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D7674

Sigma-Aldrich

6-(γ,γ-Dimethylallylamino)purine

BioReagent, suitable for plant cell culture, ≥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:
2365-40-4
Molecular Weight:
203.24
MDL number:
MFCD00132998
UNSPSC Code:
10171502
PubChem Substance ID:
24894153
NACRES:
NA.72

product line

BioReagent

Quality Level

200

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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)
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)
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
E Strzelczyk et al.
Acta microbiologica Polonica, 34(2), 177-185 (1985-01-01)
Studies on the effect of post culture liquids of actinomycetes on cytokinin-like substances production by mycorrhizal fungi have revealed that actinomycete metabolites inhibited or stimulated the synthesis of these compounds. The results of chromatographic analyses suggest, that substances stimulating the
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