N6-Isopentenyladenosine-d6

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.

White to off-white crystalline powder

[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.

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

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

[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.