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Home > Products > Pharmaceutical R&D Materials > Heterocyclic Building Blocks > 9-(beta-D-Arabinofuranosyl)-guanine
9-(beta-D-Arabinofuranosyl)-guanine structure, CAS 38819-10-2

9-(beta-D-Arabinofuranosyl)-guanine

CAS Number38819-10-2

Synonyms9-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; ARABINOFURANOSYL-GUANINE; 9-β-D-Arabinofuranosylguanine Hydrate; 9-Arabinoguanine; GUANINE-9-ARABINOSIDE

Molecular FormulaC10H13N5O5

Molecular Weight283.24 (anhydrous basis)

Purity≥98 (HPLC)%

Density2.3±0.1 g/cm3

Boiling Point775.9ºC at 760 mmHg

Melting Point225°C(lit.)

Flash Point

Appearancesolid

EINECS

MSDSChineseEnglish

Symboltransportation

Signal WordWarning

Cat. No.: 2A-9080807 Purity: ≥98 (HPLC)%
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Quality Control of [ 38819-10-2 ] Purity: ≥98 (HPLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number38819-10-2
Catalog No.2A-9080807
Chinese Name9-β-D-糖呋喃鸟嘌呤
Synonyms9-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; ARABINOFURANOSYL-GUANINE; 9-β-D-Arabinofuranosylguanine Hydrate; 9-Arabinoguanine; GUANINE-9-ARABINOSIDE
Molecular FormulaC10H13N5O5
Molecular Weight283.24 (anhydrous basis)
Purity≥98 (HPLC)
Density2.3±0.1 g/cm3
Boiling Point775.9ºC at 760 mmHg
Melting Point225°C(lit.)
Appearancesolid
Water SolubilityDMSO: >10mg/mL
Storage Condition2-8°C
Application9-β-D-arabinofuranosylguanidine is a guanosine (HY-N0097) analogue that exhibits high affinity for deoxyguanosine kinase (dGK) with a Km of 8.0 μM. 9-β-D-arabinofuranosylguanidine can be used in the r
HTC2934999090
PubChem ID329770852
MDL NumberMFCD00065486
SMILESNC1=Nc2c(ncn2[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O)C(=O)N1
InChI1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6+,9-/m1/s1
InChI KeyNYHBQMYGNKIUIF-FJFJXFQQSA-N
NACRES CodeNA.77
UNSPSC12352200
Hazard Symbolstransportation
MSDSmsds/80807_1_38819_10_2.pdf
Bioactivity9-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 causes cytotoxicity through the accumulation of its 5'-adenosine triphosphate Ara-GTP in cells. Ara-GTP inhibits DNA polymerase and ribonucleotide reductase, is incorporated into DNA, terminates DNA chain elongation, and leads to cell death[1][2]. 9-β-D-Arabinofuranosylguanine is selectively toxic to cultured T lymphoblasts due to their ability to accumulate higher levels of the cytotoxic metabolite Ara-GTP relative to B- and lymphoblastoid cells [1]. 9-β-D-Arabinofuranosylguanine (0-1000 μM; 72 h) is cytotoxic with IC50s of 4.2, 452, and 777 μM against MOLT-4, MOLT-4/Ara-G500, and MOLT-4/Ara-G900, respectively [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 InChIKey NYHBQMYGNKIUIF-FJFJXFQQSA-N SMILES Nc1nc2c(ncn2C2OC(CO)C(O)C2O)c(=O)[nH]1 Storage condition 2-8°C Water Solubility DMSO: >10mg/mL
Use of9-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]. Properties Name 9-β-D-arabinofuranosylguanine Synonym More Synonyms Ara-G 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 Km: 8.0 μM (dGK)[2] 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 Molecular Formula C10H13N5O5 Exact Mass 283.091675 PSA 159.51000 LogP -1.72 Index of Refraction 1.955 InChIKey NYHBQMYGNKIUIF-FJFJXFQQSA-N
Tax Rebate13.0%
SupervisionNone. MFN tariff: 6.5%. Ordinary tariff: 20.0%
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special precautions for users No data available The company is not responsible for any damage caused by any operation or contact with the above products. For more terms of use, see invoice or package The reverse side of the mounting strip.
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