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Merck

Z0750

Sigma-Aldrich

cis-Zeatin

≥90% (HPLC)

Sinónimos:

6-(4-Hydroxy-3-methyl-cis-2-butenylamino)purine

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About This Item

Fórmula empírica (notación de Hill):
C10H13N5O
Número de CAS:
Peso molecular:
219.24
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

assay

≥90% (HPLC)

form

powder

solubility

glacial acetic acid: 10 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

C\C(CO)=C\CNc1ncnc2nc[nH]c12

InChI

1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2-

InChI key

UZKQTCBAMSWPJD-UQCOIBPSSA-N

General description

cis-Zeatin is an isoprenoid cytokinin (CK)(2) present in plants and some bacteria.

Application

cis-Zeatin has been used as a cytokinin standard in the ultra-violet (UV) spectrum and gas chromatogram measurements to characterize N-glucoside of cis-Zeatin from potato tuber sprouts. It has also been used as a cytokinin to treat legume M. atropurpureum to test its effect on pseudonodules formation.

Biochem/physiol Actions

cis-Zeatin displays a low affinity to cytokinin receptors (CK) and lower activity in the classical CK bioassays compared to the trans isomer. cis-Zeatin (cZ) and its riboside (cZR) regulate plant development and stress. cZ also plays a key role in the growth and development of rice. It may also have a role in mediating plant-pathogen interactions and plant immunity.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Root nodule symbiosis (RNS) is a feature confined to a single clade of plants, the Fabids. Among Fabids capable of RNS, legumes form root cortex-based nodules in symbioses with rhizobia, while actinorhizal species form lateral root-based nodules with actinomycetes. Cytokinin
Toru Kudo et al.
Plant physiology, 160(1), 319-331 (2012-07-20)
cis-Zeatin (cZ) is generally regarded as a cytokinin with little or no activity, compared with the highly active trans-zeatin (tZ). Although recent studies suggested possible roles for cZ, its physiological significance remains unclear. In our studies with rice (Oryza sativa)

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