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Z0750

Sigma-Aldrich

cis-Zeatin

≥90% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C10H13N5O
CAS-Nummer:
32771-64-5
Molekulargewicht:
219.24
MDL-Nummer:
MFCD00070217
UNSPSC-Code:
41106305
PubChem Substanz-ID:
24902168
NACRES:
NA.51

Biologische Quelle

synthetic (organic)

Assay

≥90% (HPLC)

Form

powder

Löslichkeit

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

Lagertemp.

−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-

InChIKey

UZKQTCBAMSWPJD-UQCOIBPSSA-N

Allgemeine Beschreibung

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

Anwendung

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. Wirkung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Raju Bheemanahalli et al.
Physiologia plantarum, 169(4), 501-514 (2020-04-22)
Unraveling the metabolic and phytohormonal changes in anthers exposed to heat stress would help identify mechanisms regulating heat stress tolerance during the sensitive reproductive stage. Two spring wheat genotypes contrasting for heat tolerance were exposed to heat stress during heading
Christopher Gauthier-Coles et al.
Frontiers in plant science, 9, 1901-1901 (2019-01-24)
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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