D7674
6-(γ,γ-Dimethylallylamino)purine
suitable for plant cell culture, BioReagent, ≥98.5%
Synonym(s):
N6 dimethylallyladenine, 2iP, N6-(2-Isopentenyl)adenine
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About This Item
Empirical Formula (Hill Notation):
C10H13N5
CAS Number:
Molecular Weight:
203.24
MDL number:
UNSPSC Code:
10171502
PubChem Substance ID:
NACRES:
NA.72
Recommended Products
product line
BioReagent
Quality Level
assay
≥98.5%
form
powder
technique(s)
cell culture | plant: suitable
application(s)
agriculture
storage temp.
−20°C
SMILES string
C\C(C)=C\CNc1ncnc2[nH]cnc12
InChI
1S/C10H13N5/c1-7(2)3-4-11-9-8-10(13-5-12-8)15-6-14-9/h3,5-6H,4H2,1-2H3,(H2,11,12,13,14,15)
InChI key
HYVABZIGRDEKCD-UHFFFAOYSA-N
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Application
6-(γ,γ-Dimethylallylamino)purine (2iP) is a bacteria-derived riboside cytokinin used to grow plant tissues such as tobacco and soybean callus. 2iP is a precursor of the cytokinin Zeatin. 2iP has been used in Schenk and Hildebrandt medium to support in vitro propagation of microshoot cultures from shoot tips of Genista plants.
6-(γ,γ-Dimethylallylamino)purine has been used as a component of Murashige and Skoog medium for promoting tissue lignification in Acca sellowiana and as a component of SIM medium for used in regeneration assay of cotyledons.
Biochem/physiol Actions
6-(γ,γ-Dimethylallylamino)purine (2iP) is a bacteria-derived riboside cytokinin used to grow plant tissues such as tobacco and soybean callus. 2iP is a precursor of the cytokinin Zeatin. 2iP is used in Schenk and Hildebrandt medium to support in vitro propagation of microshoot cultures from shoot tips of Genista plants.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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6-gamma, gamma-Dimethylallylamino) purine as a precursor of zeatin
Miura GA and Miller CO
Plant Physiology, 44(3), 372-376 (1969)
In vitro propagation of Guayabo del pais(Acca sellowiana (Berg.) Burret)
Ross S and Grasso R
Fruit, Vegetable and Cereal Science and Biotechnology, 4, 83-87 (2010)
The shoot regeneration capacity of excised Arabidopsis cotyledons is established during the initial hours after injury and is modulated by a complex genetic network of light signalling
Nameth B, et al.
Plant, Cell and Environment, 36(1), 68-86 (2013)
J P Helgeson et al.
Plant physiology, 44(2), 193-198 (1969-02-01)
The growth rates of tobacco callus tissues on media containing 10(-6) to 10 mum 6-(gamma,gamma-dimethylallylamino)purine (2iP) were measured. At concentrations of 10(-4) mum and above growth rates were exponential and dependent on cytokinin concentration. At 2iP concentrations of 10(-4) to
G A Miura et al.
Plant physiology, 44(3), 372-376 (1969-03-01)
A 6-(gamma,gamma-dimethylallylamino) purine-like compound was found in the culture medium of Rhizopogon roseolus, which had been shown earlier to synthesize zeatin. The role of 6-(gamma,gamma-dimethylallylamino) purine as a precursor of zeatin was studied. Rhizopogon was furnished with 6-(gamma,gamma-dimethylallylamino) purine-8-(14)C. Cochromatography
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