Biosynthesis of steviol

Ruddat, Manfred; Heftmanń, Erich; Lang, Anton

doi:10.1016/0003-9861(65)90441-8

Cited by 42 publications

(22 citation statements)

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“…2, 3; Table II). Steviol was previously shown to have GA-like activity in Oryza (12), Pisum, Zea (18), Phaseolus, Lactuca, and Cucumis (23). Ruddat (18) noted that steviol was active in d-5 dwarf maize, but not d-1, even though steviol was metabolized to other GA-like substances by both mutants.…”

Section: Discussionmentioning

confidence: 98%

“…Steviol was previously shown to have GA-like activity in Oryza (12), Pisum, Zea (18), Phaseolus, Lactuca, and Cucumis (23). Ruddat (18) noted that steviol was active in d-5 dwarf maize, but not d-1, even though steviol was metabolized to other GA-like substances by both mutants. It was later shown that the d-5 mutation blocks conversion ofcopalylpyrophosphate to ent-kaurene (5), while the d-1 mutation blocks conversion of GA20 to GAI (21); so it appears that steviol itself is not active, but it can be metabolized to the highly active GA,.…”

Section: Discussionmentioning

confidence: 98%

“…These results imply that etiolated dwarf plants may be capable of converting GA20 to GA,, since no other GA has been shown to be a precursor to GA, in Pisum. Steviol (13-hydroxykaurenoic acid) was shown (18) (11) showed this R dose to be as effective as continuous R irradiation. R + FR treatments were 4 min of R and 8 min of FR started simultaneously with the R, also applied at 4 h intervals.…”

mentioning

confidence: 99%

“…Gibberellin (0.15 ,ug) or steviol (10 Mg) was applied to half the plants in 8 ul 50% ethanol containing 0.05% (v/v) Tween 20. The dosages of GAs and steviol were selected to be potent, but not saturating, based on published bioassay data (1,18). Control plants were treated with 8 Ml control solution.…”

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confidence: 99%

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Evidence for Phytochrome Regulation of Gibberellin A₂₀ 3β-Hydroxylation in Shoots of Dwarf (lele) Pisum sativum L.

Campell¹,

Bonner²

1986

Plant Physiol.

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The effect of light on the dwarfing allele, le, in Pisum sativum L. was tested as the growth response to gibberellins prior to or beyond the presumed block in the gibberellin biosynthetic pathway. The response to the substrate (GA20), the product (GA1), and a nonendogenous early precursor (steviol) was compared in plants bearing the normal Le and the deficient lele genotypes in plants made low in gibberellin content genetically (nana lines) or by paclobutrazol treatment to tall (cv Alaska) and dwarf (cv Progress) peas. Both genotypes responded to GA1 under red irradiation and in darkness. The lele plants grew in response to GA20 and steviol in darkness but showed a much smaller response when red irradiated. The Le plants responded to GA20 and steviol in both light and darkness. The red effects on lele plants were largely reversible by far-red irradiation. It is concluded that the deficiency in 3j@-hydroxylation of GA20 to GA1 in genotype lele is due to a Pfr-induced blockage in the expression of that activity.Light grown dwarf peas lack the ability to convert GA202 to GA1 (6, 7), yet GA1 and GA8 were recently identified in extracts ofetiolated dwarf pea shoots (3). We will present evidence which suggests that etiolated dwarf pea plants lose the ability to convert GA20 to GA, upon formation of Pfr as a consequence ofexposure to R. Attempts by earlier workers to measure light-induced changes in GA metabolism or GA levels in tall and dwarf peas led to inconsistent results (reviewed in Smith [20]). Some experiments indicated phytochrome-mediated changes in GA metabolism, while other reports suggested an effect of light on "sensitivity" to endogenous GAs.Some genes which help determine plant stature in Pisum have recently been characterized (6,7,13,14,17). At least five loci have been shown to influence stem elongation, including the Na and Le loci, which affect GA metabolism. The recessive na allele apparently blocks an early step in GA biosynthesis, since nana plants do not contain detectable levels of GAs (13). The early C-13 hydroxylation pathway of GA biosynthesis predominates in peas (3,8

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Section: Discussionmentioning

confidence: 98%

Section: Discussionmentioning

confidence: 98%

mentioning

confidence: 99%

mentioning

confidence: 99%

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Evidence for Phytochrome Regulation of Gibberellin A₂₀ 3β-Hydroxylation in Shoots of Dwarf (lele) Pisum sativum L.

Campell¹,

Bonner²

1986

Plant Physiol.

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“…Toluene or ethanol was added to the reaction system aiming to modify the active sites with consequent yield improvement (21,25).…”

Section: Reactions Conditionsmentioning

confidence: 99%

Novel agents for enzymatic and fungal hydrolysis of stevioside

Milagre¹,

Martins²,

Takahashi³

2009

Braz. J. Microbiol.

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A comparative study on the potential of some biological agents to perform the hydrolysis of stevioside was carried out, aiming at establishing an alternative methodology to achieve the aglycon steviol or its rearranged derivative isosteviol, in high yields to be used in the preparation of novel bioactive compounds. Hydrolysis reactions were performed by using filamentous fungi (Aspergillus niger, Rhizopus stolonifer and Rhizopus arrhizus), a yeast (Saccharomyces cerevisiae) and enzymes (pancreatin and lipases PL250 and VFL 8000). Pancreatin showed the best hydrolytic activity, furnishing isosteviol at 93.9% of yield, at pH 4.0, using toluene as a co-solvent. Steviol was produced using both pancreatin at pH 7.0 (20.2% yield) and A. niger at pH 7 (20.8% yield).

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Synthesis of ent‐Kaurane and Beyerane Diterpenoids by Controlled Fragmentations of Overbred Intermediates

2013

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Ein effizienter Zugang zu minimal oxidierten Mitgliedern der ent‐Kauran‐ und Beyeran‐Terpenklassen wurde durch Verwendung einer Polyencyclisierungsvorstufe eröffnet, die so gestaltet war, dass eine direkte Oxidation an der axialen C19‐Methylgruppe erfolgte. Der Aufbau des [3.2.1]Bicyclus im ent‐Kauran‐Gerüst gelang mit zwei „überzüchteten“ Intermediaten. Eine Wagner‐Meerwein‐Umlagerung des [3.2.1]Bicyclus ergibt das Beyeran‐Gerüst von Isosteviol.

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Biosynthesis of steviol

Cited by 42 publications

References 9 publications

Evidence for Phytochrome Regulation of Gibberellin A₂₀ 3β-Hydroxylation in Shoots of Dwarf (lele) Pisum sativum L.

Evidence for Phytochrome Regulation of Gibberellin A₂₀ 3β-Hydroxylation in Shoots of Dwarf (lele) Pisum sativum L.

Novel agents for enzymatic and fungal hydrolysis of stevioside

Synthesis of ent‐Kaurane and Beyerane Diterpenoids by Controlled Fragmentations of Overbred Intermediates

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Biosynthesis of steviol

Cited by 42 publications

References 9 publications

Evidence for Phytochrome Regulation of Gibberellin A20 3β-Hydroxylation in Shoots of Dwarf (lele) Pisum sativum L.

Evidence for Phytochrome Regulation of Gibberellin A20 3β-Hydroxylation in Shoots of Dwarf (lele) Pisum sativum L.

Novel agents for enzymatic and fungal hydrolysis of stevioside

Synthesis of ent‐Kaurane and Beyerane Diterpenoids by Controlled Fragmentations of Overbred Intermediates

Contact Info

Product

Resources

About

Evidence for Phytochrome Regulation of Gibberellin A₂₀ 3β-Hydroxylation in Shoots of Dwarf (lele) Pisum sativum L.

Evidence for Phytochrome Regulation of Gibberellin A₂₀ 3β-Hydroxylation in Shoots of Dwarf (lele) Pisum sativum L.