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Z0876

Sigma-Aldrich

trans-Zeatin

suitable for plant cell culture, BioReagent, ≥97%

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Synonym(s):
6-(4-Hydroxy-3-methylbut-2-enylamino)purine, N6-(4-Hydroxy-3-methyl-2-buten-1-yl)adenine
Empirical Formula (Hill Notation):
C10H13N5O
CAS Number:
Molecular Weight:
219.24
Beilstein/REAXYS Number:
616241
MDL number:
UNSPSC Code:
10171502
PubChem Substance ID:
NACRES:
NA.72

product line

BioReagent

assay

≥97%

technique(s)

cell culture | plant: suitable

application(s)

agriculture

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-FARCUNLSSA-N

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General description

trans-Zeatin contains a hydroxylated isoprenoid side chain.

Application

trans-Zeatin has been used:
  • as a media supplement for the isolation and culture of pretransitional and transitional embryos
  • as a culture media supplement for incubating alginate strip culture
  • as a growth regulator in modified basal Murashige and Skoog medium

Biochem/physiol Actions

Zeatin upon reduction forms zeatin O-glucoside, which is widely present in plants. It possesses transportation and storage functions, along with defence against zeatin oxidases.
trans-Zeatin is a plant cytokinin

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Isolation of a cytokinin gene, ZOG1, encoding zeatin O-glucosyltransferase from Phaseolus lunatus
Martin RC, et al.
Proceedings of the National Academy of Sciences of the USA, 96(1), 284-289 (1999)
Stoloniferous shoot protoplast, an efficient cell system in potato for somatic cell genetic manipulations
Sharma S, et al.
Sci. Hortic., 128(2), 84-91 (2011)
In vitro development of maize immature embryos: a tool for embryogenesis analysis
Matthys-Rochon E, et al.
Journal of Experimental Botany, 49(322), 839-845 (1998)
Silvia Gajdosová et al.
Journal of experimental botany, 62(8), 2827-2840 (2011-02-02)
Cytokinins (CKs) are plant hormones affecting numerous developmental processes. Zeatin and its derivatives are the most important group of isoprenoid CKs. Zeatin occurs as two isomers: while trans-zeatin (transZ) was found to be a bioactive substance, cis-zeatin (cisZ) was reported
Cui Qi et al.
Biosensors & bioelectronics, 41, 157-162 (2012-09-06)
Zeatins, a major type of cytokinin, are ubiquitous in higher plants, and involve in regulating a wide range of developmental processes. The development of highly specific ligands to zeatins would be very useful in plant biological research. Here we describe

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