Functional characterization of CmCCD1, a carotenoid cleavage dioxygenase from melon

Ibdah, Mwafaq; Azulay, Yaniv; Portnoy, Vitaly; Wasserman, Boris; Bar, Einat; Meir, Ayala; Burger, Yossi; Hirschberg, Joseph; Schaffer, Arthur A.; Katzir, Nurit; Tadmor, Yaakov; Lewinsohn, Efraim

doi:10.1016/j.phytochem.2006.02.009

Cited by 180 publications

(158 citation statements)

References 62 publications

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“…S1). This indicates that MtCCD1 belongs to the well-studied class of CCD1 proteins and genes (Schwartz et al, 2001;Simkin et al, 2004aSimkin et al, , 2004bMathieu et al, 2005;Auldridge et al, 2006a;Ibdah et al, 2006;Kato et al, 2006;Sun et al, 2008;Vogel et al, 2008;Supplemental Fig. S1).…”

Section: Cloning Of a Mtccd1 Cdna And Proof Of Functionality Of The Pmentioning

confidence: 82%

“…These fluctuations argue for a variable metabolic fate of apocarotenoids in mycorrhizal roots of individual plant species. In other nonmycorrhizal systems, the C 14 primary cleavage product often escapes detection, since it is further metabolized to unknown products or is not volatile enough for gas chromatography-MS analysis (Auldridge et al, 2006a;Ibdah et al, 2006;Sun et al, 2008). One alternative system, in which the fate of the C 14 product has been investigated to some extent, is the rose petal, where a reduced C 14 dialdehyde downstream product has been identified: the diol rosafluene.…”

Section: Discussionmentioning

confidence: 99%

“…CCD1 genes have been characterized from several plants, all showing that in Escherichia coli recombinant CCD1 preferentially cleaves a variety of C 40 carotenoids with cyclic and noncyclic end groups symmetrically at the 9,10 (9#,10#) double bonds (Schwartz et al, 2001;Mathieu et al, 2005;Ibdah et al, 2006; Fig. 1).…”

mentioning

confidence: 99%

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RNA Interference-Mediated Repression of MtCCD1 in Mycorrhizal Roots of Medicago truncatula Causes Accumulation of C27 Apocarotenoids, Shedding Light on the Functional Role of CCD1

et al. 2008

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Tailoring carotenoids by plant carotenoid cleavage dioxygenases (CCDs) generates various bioactive apocarotenoids. Recombinant CCD1 has been shown to catalyze symmetrical cleavage of C 40 carotenoid substrates at 9,10 and 9#,10# positions. The actual substrate(s) of the enzyme in planta, however, is still unknown. In this study, we have carried out RNA interference (RNAi)-mediated repression of a Medicago truncatula CCD1 gene in hairy roots colonized by the arbuscular mycorrhizal (AM) fungus Glomus intraradices. As a consequence, the normal AM-mediated accumulation of apocarotenoids (C 13 cyclohexenone and C 14 mycorradicin derivatives) was differentially modified. Mycorradicin derivatives were strongly reduced to 3% to 6% of the controls, while the cyclohexenone derivatives were only reduced to 30% to 47%. Concomitantly, a yellow-orange color appeared in RNAi roots. Based on ultraviolet light spectra and mass spectrometry analyses, the new compounds are C 27 apocarotenoic acid derivatives. These metabolic alterations did not lead to major changes in molecular markers of the AM symbiosis, although a moderate shift to more degenerating arbuscules was observed in RNAi roots. The unexpected outcome of the RNAi approach suggests C 27 apocarotenoids as the major substrates of CCD1 in mycorrhizal root cells. Moreover, literature data implicate C 27 apocarotenoid cleavage as the general functional role of CCD1 in planta. A revised scheme of plant carotenoid cleavage in two consecutive steps is proposed, in which CCD1 catalyzes only the second step in the cytosol (C 27 / C 14 + C 13 ), while the first step (C 40 / C 27 + C 13 ) may be catalyzed by CCD7 and/or CCD4 inside plastids.

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Section: Cloning Of a Mtccd1 Cdna And Proof Of Functionality Of The Pmentioning

confidence: 82%

Section: Discussionmentioning

confidence: 99%

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RNA Interference-Mediated Repression of MtCCD1 in Mycorrhizal Roots of Medicago truncatula Causes Accumulation of C27 Apocarotenoids, Shedding Light on the Functional Role of CCD1

et al. 2008

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“…CCDs were also found to be involved in the formation of important aroma compounds in melon (Cucumis melo) (Figure 6). The product of the CmCCD1 gene, whose expression is up-regulated upon fruit development, was shown to cleave carotenoids, generating geranylacetone from phytoene, pseudoionone from lycopene, b-ionone from b-carotene, and a-ionone and pseudoionone from d-carotene (Ibdah et al, 2006).…”

Section: Carbohydrate-derived Flavor Compoundsmentioning

confidence: 99%

Biosynthesis of plant‐derived flavor compounds

Schwab¹,

Davidovich‐Rikanati²,

Lewinsohn³

2008

The Plant Journal

968

704

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SummaryPlants have the capacity to synthesize, accumulate and emit volatiles that may act as aroma and flavor molecules due to interactions with human receptors. These low-molecular-weight substances derived from the fatty acid, amino acid and carbohydrate pools constitute a heterogenous group of molecules with saturated and unsaturated, straight-chain, branched-chain and cyclic structures bearing various functional groups (e.g. alcohols, aldehydes, ketones, esters and ethers) and also nitrogen and sulfur. They are commercially important for the food, pharmaceutical, agricultural and chemical industries as flavorants, drugs, pesticides and industrial feedstocks. Due to the low abundance of the volatiles in their plant sources, many of the natural products had been replaced by their synthetic analogues by the end of the last century. However, the foreseeable shortage of the crude oil that is the source for many of the artifical flavors and fragrances has prompted recent interest in understanding the formation of these compounds and engineering their biosynthesis. Although many of the volatile constituents of flavors and aromas have been identified, many of the enzymes and genes involved in their biosynthesis are still not known. However, modification of flavor by genetic engineering is dependent on the knowledge and availability of genes that encode enzymes of key reactions that influence or divert the biosynthetic pathways of plant-derived volatiles. Major progress has resulted from the use of molecular and biochemical techniques, and a large number of genes encoding enzymes of volatile biosynthesis have recently been reported.

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“…For example, orthologous enzymes of AtCCD1 have been found in Crocus sativus, Lycopersicon esculentum, Petunia hybrida, Vitis vinifera and Cucumis melo and all cleave several carotenoid substrates at the 9, 10 and 9Ј, 10Ј double bonds (Bouvier et al 2003;Simkin et al 2004a, b;Mathieu et al 2005;Ibdah et al 2006). However, from some plant species CCDs were cloned that cleave carotenoid substrates at positions diVerent from the Arabidopsis CCDs.…”

Section: Introductionmentioning

confidence: 99%

Cloning and characterisation of a maize carotenoid cleavage dioxygenase (ZmCCD1) and its involvement in the biosynthesis of apocarotenoids with various roles in mutualistic and parasitic interactions

Sun¹,

Hans

Walter

et al. 2008

Planta

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Colonisation of maize roots by arbuscular mycorrhizal (AM) fungi leads to the accumulation of apocarotenoids (cyclohexenone and mycorradicin derivatives). Other root apocarotenoids (strigolactones) are involved in signalling during early steps of the AM symbiosis but also in stimulation of germination of parasitic plant seeds. Both apocarotenoid classes are predicted to originate from cleavage of a carotenoid substrate by a carotenoid cleavage dioxygenase (CCD), but the precursors and cleavage enzymes are unknown. A Zea mays CCD (ZmCCD1) was cloned by RT-PCR and characterised by expression in carotenoid accumulating E. coli strains and analysis of cleavage products using GC-MS. ZmCCD1 eYciently cleaves carotenoids at the 9, 10 position and displays 78% amino acid identity to Arabidopsis thaliana CCD1 having similar properties. ZmCCD1 transcript levels were shown to be elevated upon root colonisation by AM fungi. Mycorrhization led to a decrease in seed germination of the parasitic plant Striga hermonthica as examined in a bioassay. ZmCCD1 is proposed to be involved in cyclohexenone and mycorradicin formation in mycorrhizal maize roots but not in strigolactone formation.

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Functional characterization of CmCCD1, a carotenoid cleavage dioxygenase from melon

Cited by 180 publications

References 62 publications

RNA Interference-Mediated Repression of MtCCD1 in Mycorrhizal Roots of Medicago truncatula Causes Accumulation of C27 Apocarotenoids, Shedding Light on the Functional Role of CCD1

RNA Interference-Mediated Repression of MtCCD1 in Mycorrhizal Roots of Medicago truncatula Causes Accumulation of C27 Apocarotenoids, Shedding Light on the Functional Role of CCD1

Biosynthesis of plant‐derived flavor compounds

Cloning and characterisation of a maize carotenoid cleavage dioxygenase (ZmCCD1) and its involvement in the biosynthesis of apocarotenoids with various roles in mutualistic and parasitic interactions

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