About: Transformations of the natural cytokinin N6-isopentenyladenine in aqueous acidic media: structural aspects     Goto   Sponge   NotDistinct   Permalink

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  • N6-Isopentenyladenine (L1) was subjected to variously acidic media in 0.1 M, 1 M and 2 M HCl. In dependence on the acidity of the medium, the formation of three main acid hydrolysis products, involving the N6-isopentenyladeninium (HL1) (1), 7,8,9,10-tetrahydro-7,7-dimethyl-3Hpyrimido[ 2,1-i]purin-6-ium (HL2) (2) or 5-amino-4-(4,4-dimethyl-3,4,5,6-tetrahydropyrimidin-2-yl)-imidazolium (H2L3) (3-5) cations, were determined and characterized by multinuclear solution-state NMR spectroscopy and in the solid state by single crystal X-ray analysis. The coordination abilities of these transformation products have been also investigated. 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.
  • N6-Isopentenyladenine (L1) was subjected to variously acidic media in 0.1 M, 1 M and 2 M HCl. In dependence on the acidity of the medium, the formation of three main acid hydrolysis products, involving the N6-isopentenyladeninium (HL1) (1), 7,8,9,10-tetrahydro-7,7-dimethyl-3Hpyrimido[ 2,1-i]purin-6-ium (HL2) (2) or 5-amino-4-(4,4-dimethyl-3,4,5,6-tetrahydropyrimidin-2-yl)-imidazolium (H2L3) (3-5) cations, were determined and characterized by multinuclear solution-state NMR spectroscopy and in the solid state by single crystal X-ray analysis. The coordination abilities of these transformation products have been also investigated. 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. (en)
Title
  • Transformations of the natural cytokinin N6-isopentenyladenine in aqueous acidic media: structural aspects
  • Transformations of the natural cytokinin N6-isopentenyladenine in aqueous acidic media: structural aspects (en)
skos:prefLabel
  • Transformations of the natural cytokinin N6-isopentenyladenine in aqueous acidic media: structural aspects
  • Transformations of the natural cytokinin N6-isopentenyladenine in aqueous acidic media: structural aspects (en)
skos:notation
  • RIV/61989592:15310/11:33116839!RIV13-MSM-15310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(ED2.1.00/03.0058), Z(MSM6198959218)
http://linked.open...iv/cisloPeriodika
  • 16
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 235813
http://linked.open...ai/riv/idVysledku
  • RIV/61989592:15310/11:33116839
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Acid hydrolysis, cytokinin, metal complexes, NMR, X-ray structure (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [5189AC2ABDBB]
http://linked.open...i/riv/nazevZdroje
  • Organic and Biomolecular Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 9
http://linked.open...iv/tvurceVysledku
  • Marek, Jaromír
  • Trávníček, Zdeněk
  • Popa, Igor
  • Novotná, Radka
  • Šipl, Michal
http://linked.open...n/vavai/riv/zamer
issn
  • 1477-0520
number of pages
http://bibframe.org/vocab/doi
  • 10.1039/C1OB05649B
http://localhost/t...ganizacniJednotka
  • 15310
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