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Nelarabine

Catalog No.
A1379
Prodrug of ara-G for T-LBL/T-ALL
Grouped product items
SizePriceStock Qty
10mM (in 1mL DMSO)
$90.00
In stock
5mg
$80.00
In stock
25mg
$280.00
In stock
100mg
$880.00
In stock

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

Nelarabine is a novel and prodrug of ara-G (9-β-d-arabinofuranosylguanine), and it is used to treat T-cell lymphoblastic lymphoma (T-LBL) and T-cell acute lymphoblastic leukemia (T-ALL), which don’t have response after treatment with 2 chemotherapy regimens.[1]

It acts as an inhibitor by inhibiting DNA synthesis and as an inducer by inducing apoptosis in malignant cells. Nelarabine requires demethylation by adenosine deaminase (ADA) in plasma to form the active compound, ara-G. Intracellular by deoxyguanosine kinase and deoxycytidine kinase phosphorylate ara-G to its triphosphate form, ara-GTP. Inside the cell exposure to ara-GTP is much higher than the exposure to ara-G or nelarabine. The substitution of ara-GTP for GTP leads to inhibition of DNA synthesis resulting in cell death by apoptosis. This process is lethal to malignant T cells, as it is to other rapidly replicating cells.[2]

References:
[1] Cohen MH, Johnson JR, Massie T, et al. Approval summary: nelarabine for the treatment of T-cell lymphoblastic leukemia/lymphoma. Clin Cancer Res. September 2006. 18:5329–35.
[2] Yesid Alvarado, Mary Alma Welch, Ronan Swords, John Bruzzi, Ellen Schlette, Francis J. Giles. Nelarabine activity in acute biphenotypic leukemia. Leukemia Research. November 2007. 31(11): 1600-1603.

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt297.27
Cas No.121032-29-9
FormulaC11H15N5O5
Solubility≥14.85mg/mL in DMSO
Chemical Name(2R,3S,4S,5R)-2-(2-amino-6-methoxypurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
SDFDownload SDF
Canonical SMILESCOC1=NC(=NC2=C1N=CN2C3C(C(C(O3)CO)O)O)N
Shipping ConditionEvaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while. Stock solution can be stored below -20°C for several months.

Quality Control

Chemical structure

Nelarabine