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D5912

Sigma-Aldrich

6-(γ,γ-Dimethylallylamino)purine

suitable for plant cell culture, BioReagent, ≥90%

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Synonym(s):
N6 dimethylallyladenine, 2iP, N6-(2-Isopentenyl)adenine
Empirical Formula (Hill Notation):
C10H13N5
CAS Number:
Molecular Weight:
203.24
MDL number:
PubChem Substance ID:
NACRES:
NA.72

product line

BioReagent

Assay

≥90%

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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This Item
D7660D7674B3274
technique(s)

cell culture | plant: suitable

technique(s)

cell culture | plant: suitable

technique(s)

cell culture | plant: suitable

technique(s)

cell culture | plant: suitable

application(s)

agriculture

application(s)

agriculture

application(s)

agriculture

application(s)

agriculture

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

product line

BioReagent

product line

BioReagent

product line

BioReagent

product line

-

Application

6-(γ,γ-Dimethylallylamino)purine: has been used as a standard in ultra-high performance liquid chromatography to compare the chromatogram of transgenic and wild type (WT) crude hormone extracts to quantify cytokinin levels, may be used as a component of the Murashige and Skoog (MS) medium for callus culture and in vitro shoot induction, may be used as a supplement in MS medium to make simplified shoot induction medium (SIM) to treat explants for shoot induction

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 can also be used in Schenk and Hildebrandt medium to support in vitro propagation of micro shoot 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

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Wenzislava Ckurshumova et al.
The New phytologist, 204(3), 556-566 (2014-10-03)
In vitro regeneration of complete organisms from diverse cell types is a spectacular property of plant cells. Despite the great importance of plant regeneration for plant breeding and biotechnology, its molecular basis is still largely unclear and many important crop
The development of an efficient cultivar-independent plant regeneration system from callus derived from both apical and non-apical root segments of garlic (Allium sativum L.)
Zheng SJ, et al
In Vitro Cellular & Developmental Biology. Plant, 39(3), 288-292 (2003)
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
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
Yuki Ishii et al.
Biochimica et biophysica acta, 1745(2), 156-165 (2005-09-01)
Cytokinins are important purine derivatives that act as redifferentiation-inducing hormones to control many processes in plants. Cytokinins such as isopentenyladenine (IPA) and kinetin are very effective at inducing the granulocytic differentiation of human myeloid leukemia HL-60 cells. We examined the

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