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Merck

T3766

Thymine 1-β-D-arabinofuranoside

≥99%, powder

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
NACRES:
NA.51
PubChem Substance ID:
24900167
UNSPSC Code:
41106305
EC Number:
210-083-7
MDL number:
MFCD00065474
Assay:
≥99%
Form:
powder
Solubility:
0.5 M HCl: 20 mg/mL, clear, colorless
Storage temp.:
2-8°C

Key Documents

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Product Name

Thymine 1-β-D-arabinofuranoside, ≥99%

InChI key

DWRXFEITVBNRMK-UHFFFAOYSA-N

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)

SMILES string

CC1=CN(C2OC(CO)C(O)C2O)C(=O)NC1=O

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

Quality Level

200

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

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT9983
MKCT7719
115H0802
046H0825
045H1275

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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
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
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
Efficacy of select antivirals against Cryptosporidium parvum in vitro
Woods KM and Upton SJ
FEMS Microbiology Letters, 168(1), 59-63 (1998)
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Product Information Sheet - T3766

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