9-(BETA-D-ARABINOFURANOSYL)GUANINE Chemical Properties

Melting point:

225°C(lit.)

Density 

2.25±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

solubility 

DMSO: >10mg/mL

pka

9?+-.0.20(Predicted)

form 

solid

color 

White to Off-White

λmax

252nm(lit.)

InChIKey

NYHBQMYGNKIUIF-FJFJXFQQSA-N

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

RTECS 

MF8301000

HS Code 

29349990

9-(BETA-D-ARABINOFURANOSYL)GUANINE Usage And Synthesis

Description

Ara-G is an analog of the nucleoside guanosine and an active metabolite of nelarabine . Ara-G accumulates in T lymphoblasts and malignant T-lymphoid cells, where it is phosphorylated to produce ara-GTP and incorporated into the DNA. Ara-G inhibits DNA replication by 92% after 30 minutes when used at a concentration of 50 μM in CEM cells, which are used as a model for human T lymphoblasts. It also halts the cell cycle at the sub-G₁ phase and induces apoptosis in CEM cells. Syngeneic bone marrow containing 6C3HED tumor cells treated with ara-G (100 mM) ex vivo prior to transplantation increases survival of lethally irradiated mice and induces reconstitution of lymphoid, myeloid, and erythroid cell linages.

Uses

Ara-G is an inducer of apoptosis, inhibitor of DNA synthesis, an antimetabolite, and antineoplastic.

Definition

ChEBI: A purine nucleoside in which guanine is attached to arabinofuranose via a beta-N9-glycosidic bond. It inhibits DNA synthesis and causes cell death.

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