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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

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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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
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
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
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
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Product Information Sheet - T3766

Product Information Sheet

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