T3766
Thymine 1-β-D-arabinofuranoside
≥99%
Synonym(s):
araT, 1-β-D-Arabinofuranosylthymine
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C10H14N2O6
CAS Number:
Molecular Weight:
258.23
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
Recommended Products
Quality Level
Assay
≥99%
form
powder
optical activity
[α]20/D 90°, c = 5 mg/mL in water
solubility
0.5 M HCl: 20 mg/mL, clear, colorless
storage temp.
2-8°C
SMILES string
CC1=CN(C2OC(CO)C(O)C2O)C(=O)NC1=O
InChI
1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)
InChI key
DWRXFEITVBNRMK-UHFFFAOYSA-N
Application
1-β-D-Arabinofuranosylthymine (araT):
- maybe used as a substrate and inhibitor to study the specificity and kinetics of thymidine kinase(s), such as herpes simplex virus type 1 and 2 thymidine kinases, the HSV1-tk and, HSV2-tk gene products.
- is used to study the specificity and kinetics of various mitochondrial nucleoside kinases.
- has been used as an antiviral agent to study its efficacy on Cryptosporidium parvum in vitro.
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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J Balzarinia et al.
Biochemical pharmacology, 61(6), 727-732 (2001-03-27)
Introduction of a bulky lipophilic acyl entity at the 2'-OH position of both 1-beta-D-arabinofuranosylthymine (araT) and (E)-5-(2-bromovinyl)-1-beta-D-arabinofuranosyluracil (BVaraU), consistently resulted in a marked ( approximately 10-fold) increase in the inhibitory activity of these new arabinosyl nucleoside analogues for the mitochondrial
E S Arnér et al.
Biochemical and biophysical research communications, 188(2), 712-718 (1992-10-30)
Human cells salvage pyrimidine deoxyribonucleosides via 5'-phosphorylation which is also the route of activation of many chemotherapeutically used nucleoside analogs. Key enzymes in this metabolism are the cytosolic thymidine kinase (TK1), the mitochondrial thymidine kinase (TK2) and the cytosolic deoxycytidine
N Solaroli et al.
Antiviral research, 79(2), 128-132 (2008-05-06)
The thymidine kinases from feline herpesvirus (FHV TK) and canine herpesvirus (CHV TK) were cloned and characterized. The two proteins are closely sequence-related to each other and also to the herpes simplex virus type 1 thymidine kinase (HSV-1 TK). Although
X Zheng et al.
The Journal of biological chemistry, 275(50), 39125-39129 (2000-09-20)
Nucleoside kinases from several species are investigated as "suicide genes" for treatment of malignant tumors by combined gene/chemotherapy. We have recently cloned a multisubstrate deoxyribonucleoside kinase of Drosophila melanogaster (Dm-dNK), and we have shown that the enzyme phosphorylates cytotoxic pyrimidine
Katherine J Kuhns et al.
Experimental & molecular medicine, 50(7), 89-89 (2018-07-29)
Prostate cancer (PCa) is the second most common cancer in men. Androgen receptor (AR) signaling pathway plays a crucial role in prostate development and homeostasis. Dysregulation of this pathway activates AR leading to PCa pathogenesis and progression. AR binds testosterone
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