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Merck

A4233

Ara-G hydrate

≥98% (HPLC), solid

Sinónimos:

9-β-D-Arabinofuranosyl guanine hydrate

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Fórmula empírica (notación de Hill):
C10H13N5O5 · xH2O
Número CAS:
38819-10-2
Peso molecular:
283.24 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
329770852
UNSPSC Code:
12352200
MDL number:
MFCD00065486
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

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Quality Level

100

assay

≥98% (HPLC)

form

solid

solubility

DMSO: >10 mg/mL, H2O: insoluble

storage temp.

2-8°C

SMILES string

NC1=Nc2c(ncn2[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O)C(=O)N1

InChI

1S/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 key

NYHBQMYGNKIUIF-FJFJXFQQSA-N

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Este artículo
M2199A265SML0014
Ara-G hydrate ≥98% (HPLC), solid

Sigma-Aldrich

A4233

Ara-G hydrate

PMEG hydrate ≥98% (HPLC)

Sigma-Aldrich

M2199

PMEG hydrate

ARL 67156 trisodium salt hydrate ≥98% (HPLC), solid

Sigma-Aldrich

A265

ARL 67156 trisodium salt hydrate

Scutellarin hydrate ≥98% (HPLC)

Sigma-Aldrich

SML0014

Scutellarin hydrate

form

solid

form

powder

form

solid

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

DMSO: >10 mg/mL, H2O: insoluble

solubility

DMSO: ≥5 mg/mL

solubility

H2O: >20 mg/mL, DMSO: insoluble

solubility

DMSO: ≥10 mg/mL

Application

Ara-G is converted by cellular kinases to the active 5′-triphosphate, Ara-GTP. This active form of Ara-G induces apoptosis and inhibits DNA synthesis. Ara-G is also an antineoplastic and antimetabolite.

Biochem/physiol Actions

Ara-G is an inducer of apoptosis; inhibitor of DNA synthesis; antineoplastic; and antimetabolite.
Ara-G is an inducer of apoptosis; inhibitor of DNA synthesis; antineoplastic; and antimetabolite. Ara-G is converted by cellular kinases to the active 5′-triphosphate, Ara-GTP. Incorporation of Ara-GTP into DNA leads to inhibition of DNA synthesis and apoptosis.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000131411
0000125911
0000084206
0000084207
0000106242

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Takahiro Yamauchi et al.
Oncology reports, 23(2), 499-504 (2010-01-01)
The 9-beta-D-arabinofuranosylguanine (ara-G), an active compound of nelarabine, demonstrates potent cytotoxicity specifically on T-cell malignancies. In cells, ara-G is phosphorylated to ara-G triphosphate (ara-GTP), which is subsequently incorporated into DNA, thereby inhibiting DNA synthesis. Because ara-GTP is crucial to ara-G's
A Fyrberg et al.
Biochemical and biophysical research communications, 427(3), 456-460 (2012-08-23)
Our previous data from a human leukemic cell line made resistant to the nucleoside analog (NA) 9-β-D-arabinofuranosylguanine (AraG) revealed a massive upregulation of fetal hemoglobin (HbF) genes and the ABCB1 gene coding for the multidrug resistance P-glycoprotein (P-gp). The expression
Irene Homminga et al.
Blood, 118(8), 2184-2190 (2011-07-07)
Forodesine and nelarabine (the pro-drug of ara-G) are 2 nucleoside analogues with promising anti-leukemic activity. To better understand which pediatric patients might benefit from forodesine or nelarabine (ara-G) therapy, we investigated the in vitro sensitivity to these drugs in 96
Anna Fyrberg et al.
Cancer chemotherapy and pharmacology, 68(3), 583-591 (2010-11-27)
To characterize resistance mechanisms to the nucleoside analog 9-β-D-arabinofuranosylguanine (AraG) in the T-cell acute lymphoblastic leukemia cell line MOLT-4 and its AraG-resistant variant. A gene expression microarray analysis was performed, as well as gene expression and enzyme activity measurements of
Sheryl A Flanagan et al.
Biochemical pharmacology, 66(5), 733-737 (2003-09-02)
We studied acceptance of various deoxyguanosine analogues by the unique guanosine preferring nucleoside transport system exhibited by NB4 cells, csg. Indirect assessment of acceptance using transport inhibition assays revealed that both 1-beta-D-arabinofuranosylguanine (ara-G) and 4'-thio-beta-D-xylofuranosylguanine (thio-xyl-G) compete with guanosine for
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Número de artículo de comercio global

SKUGTIN
A4233-25MG04061833217375
A4233-5MG04061833368619

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