Number of the records: 1  

Total synthesis of [N-15]-labelled C6-substituted purines from [N-15]-formamide-easy preparation of isotopically labelled cytokinins and derivatives

  1. 1.
    SYSNO ASEP0498271
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleTotal synthesis of [N-15]-labelled C6-substituted purines from [N-15]-formamide-easy preparation of isotopically labelled cytokinins and derivatives
    Author(s) Buček, J. (CZ)
    Zatloukal, M. (CZ)
    Havlíček, Libor (UEB-Q) RID, ORCID
    Plíhalová, Lucie (UEB-Q) ORCID, RID
    Pospíšil, T. (CZ)
    Novák, Ondřej (UEB-Q) RID, ORCID, SAI
    Doležal, Karel (UEB-Q) RID, ORCID
    Strnad, Miroslav (UEB-Q) RID, ORCID
    Number of authors8
    Article number181322
    Source TitleRoyal Society Open Science. - : Royal Society Publishing - ISSN 2054-5703
    Roč. 5, č. 11 (2018)
    Number of pages14 s.
    Languageeng - English
    CountryGB - United Kingdom
    Keywordscell-division ; biological-activity ; aromatic cytokinins ; plant-tissues ; adenine ; zeatin ; identification ; diphosphate ; mechanism ; thaliana ; synthesis ; N-15-labelled ; purine ; cytokinin
    Subject RIVED - Physiology
    OECD categoryBiochemical research methods
    R&D ProjectsGA16-04184S GA ČR - Czech Science Foundation (CSF)
    LO1204 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
    EF16_019/0000738 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
    Institutional supportUEB-Q - RVO:61389030
    UT WOS000451777500038
    DOI10.1098/rsos.181322
    AnnotationCytokinins (CKs) and their metabolites and derivatives are essential for cell division, plant growth regulation and development. They are typically found at minute concentrations in plant tissues containing very complicated biological matrices. Therefore, defined standards labelled with stable isotopes are required for precise metabolic profiling and quantification of CKs, as well as in vivo elucidation of CK biosynthesis in various plant species. In this work, 11 [N-15]-labelled C6-purine derivatives were prepared, among them 5 aromatic (4, 5, 6, 7, 8) and 3 isoprenoid (9, 10, 11) CKs. Compared to current methods, optimized syntheses of 6-amino-9H-[N-15(5)]-purine (adenine) and 6-chloro-9H-[N-15(4)]-purine (6-chloropurine) were performed to achieve more effective, selective and generally easier approaches. The chemical identity and purity of prepared compounds were confirmed by physico-chemical analyses (TLC, HRMS, HPLC-MS, H-1, C-13, N-15 NMR). The presented approach is applicable for the synthesis of any other desired [N-15(4) ]-labelled C6-substituted purine derivatives.
    WorkplaceInstitute of Experimental Botany
    ContactDavid Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469
    Year of Publishing2019
Number of the records: 1  

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