression of an Orchid Fragrance Gene in Lactococcus lactis

Functional Expression of an Orchid Fragrance Gene in Lactococcus lactis

Terpenoid biomaterials

Studies on Biosynthetic Genes and Enzymes of Isoprenoids Produced by Actinomycetes

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