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AB143719

Thymidine, Pyrimidine deoxynucleoside

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(2 Publications)

MW 242.23 Da, Purity >98%. Pyrimidine deoxynucleoside. Potent thymidine kinase substrate (IC50 = 16 nM). Pairs with deoxyadenosine in double-stranded DNA. Synchronizes cells in S phase in vivo. .
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Chemical Structure - Thymidine, Pyrimidine deoxynucleoside (AB143719)
  • Chemical Structure

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Chemical Structure - Thymidine, Pyrimidine deoxynucleoside (AB143719)

2D chemical structure image of ab143719, Thymidine, Pyrimidine deoxynucleoside

Key facts

CAS number

146183-25-7

Purity

>98%

Molecular weight

242.23 Da

Molecular formula

C<sub>1</sub><sub>0</sub>H<sub>1</sub><sub>4</sub>N<sub>2</sub>O<sub>5</sub>

PubChem

5789

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Biochemical name

Thymidine

Biological description

Pyrimidine deoxynucleoside. Potent thymidine kinase substrate (IC50 = 16 nM). Pairs with deoxyadenosine in double-stranded DNA. Synchronizes cells in S phase in vivo.

Canonical smiles

CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)O

Isomeric smiles

CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)O

InChi

InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1

InChiKey

IQFYYKKMVGJFEH-XLPZGREQSA-N

IUPAC Name

1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
Ambient
Appropriate long-term storage conditions
Ambient
Storage information
The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Thymidine Kinase 1 (TK1) also known as Thymidine Kinase isoform A is an enzyme involved in the phosphorylation of thymidine into thymidine monophosphate an important component in DNA synthesis. TK1 has a molecular weight of approximately 25 kDa. It is predominantly expressed in proliferating cells with expression levels peaking during the S phase of the cell cycle. You often find TK1 in tissues with high cell division rates like bone marrow and lymphatic tissues.
Biological function summary

This enzyme is critical for DNA replication and repair by providing deoxythymidine triphosphate (dTTP) a deoxynucleoside triphosphate. TK1 operates as a monomer but can form a tetrameric complex in its active state which enhances its affinity for substrates. TK1 can process various substrates including thymidine and thymidine analogs such as 5-bromo-2'-deoxyuridine (BrdU) and EdU. These substrates are vital in molecular biology as they help in measuring DNA synthesis in cell proliferation studies.

Pathways

The function of TK1 is central to the salvage pathway of nucleotide synthesis. This pathway allows recycling of thymidine from degraded DNA which is particularly important for rapidly dividing cells that need to ensure a sufficient supply of nucleotides. TK1 acts alongside other enzymes such as thymidylate synthase and ribonucleotide reductase to maintain nucleotide balance within the cell ensuring proper DNA synthesis and cellular proliferation.

TK1 levels often increase in cancerous tissues due to their elevated cell proliferation rates. Serum TK1 is a biomarker for various cancers like leukemia and breast cancer. Studies show a correlation between high TK1 activity and tumor aggressiveness and progression. Additionally interactions of TK1 with the protein p53 a tumor suppressor show that defects in TK1 regulation can contribute to genomic instability highlighting its role in oncogenesis.

Product protocols

Publications (2)

Recent publications for all applications. Explore the full list and refine your search

Antioxidants (Basel, Switzerland) 11: PubMed35624810

2022

Transcription Factor NRF2 Participates in Cell Cycle Progression at the Level of G1/S and Mitotic Checkpoints.

Applications

Unspecified application

Species

Unspecified reactive species

Diego Lastra,Maribel Escoll,Antonio Cuadrado

iScience 25:103772 PubMed35141508

2022

Mechanical phenotyping reveals unique biomechanical responses in retinoic acid-resistant acute promyelocytic leukemia.

Applications

Unspecified application

Species

Unspecified reactive species

Brian Li,Annie Maslan,Sean E Kitayama,Corinne Pierce,Aaron M Streets,Lydia L Sohn
View all publications

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