ChemicalBook CAS DataBase List 7724-76-7

7724-76-7

Name	N6-ISOPENTENYLADENOSINE-D6
CAS	7724-76-7
EINECS(EC#)	231-771-3
Molecular Formula	C15H21N5O4
MDL Number	MFCD00005741
Molecular Weight	335.36
MOL File	7724-76-7.mol

Chemical Properties

Melting point	142-143 °C(Solv: ethanol (64-17-5))
Boiling point	647.2±65.0 °C(Predicted)
density	1.56±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
solubility	DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
form	Solid
pka	13.12±0.70(Predicted)
color	White to Light Beige

Safety Data

Safety Statements	24/25 less more
WGK Germany	3
RTECS	AU7404910
HS Code	29400090

Hazard Information

Description

N⁶-(Δ²-Isopentenyl)adenosine is a precursor in the biosynthesis of the plant hormone N⁶-(Δ²-isopentenyl)adenine . N⁶-(Δ²-isopentenyl)adenine may be converted to the cytokinin trans-zeatin by cytochrome P450 mono-oxygenases. 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.

Chemical Properties

White to off-white crystalline powder

Uses

[2H6] N6-Isopentenyladenosine-D6 can be used as analyte in analytical study for acetylation of cytokinins and modified adenine compounds for gas chromatography-mass spectrometric analysis.

Uses

N6-Isopentenyladenosine has antiproliferative activity on MCF-7 breast cancer cells.

Definition

ChEBI: A nucleoside analogue in which adenosine has been modified by substitution at the 6-amino nitrogen by a Delta2-isopentenyl group.

References

[1] NAOYA HIROSE. Regulation of cytokinin biosynthesis, compartmentalization and translocation.[J]. Journal of Experimental Botany, 2008: 75-83. DOI: 10.1093/jxb/erm157
[2] MAURIZIO BIFULCO. Biological and pharmacological roles of N6-isopentenyladenosine: an emerging anticancer drug.[J]. Anti-cancer agents in medicinal chemistry, 2008, 8 2: 200-204. DOI: 10.2174/187152008783497028
[3] SILVANA CASATI. Effects of cytokinins, cytokinin ribosides and their analogs on the viability of normal and neoplastic human cells.[J]. Anticancer research, 2011, 31 10: 3401-3406.

Spectrum Detail

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