Genetics of aliphatic glucosinolates. II. Hydroxylation of alkenyl glucosinolates in Brassica napus

Parkin, Isobel; Magrath, R.; Keith, D. J.; Sharpe, Andrew; Mithen, Richard; Lydiate, Derek J.

doi:10.1038/hdy.1994.82

Cited by 70 publications

(32 citation statements)

References 5 publications

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“…Several recent studies have begun to elucidate the genetic basis of biosynthesis of aliphatic glucosinolates (Magrath et al, 1993(Magrath et al, , 1994Parkin et a!., 1994;Mithen et al, 1995) and have shown that variation in side chain structure is under simple genetic control (Fig.1). Geographical and ecological variation in aliphatic glucosinolate composition has been described in Brassica (Mithen et al, 1987), Cakile edentula (Rodman, 1980), Arabidopsis thaliana (Bano, 1993;Mithen et al, 1995) and Cardamine cordifolia (Rodman & Chew, 1980 and seedlings are found in autumn (Mitchell & Richards, 1979).…”

Section: Propylsmentioning

confidence: 99%

“…2 The differences in the composition of the plant communities may result partially from the variation in the underlying geology and soils (Fig. 2) phoglucosinolates and analysed by HPLC as described by Magrath et al (1994). Seeds from several plants at Worbarrow A and B, Kimmeridge A, St Aidheim's Head C and Winspit A were collected.…”

Section: Plant Habitats and Sampling Sitesmentioning

confidence: 99%

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Divergent selection for secondary metabolites between wild populations of Brassica oleracea and its implications for plant-herbivore interactions

1995

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Significant differences occur in the levels and types of aliphatic glucosinolates in leaves of plants of four Brassica oleracea populations in Dorset. Plants in grassland at St Aldhelm's Head and Winspit have high levels of 3-butenyl glucosinolate, whereas plants of an adjacent population growing on and along the top of cliffs at Kimmeridge have low levels of 2-hydroxy-3-butenyl, 2-propenyl and methylsuiphinylalkyl glucosinolates. Plants growing in a variable habitat at Worbarrow Tout have intermediate levels. The differences in occurrence of individual glucosinolates result from allelic variation at four loci. The level of total aliphatic glucosinolates is under more complex genetic control, but is shown to be highly heritable. Allele frequencies at isozyme loci indicate that genetic variation for glucosinolate production is unlikely to have arisen or to be maintained by founder effects or genetic drift. It is suggested that there is selection for high levels of butenyl glucosinolates at St Aldhelm's Head and Winspit because of grazing by generalist herbivores, whereas there is selection for low levels of 2-hydroxy-3-butenyl and other non-butenyl aliphatic glucosinolates at Kimmeridge because of two factors. First, plants effectively escape from generalist herbivores because of physical aspects of the habitat and association with other plant species which provide physical and chemical defences. Thus there is selection for individuals which do not carry the hypothetical metabolic costs of glucosinolate biosynthesis. Secondly, herbivory by specialist cruciferous insects at Kimmeridge, which is enhanced because of the local abundance of B. nigra, selects for individuals which have low levels of 2-hydroxy-3-butenyl glucosinolates.

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Section: Propylsmentioning

confidence: 99%

Section: Plant Habitats and Sampling Sitesmentioning

confidence: 99%

Divergent selection for secondary metabolites between wild populations of Brassica oleracea and its implications for plant-herbivore interactions

1995

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“…1; Parkin et al, 1994;van Doorn et al, 1999;Kliebenstein et al, 2001c). This glucosinolate arises by oxidation of 3-butenyl glucosinolate to produce either the 2R-or 2S-hydroxylated derivative (Rossiter et al, 1990;Daubos et al, 1998).…”

mentioning

confidence: 99%

A Novel 2-Oxoacid-Dependent Dioxygenase Involved in the Formation of the Goiterogenic 2-Hydroxybut-3-enyl Glucosinolate and Generalist Insect Resistance in Arabidopsis

et al. 2008

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Glucosinolates are secondary metabolites found almost exclusively in the order Brassicales. They are synthesized from a variety of amino acids and can have numerous side chain modifications that control biological function. We investigated the biosynthesis of 2-hydroxybut-3-enyl glucosinolate, which has biological activities including toxicity to Caenorhabditis elegans, inhibition of seed germination, induction of goiter disease in mammals, and production of bitter flavors in Brassica vegetable crops. Arabidopsis (Arabidopsis thaliana) accessions contain three different patterns of 2-hydroxybut-3-enyl glucosinolate accumulation (present in leaves and seeds, seeds only, or absent) corresponding to three different alleles at a single locus, GSL-OH. Fine-scale mapping of the GSL-OH locus identified a 2-oxoacid-dependent dioxygenase encoded by At2g25450 required for the formation of both 2R-and 2S-2-hydroxybut-3-enyl glucosinolate from the precursor 3-butenyl glucosinolate precursor. Naturally occurring null mutations and T-DNA insertional mutations in At2g25450 exhibit a complete absence of 2-hydroxybut-3-enyl glucosinolate accumulation. Analysis of herbivory by the generalist lepidopteran Trichoplusia ni showed that production of 2-hydroxybut-3-enyl glucosinolate provides increased resistance. These results show that At2g25450 is necessary for the hydroxylation of but-3-enyl glucosinolate to 2-hydroxybut-3-enyl glucosinolate in planta and that this metabolite increases resistance to generalist herbivory.

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“…In the biosynthesis steps, gene symbols ending with A indicate A genome, C for C genome and At for A. thaliana Mithen et al, 1995;Mahmood et al, 2003). (Kliebenstein et al, 2001c;Parkin et al, 1994). In B. oleracea, GSL-ALK was inferred by positional cloning and biochemical analysis.…”

Section: Side Chain Modification In Aliphatic Glucosinolatesmentioning

confidence: 99%

Molecular Genetics of Glucosinolate Biosynthesis in Brassicas: Genetic Manipulation and Application Aspects

Hirani¹,

Li²,

Zelmer³

et al. 2012

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Genetics of aliphatic glucosinolates. II. Hydroxylation of alkenyl glucosinolates in Brassica napus

Cited by 70 publications

References 5 publications

Divergent selection for secondary metabolites between wild populations of Brassica oleracea and its implications for plant-herbivore interactions

Divergent selection for secondary metabolites between wild populations of Brassica oleracea and its implications for plant-herbivore interactions

A Novel 2-Oxoacid-Dependent Dioxygenase Involved in the Formation of the Goiterogenic 2-Hydroxybut-3-enyl Glucosinolate and Generalist Insect Resistance in Arabidopsis

Molecular Genetics of Glucosinolate Biosynthesis in Brassicas: Genetic Manipulation and Application Aspects

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