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T3766

Sigma-Aldrich

Thymine 1-β-D-arabinofuranoside

≥99%

Synonym(s):

araT, 1-β-D-Arabinofuranosylthymine

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O6
CAS Number:
605-23-2
Molecular Weight:
258.23
EC Number:
210-083-7
MDL number:
MFCD00065474
UNSPSC Code:
41106305
PubChem Substance ID:
24900167
NACRES:
NA.51

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

Certificates of Analysis (COA)

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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
Efficacy of select antivirals against Cryptosporidium parvum in vitro
Woods KM and Upton SJ
FEMS Microbiology Letters, 168(1), 59-63 (1998)
Xiuyun Wang et al.
Nature communications, 11(1), 653-653 (2020-02-02)
The industrial synthesis of ammonia (NH3) using iron-based Haber-Bosch catalyst requires harsh reaction conditions. Developing advanced catalysts that perform well at mild conditions (<400 °C, <2 MPa) for industrial application is a long-term goal. Here we report a Co-N-C catalyst with high
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