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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
Efficacy of select antivirals against Cryptosporidium parvum in vitro
Woods KM and Upton SJ
FEMS Microbiology Letters, 168(1), 59-63 (1998)
Alex McAvoy et al.
PLoS computational biology, 11(8), e1004349-e1004349 (2015-08-27)
Evolutionary game theory is a powerful framework for studying evolution in populations of interacting individuals. A common assumption in evolutionary game theory is that interactions are symmetric, which means that the players are distinguished by only their strategies. In nature
Elisa Franzolin et al.
Biochemical and biophysical research communications, 344(1), 30-36 (2006-04-25)
Cellular models of mitochondrial thymidine kinase (TK2) deficiency require a reliable method to measure TK2 activity in whole cell extracts containing two interfering deoxyribonucleoside kinases, thymidine kinase 1 (TK1) and deoxycytidine kinase. We tested the value of the thymidine analog
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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