A precursor for a plant cytokinin
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Product Categories

Product Type

Biochemicals
Natural Products

Research Area

Plant Biology
Plant Growth Regulators

N6-(Δ2-Isopentenyl)adenosine

Item No. 20522

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(3-methyl-2-buten-1-yl)-adenosine
CAS Number
7724-76-7
Synonyms
  • 2-iPA
  • Isopentenyladenosine
  • N6-Isopentenyladenine riboside
  • N6-Isopentenyladenosine
  • N6-(2-Isopentenyl)adenosine
  • NSC 105546
  • Riboprine
  • SQ 22,558
Molecular Formula
C15H21N5O4
Formula Weight
335.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS (pH 7.2) (1:3): 0.25 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/ml
λmax
211, 268 nm
SMILES
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=NC3=C2N=CN=C3NC/C=C(C)/C)O1
InChi Code
InChI=1S/C15H21N5O4/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(5-21)24-15/h3,6-7,9,11-12,15,21-23H,4-5H2,1-2H3,(H,16,17,18)/t9-,11-,12-,15-/m1/s1
InChi Key
USVMJSALORZVDV-SDBHATRESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $41

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    50 mg

    $75

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    100 mg

    $134

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    250 mg

    $264

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    Product Description

    N6-(Δ2-Isopentenyl)adenosine is a precursor in the biosynthesis of the plant hormone N6-(Δ2-isopentenyl)adenine (Item No. 17906).1 N6-(Δ2-isopentenyl)adenine may be converted to the cytokinin trans-zeatin (Item No. 13226) by cytochrome P450 mono-oxygenases.1 Cytokinins, including N6-(Δ2-isopentenyl)adenine and trans-zeatin, regulate diverse events in plant growth and development. N6-(Δ2-Isopentenyl)adenosine can also alter post-transcriptional processes in mammalian cells, altering proliferation and apoptosis.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hirose, N., Takei, K., Kuroha, T., et al. Regulation of cytokinin biosynthesis, compartmentalization and translocation. J. Exp. Biol. 59(1), 75-83 (2008).

    2. Bifulco, M., Malfitano, A.M., Proto, M.C., et al. Biological and pharmacological roles of N6-isopentenyladenosine: An emerging anticancer drug. Anticancer Agents Med. Chem. 8(2), 200-2004 (2008).

    3. Casati, S., Ottria, R., Baldoli, E., et al. Effects of cytokinins, cytokinin ribosides and their analogs on the viability of normal and neoplastic human cells. Anticancer Res. 31(10), 3401-3406 (2011).