Zeatin

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Structural formula
Structural formula of trans-zeatin
General
Surname Zeatin
other names

6- (4-Hydroxy-3-methyl-but- trans -2-enyl) aminopurine

Molecular formula C 10 H 13 N 5 O
Brief description

beige solid

External identifiers / databases
CAS number
  • 13114-27-7 (unspec.)
  • 1637-39-4 (trans-zeatine)
  • 32771-64-5 (cis-zeatine)
PubChem 15419
ChemSpider 14677
Wikidata Q2276562
properties
Molar mass 219.25 g mol −1
Physical state

firmly

Melting point

208-210 ° C

solubility

soluble in DMSO and DMF

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Zeatin is a plant hormone that was first detected in maize (Zea mays). It belongs to the cytokinins and is structurally derived from adenine .

properties

Zeatin comes as cis and the trans - isomer before. The trans isomer is a messenger substance in the plant's defense against bacteria. Furthermore, trans -zeatin is involved in plant embryonic development , regulation of the apical meristem , organ development and senescence . trans -zeatin induces the biosynthesis of salicylic acid , which is involved in the plant's defense against bacteria. cis -zeatin is also involved in the defense, but has a weaker effect.

Zeatin and the structurally related kinetin are found in coconut milk and are active ingredients that promote plant growth.

Occurrence

Zeatin is particularly found in immature maize kernels ( caryopses ) of the maize genus Zea and in the moringa plant .

literature

Web links

Individual evidence

  1. a b c d data sheet trans-Zeatin, BioReagent, plant cell culture tested, ≥97% from Sigma-Aldrich , accessed on January 3, 2016 ( PDF ).
  2. a b Zeatin data sheet at AlfaAesar, accessed on January 3, 2016 ( PDF )(JavaScript required) .
  3. EA Keshishian, AM Rashotte: Plant cytokinin signaling. In: Essays in biochemistry. Volume 58, 2015, pp. 13-27, doi : 10.1042 / bse0580013 , PMID 26374884 .
  4. ^ A b D. K. Großkinsky, K. Edelsbrunner, H. Pfeifhofer, E. van der Graaff, T. Roitsch: Cis- and trans-zeatin differentially modulate plant immunity. In: Plant signaling & behavior. Volume 8, number 7, July 2013, p. E24798, doi : 10.4161 / psb.24798 , PMID 23656869 , PMC 3906432 (free full text).
  5. ^ Agricultural Central Gazette: Plant Production, Volume 16, Issues 5–8. German Academy of Agricultural Sciences in Berlin. Institute for Documentation. Akademie-Verlag, 1971
  6. David WS Mok, Machteld C. Mok: Cytokinins: Chemistry, Activity, and Function . CRC Press, 1994, ISBN 0-8493-6252-0 , p. 8.