A Novel Method for Synthesis of cis-Zeatin and Its Valuable Precursor (Z)-4-Chloro-2-methyl-but-2-en-1-ol

0507491 - ÚEB 2020 RIV US eng J - Journal Article
Hanuš, Jan - Nisler, Jaroslav - Strnad, Miroslav
A Novel Method for Synthesis of cis-Zeatin and Its Valuable Precursor (Z)-4-Chloro-2-methyl-but-2-en-1-ol.
Organic Preparations and Procedures International. Roč. 51, č. 4 (2019), s. 368-374. ISSN 0030-4948. E-ISSN 1945-5453
R&D Projects: GA MŠMT(CZ) LO1204; GA ČR GA15-22322S
Institutional support: RVO:61389030
Keywords : Zeatin * ISOPRENOIDS * PATHWAY
OECD category: Organic chemistry
Impact factor: 0.847, year: 2019
Method of publishing: Open access
http://doi.org/10.1080/00304948.2019.1609817

Cytokinins are one of the major groups of plant hormones. The vast majority of naturally
occurring cytokinins are derivatives of zeatin and isopentenyladenine. Zeatin, 2-
methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol, occurs as two stereoisomers, E and Z,
referring to the position of the terminal hydroxyl group on the isoprenoid side chain.
Both isomers play key roles in plant development and occur ubiquitously in the plant
kingdom. However, whereas the chemistry of (E)-zeatin is well-developed and the
compound is synthetically available by several methods, the synthesis of pure (Z)-
zeatin is problematic and in all cases generates low yield.
Permanent Link: http://hdl.handle.net/11104/0298471