Thymidine-5'-triphosphate

Base Information

• Chemical Name: Thymidine-5'-triphosphate
• CAS No.: 365-08-2
• Molecular Formula: C10H17N2O14P3
• Molecular Weight: 478.139
• European Community (EC) Number: 206-669-7
• UNII: QOP4K539MU
• DSSTox Substance ID: DTXSID30189998
• Nikkaji Number: J193.870C
• Wikipedia: Thymidine_triphosphate
• Wikidata: Q303961
• Metabolomics Workbench ID: 37738
• ChEMBL ID: CHEMBL363559
• Mol file: 365-08-2.mol

Synonyms:2'-deoxythymidine-5'-triphosphate;deoxythymidine triphosphate;dTTP;thymidine 5'-triphosphate;thymidine 5'-triphosphate, magnesium salt;thymidine 5'-triphosphate, P''-(32)P-labeled;thymidine 5'-triphosphate, trisodium salt;thymidine triphosphate

Chemical Property of Thymidine-5'-triphosphate

Chemical Property:

• PKA: 0.80±0.50(Predicted)
• PSA: 273.57000
• Density: 1.922 g/cm³
• LogP: -1.16330
• Storage Temp.: 2-8°C
• XLogP3: -5
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 8
• Exact Mass: 481.98926421
• Heavy Atom Count: 29
• Complexity: 853

Purity/Quality:

99% ^*data from raw suppliers

Deoxythymidinetriphosphate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Nucleic Acids and Derivatives
• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O

Technology Process of Thymidine-5'-triphosphate

There total 51 articles about Thymidine-5'-triphosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1) → dTTP (365-08-2,92627-33-3,106119-81-7)

Guidance literature:

With phosphoenolpyruvic acid; deoxynucleoside monophosphatekinase; potassium chloride; ATP; magnesium chloride; In aq. buffer; at 30 ℃; for 40h; Reagent/catalyst; Enzymatic reaction;

DOI:10.1515/hsz-2012-0334

Reference yield: 83.2%

3’-O-benzoyl-2’-deoxythymidine-5’-(γ-(2-(pyrenesulfonyl)ethyl))triphosphate → dTTP (365-08-2,92627-33-3,106119-81-7)

Guidance literature:

With ammonium hydroxide; In water; at 20 ℃; for 18h;

DOI:10.1021/jacs.9b04728

Reference yield: 20.0%

C10H16N2O15P4 → dTTP (365-08-2,92627-33-3,106119-81-7)

Guidance literature:

With pyridine; water; iodine; In N,N-dimethyl-formamide; at 20 ℃; for 2.25h;

upstream raw materials:

3'-O-benzyl-2'-deoxythymidine

thymidine

thymidine 5'-phosphate

Benzoic acid (2R,3S,5R)-2-[(2-chloro-phenoxy)-(2-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-ethylsulfanyl)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Downstream raw materials:

C₁₆H₂₅N₅O₁₅P₂

phosphoric acid

thymidine 5'-diphospho-β-L-rhamnose

thymidine diphosphate 4-keto-6-deoxy-α-D-glucose

Refernces

• 1、 -. "REVERSIBLE TERMINATORS FOR DNA SEQUENCING AND METHODS OF USING THE SAME". . . Retrieved 2021/04/10.
• 2、 -. "MODIFIED NUCLEOTIDES AND USES THEREOF". Paragraph 0398; 0413-0415; 0432-0436. . Retrieved 2021/10/30.