Routes to derivatives of strigol (the witchweed germination factor) modified) in the 5-position

Frischmuth, Katja; Samson, Emmanuelle; Kranz, Angelika; Welzel, Peter; Meuer, H.; Sheldrick, William S.

doi:10.1016/s0040-4020(01)80719-5

Cited by 41 publications

(40 citation statements)

References 18 publications

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“…25) of strigolactones in the plant kingdom and their levels in plant root exudates are fully consistent with the host specificity of AM fungi.…”

Section: Strigolactones Act As the Host-derived Signal Branching Fsupporting

confidence: 71%

Chemical Identification and Functional Analysis of Apocarotenoids Involved in the Development of Arbuscular Mycorrhizal Symbiosis

Akiyama

2007

Bioscience, Biotechnology, and Biochemistry

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Arbuscular mycorrhizae formed between more than 80% of land plants and arbuscular mycorrhizal (AM) fungi represent the most widespread symbiosis on the earth. AM fungi facilitate the uptake of soil nutrients, especially phosphate, by plants, and in return obtain carbohydrates from hosts. Apocarotenoids, oxidative cleavage products of carotenoids, have been found to play a critical role in the establishment of AM symbiosis. Strigolactones previously isolated as seed-germination stimulants for root parasitic weeds act as a chemical signal for AM fungi during presymbiotic stages. Stimulation of carotenoid metabolism, leading to massive accumulation of mycorradicin and cyclohexenone derivatives, occurs during root colonization by AM fungi. This review highlights research into the chemical identification of arbuscular mycorrhiza-related apocarotenoids and their role in the regulation and establishment of AM symbiosis conducted in the past 10 years.

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“…25) of strigolactones in the plant kingdom and their levels in plant root exudates are fully consistent with the host specificity of AM fungi.…”

Section: Strigolactones Act As the Host-derived Signal Branching Fsupporting

confidence: 71%

Chemical Identification and Functional Analysis of Apocarotenoids Involved in the Development of Arbuscular Mycorrhizal Symbiosis

Akiyama

2007

Bioscience, Biotechnology, and Biochemistry

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“…(±)-Strigol and (±)-strigyl acetate were prepared as described (Brooks et al 1985;Dailey 1987;Frischmuth et al 1991). (±)-Sorgolactone and (±)-5-deoxy-strigol were gifts of Prof Yukihiro Sugimoto (Kobe University) and Dr Kohki Akiyama (Osaka Prefecture University), respectively.…”

Section: Chemicalsmentioning

confidence: 99%

Foliar application of aminoethoxyvinylglycine (AVG) delays fruit ripening and reduces pre-harvest fruit drop and ethylene production of bagged “Kogetsu” apples

et al. 2006

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The germination stimulants for root parasitic plants Striga and Orobanche produced by sorghum (Sorghum bicolor (L.) Moench), maize (Zea mays L.), and pearl millet (Pennisetum typhoideum Rich.) were examined. Characterization of strigolactones in the root exudates from the plants grown hydroponically was conducted by comparing retention times of germination stimulants on reverse phase high performance liquid chromatography (HPLC) with those of synthetic standards, and by using HPLC linked with tandem mass spectrometry (LC/MS/MS). All the plants tested, except for a sorghum cultivar Swarna, were found to exude two major stimulants, 5-deoxy-strigol, which is known as a branching factor for arbuscular mycorrhizal (AM) fungi, and an isomer of strigol, tentatively named sorghumol. Swarna was found to exude 5-deoxystrigol and strigol. These results imply that 5-deoxy-strigol is one of major germination stimulants of gramineous plants and that major stimulants may differ even among cultivars within the same species.

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“…We first observed circular dichroism (CD) spectra of the CL-fast-moving and CLslow-moving enantiomers. In the case of SL stereoisomers, the absolute configuration at C-2′ position in the D-ring was determined by the cotton effect around 260 nm (20,21). However, the CD spectra of CL were not similar to those of SLs (Fig.…”

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confidence: 99%

Carlactone is an endogenous biosynthetic precursor for strigolactones

Seto

Sado

Asami

et al. 2014

Proc. Natl. Acad. Sci. U.S.A.

298

255

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Significance Strigolactones (SLs) were initially characterized as root-derived signals for parasitic and symbiotic interactions with root parasitic plants and arbuscular mycorrhizal fungi, respectively. SLs were later shown to act as endogenous hormones that regulate shoot branching. Carlactone (CL) was identified as a product of three SL biosynthetic enzymes in vitro, and therefore a putative biosynthetic precursor for SLs. However, it was neither detected from plant tissues, nor was the conversion of CL to SL demonstrated in vivo. In this paper, we show that 13 C-labeled CL is converted to SLs in vivo, and that endogenous CL is successfully identified from rice and Arabidopsis . These results demonstrate that CL is a true biosynthetic precursor for SLs.

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Routes to derivatives of strigol (the witchweed germination factor) modified) in the 5-position

Cited by 41 publications

References 18 publications

Chemical Identification and Functional Analysis of Apocarotenoids Involved in the Development of Arbuscular Mycorrhizal Symbiosis

Chemical Identification and Functional Analysis of Apocarotenoids Involved in the Development of Arbuscular Mycorrhizal Symbiosis

Foliar application of aminoethoxyvinylglycine (AVG) delays fruit ripening and reduces pre-harvest fruit drop and ethylene production of bagged “Kogetsu” apples

Carlactone is an endogenous biosynthetic precursor for strigolactones

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