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T3766

Sigma-Aldrich

Thymine 1-β-D-arabinofuranoside

≥99%

Synonyme(s) :

araT, 1-β-D-Arabinofuranosylthymine

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About This Item

Formule empirique (notation de Hill):
C10H14N2O6
Numéro CAS:
605-23-2
Poids moléculaire :
258.23
Numéro CE :
210-083-7
Numéro MDL:
MFCD00065474
Code UNSPSC :
41106305
ID de substance PubChem :
24900167
Nomenclature NACRES :
NA.51

Pureté

≥99%

Forme

powder

Activité optique

[α]20/D 90°, c = 5 mg/mL in water

Solubilité

0.5 M HCl: 20 mg/mL, clear, colorless

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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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
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
Ada Bertoli et al.
The FEBS journal, 272(15), 3918-3928 (2005-07-28)
The multisubstrate nucleoside kinase of Drosophila melanogaster (Dm-dNK) can be expressed in human solid tumor cells and its unique enzymatic properties makes this enzyme a suicide gene candidate. In the present study, Dm-dNK was stably expressed in the CCRF-CEM and
Ana-Isabel Hernandez et al.
Journal of medicinal chemistry, 49(26), 7766-7773 (2006-12-22)
Novel N1-substituted thymine derivatives related to 1-[(Z)-4-(triphenylmethoxy)-2-butenyl]thymine have been synthesized and evaluated against thymidine kinase-2 (TK-2) and related nucleoside kinases [i.e., Drosophila melanogaster deoxynucleoside kinase (Dm-dNK) and herpes simplex virus type 1 thymidine kinase (HSV-1 TK)]. The thymine base has
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
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