Journal ArticleDOI
Transformations of the natural cytokinin zeatin in aqueous acidic media
TLDR
In this paper, the behavior of the naturally occurring cytokinin zeatin 1 in aqueous acidic conditions has been studied, after it was observed that this compound was relatively more stable than 6-(3-methylbut-2-enylamino)purine 2.Abstract:
The behaviour of the naturally occurring cytokinin zeatin 1 in aqueous acidic conditions has been studied, after it was observed that this compound was relatively more stable than another related cytokinin, 6-(3-methylbut-2-enylamino)purine 2. Zeatin 1 reacted readily in 1 mol dm–3 aqueous HCl at 100 °C. Three products were characterized, a diol resulting from the hydration of the double bond of the aliphatic chain, and two cyclized products, a hydroxypyrrolidine and a dihydropyrrole. A scheme is proposed to explain the formation of these products. However, zeatin was found to be stable in 0.1 mol dm–3 aqueous HCl at 100°C and in 1 mol dm–3 aqueous HCl at 50 °C, conditions which allow the hydrolysis of zeatin riboside.read more
Citations
More filters
Journal ArticleDOI
Biochemical Characterization of Cytokinin Oxidases/Dehydrogenases from Arabidopsis thaliana Expressed in Nicotiana tabacum L.
Petr Galuszka,Hana Popelkova,Tomáš Werner,Jitka Frébortová,Hana Pospíšilová,Václav Mik,Ireen Köllmer,Thomas Schmülling,Ivo Frébort +8 more
TL;DR: Cytokinin nucleotides, considered as resistant to CKX attack until now, were found to be potent substrates for some of the CKX isoforms and biochemical characterization of the AtCKX1, AtCkX2, At cKX4 and AtcKX7 enzymes showed pH-dependent activity profiles.
Journal ArticleDOI
Transformations of the natural cytokinin N6-isopentenyladenine in aqueous acidic media: structural aspects.
TL;DR: Based on the NMR spectroscopic and X-ray crystallographic results, the mechanism of transformation of L1 in the acidic medium, involving the protonation, cyclization and ring fission, has been suggested.
Journal ArticleDOI
High Performance Liquid Chromatography/Electrochemistry/High Resolution Electrospray Ionization‐Mass Spectrometry (HPLC/EC/HR ESI‐MS) Characterization of Selected Cytokinins Oxidation Products
TL;DR: In this article, an on-line HPLC/EC/HR ESI-MS method had been used to investigate the oxidation of se- lected cytokinin compounds, which allowed rapid identification and general structure elucidation of the ob- tained products.
Journal ArticleDOI
Transformations of the Natural Cytokinin Zeatin in Aqueous Acidic Media.
TL;DR: In this article, the behavior of the naturally occurring cytokinin zeatin 1 in aqueous acidic conditions has been studied, after it was observed that this compound was relatively more stable than 6-(3-methylbut-2-enylamino)purine 2.
References
More filters
Journal ArticleDOI
Isolation of N6-(γ,γ-Dimethylallyl)adenosine from Soluble Ribonucleic Acid1
Journal ArticleDOI
Regulators of cell division in plant tissues—III
TL;DR: Zeatin, a cytokinin isolated from Zea mays kernels, has been shown to be 6-(4-hydroxy-3-methylbut- trans -2-enyl)aminopurine.
Journal ArticleDOI
Synthesis of 6-(3-methylpyrrol-1-yl)-9-β-D-ribofuranosyl purine, a novel metabolite of zeatin riboside
TL;DR: In this paper, the allylic alcohol in ribose-protected zeatin riboside 1, was oxidised to an aldehyde by barium manganate, which allowed the cyclization of the N 6 -chain into a 3-methylpyrrole ring.
Journal ArticleDOI
The synthesis of tritiated ribosylzeatin with high specific activity
Michel Laloue,J. Eugene Fox +1 more
TL;DR: Ribosylzeatin tritiated on the purine ring with a specific activity of 829 × 10 10 10 Bq (22 mCi) per millimole was easily prepared by allylic oxidation of N 6 -(Δ 2 -isopentenyl)[2,8- 3 H]adenosine which had been synthesized by alkylation of commercially available [2, 8-3 H] adenosine as mentioned in this paper.
Journal ArticleDOI
A simple synthesis of (E)-3-formylbut-2-enenitrile, and its use as a precursor of isotope-labelled zeatin and (±)dihydrozeatin
TL;DR: In this paper, pyruvaldehyde dimethylacetal and acetonitrile in the presence of sodium methoxide, followed by acid hydrolysis to give 58% overall yield on distillation.
Related Papers (5)
Reactivities and electronic aspects of nucleic acid heterocycles. Part III. Hydrolytic behaviour of 6-methoxypurines
John L. Wong,David S. Fuchs +1 more