Ara-G

Names

[ Name ]:
Ara-G

[Synonym ]:
9-beta-D-arabinofuranosylguanine
2-Amino-9-(β-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one
Arabinosylguanine
Ara-G
9-arabinofuranosylguanine
9-b-D-Arabinofuranosylguanine
6H-Purin-6-one, 2-amino-9-β-D-arabinofuranosyl-1,9-dihydro-
ARABINOFURANOSYL-GUANINE
9-β-D-Arabinofuranosylguanine Hydrate
9-Arabinoguanine
GUANINE-9-ARABINOSIDE

Biological Activity

[Description]:

9-β-D-Arabinofuranosylguanine is a Guanosine (HY-N0097) analog and shows high affinity for deoxyguanosine kinase (dGK) with a Km of 8.0 μM. 9-β-D-Arabinofuranosylguanine can be used for the research of T-cell lymphoblastic disease[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[Target]

Km: 8.0 μM (dGK)[2]

[In Vitro]

9-β-D-Arabinofuranosylguanine 通过其 5 ' -三磷酸腺苷 Ara-GTP 在细胞内的积累引起细胞毒性，Ara-GTP 抑制 DNA 聚合酶和核糖核苷酸还原酶，并入 DNA，终止 DNA 链伸长，导致细胞死亡[1][2]。 9-β-D-Arabinofuranosylguanine 对培养的 T 淋巴母细胞具有选择性毒性，因为相对于 B- 和无淋巴母细胞，它们能够积累更高水平的细胞毒性代谢物 Ara-GTP[1]。 9-β-D-Arabinofuranosylguanine (0-1000 μM; 72 h) 具有细胞毒性，对 MOLT-4、MOLT-4/Ara-G500 和 MOLT-4/Ara-G900 的 IC50 分别为 4.2、452 和 777 μM[2]。 Cell Viability Assay[2] Cell Line: MOLT-4 and Ara-G-resistant sublines: MOLT-4/Ara-G500 and MOLT-4/Ara-G900 Concentration: 0-1000 μM Incubation Time: 72 h Result: Showed cytotoxicity with IC50s of 4.2, 452 and 777 μM against MOLT-4, MOLT-4/Ara-G500 and MOLT-4/Ara-G900 cells, respectively.

[References]

[1]. Shewach DS, et al. Differential metabolism of 9-beta-D-arabinofuranosylguanine in human leukemic cells. Cancer Res. 1989 Dec 1;49(23):6498-502.

[2]. Lotfi K, et al. Low level of mitochondrial deoxyguanosine kinase is the dominant factor in acquired resistance to 9-beta-D-arabinofuranosylguanine cytotoxicity. Biochem Biophys Res Commun. 2002 May 24;293(5):1489-96.

Chemical & Physical Properties

[ Density]:
2.3±0.1 g/cm3

[ Boiling Point ]:
775.9ºC at 760 mmHg

[ Melting Point ]:
225°C(lit.)

[ Molecular Formula ]:
C₁₀H₁₃N₅O₅

[ Molecular Weight ]:
283.241

[ Flash Point ]:
423.1ºC

[ Exact Mass ]:
283.091675

[ PSA ]:
159.51000

[ LogP ]:
-1.72

[ Index of Refraction ]:
1.955

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
DMSO: >10mg/mL

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MF8301000

CHEMICAL NAME :: Guanine, 9-(beta-D-arabinofuranosyl)-

CAS REGISTRY NUMBER :: 38819-10-2

LAST UPDATED :: 198806

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C10-H13-N5-O5

MOLECULAR WEIGHT :: 283.28

WISWESSER LINE NOTATION :: T56 BN DN FVM INJ HZ B1- BT5OTJ CQ DQ EQ -D, BETA, ARAB

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 50 umol/L

REFERENCE :: CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 45,1008,1985

Safety Information

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26

[ RTECS ]:
MF8301000

[ HS Code ]:
2934999090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%