N6-Isopentenyladenosine

N6-Isopentenyladenosine (Riboprine), an RNA modification found in cytokinins, which regulate plant growth/differentiation, and a subset of tRNAs, where it improves the efficiency and accuracy of translation. N6-Isopentenyladenosine, an end product of the mevalonate pathway, is an autophagy inhibitor with an interesting anti-melanoma activity[1][2][3].

Product Specifications

CAS Number

[7724-76-7]

Product Name Alternative

Riboprine

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Autophagy; Endogenous Metabolite

Type

Reference compound

Related Pathways

Autophagy; Metabolic Enzyme/Protease

Applications

COVID-19-immunoregulation

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/n6-isopentenyladenosine.html

Purity

99.78

Solubility

DMSO : 116.67 mg/mL (ultrasonic)

Smiles

OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C(N=CN=C3NC/C=C(C)\C)=C3N=C2)O1

Molecular Formula

C15H21N5O4

Molecular Weight

335.36

Precautions

H302, H315, H319, H335

References & Citations

[1]Colombo F, et al. Pharmacogenomics and analogues of the antitumour agent N6-isopentenyladenosine. Int J Cancer. 2009;124 (9) :2179-2185.|[2]Ranieri R, et al. N6-isopentenyladenosine dual targeting of AMPK and Rab7 prenylation inhibits melanoma growth through the impairment of autophagic flux. Cell Death Differ. 2018;25 (2) :353-367. |[3]Cheng HP, et al. Chemical Deprenylation of N6 -Isopentenyladenosine (i6 A) RNA. Angew Chem Int Ed Engl. 2020;59 (26) :10645-10650.