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Chemical Structure| 50-89-5 Chemical Structure| 50-89-5

Structure of Thymidine
CAS No.: 50-89-5

Chemical Structure| 50-89-5

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Thymidine, a constituent of DNA, pairs with adenine and attach to the sugar deoxyribose in the DNA double helix.

Synonyms: DThyd; NSC 21548; AI3-52267

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Product Citations

Product Citations

Mao, Edna ; Chung, Cheol K ; Ji, Yining ; Lam, Yu-hong ; Maligres, Peter E ;

Abstract: A class of organocatalysts that are highly active for the conversion of 2′-deoxynucleosides to furanoid glycals have been discovered. These phosphorimides, (Ph2PS)2NH and (Ph2PSe)2NH, were shown to effectively mediate persilylation of 2′-deoxynucleosides allowing the elimination of the nucleobase giving the corresponding glycal. These mild conditions were demonstrated in the syntheses of glycals with various substitution patterns while minimizing the formation of undesired byproducts and expanding the scope of this methodology.

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Product Details of Thymidine

CAS No. :50-89-5
Formula : C10H14N2O5
M.W : 242.23
SMILES Code : O=C1NC(C(C)=CN1[C@@H]2O[C@H](CO)[C@@H](O)C2)=O
Synonyms :
DThyd; NSC 21548; AI3-52267
MDL No. :MFCD00006537
InChI Key :IQFYYKKMVGJFEH-XLPZGREQSA-N
Pubchem ID :5789

Safety of Thymidine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312+H332-H315-H319-H335
Precautionary Statements:P261-P280-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
A431, A549, HSC3 cancer cell lines 25 μM To validate the proliferation capacity of TYMS−/− cancer cell lines under thymidine supplementation, results showed that TYMS−/− cancer cell lines proliferated comparably to TYMS+/+ when supplemented with 25 μM dTMP. Mol Ther. 2024 Aug 7;32(8):2535-2548.
HEL24.3 hiPSCs 20 μM 6 days To validate the proliferation capacity of TYMS−/− hiPSCs under thymidine supplementation, results showed that TYMS−/− hiPSCs proliferated comparably to TYMS+/+ when supplemented with 20 μM dTMP. Mol Ther. 2024 Aug 7;32(8):2535-2548.
B16 cells 6 μM 72-96 hours To evaluate the rescue effect of thymidine on ATR inhibitor-induced B16 cell death. Thymidine partially rescued ATR inhibitor-induced cell death. Cell Rep. 2022 Sep 20;40(12):111371.
CT26 cells 6 μM 72 hours To evaluate the rescue effect of thymidine on ATR inhibitor-induced CT26 cell death. Thymidine partially rescued ATR inhibitor-induced cell death. Cell Rep. 2022 Sep 20;40(12):111371.
CD8+ T cells 6 μM 24 hours To evaluate the rescue effect of thymidine on ATR inhibitor-induced CD8+ T cell death. Thymidine partially rescued ATR inhibitor-induced cell death. Cell Rep. 2022 Sep 20;40(12):111371.
CEM dCKlow cells 50 µM 24 hours After dCK knockdown, dT-induced dCTP pool recovery was impaired, leading to stalled DNA replication, replication stress, and apoptosis J Exp Med. 2014 Mar 10;211(3):473-86.
CCRF-CEM (CEM) human T-ALL cells 50 µM 24 hours dT increased dTTP and decreased dCTP, leading to S-phase arrest; dC supplementation prevented S-phase arrest J Exp Med. 2014 Mar 10;211(3):473-86.
Primary murine bone marrow derived macrophages (pBMDMs) 5 μg/mL 4 hours To assess the impact of ΔthyA mutation on c-di-AMP production and STING activation. Results showed that ΔthyA mutation significantly increased c-di-AMP levels and Ifnb1 expression. Cell Host Microbe. 2022 Jul 13;30(7):961-974.e6.
Human fibroblasts 100 μM 30 days Thymidine combined with FGF2 induced the conversion of human fibroblasts to iNeus. Cell Mol Immunol. 2022 May;19(5):619-633.
Mouse embryonic fibroblasts (MEFs) 100 μM 15 days Thymidine induced the conversion of MEFs to neutrophils (iNeus) with antibacterial functions. Cell Mol Immunol. 2022 May;19(5):619-633.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Mice NSG mice Drinking water 100 and 250 mg/kg/day Continued for 6-8 weeks To validate the teratoma formation capacity of TYMS?/? hiPSCs in vivo, results showed that TYMS?/? hiPSCs formed teratomas only under 100 and 250 mg/kg/day dTMP supplementation, while almost no teratomas formed without supplementation. Mol Ther. 2024 Aug 7;32(8):2535-2548.
NSG mice Subcutaneous CEM dCKwt and dCKlow xenograft models Intraperitoneal injection 2 g/kg Every 12 hours for 6 days DT treatment blocked growth of dCKlow tumors but not dCKwt xenografts; DI-39/dT combination therapy significantly reduced tumor burden J Exp Med. 2014 Mar 10;211(3):473-86.
Mouse Curly tail mouse model Intraperitoneal injection 2 mg/ml Daily from embryonic Day 7.5 to Day 10.5 To test the protective effect of nucleotide precursors on neural tube defects, results showed that thymidine combined with adenine or GMP significantly reduced the incidence of spina bifida Brain. 2013 Sep;136(Pt 9):2836-41

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

4.13mL

0.83mL

0.41mL

20.64mL

4.13mL

2.06mL

41.28mL

8.26mL

4.13mL

Dissolving Methods
The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
 

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