Thymidine-5'-diphosphate

Base Information

• Chemical Name: Thymidine-5'-diphosphate
• CAS No.: 491-97-4
• Molecular Formula: C10H16N2O11P2
• Molecular Weight: 402.191
• UNII: QQ3K1P45DF
• DSSTox Substance ID: DTXSID801027011
• Nikkaji Number: J247.693B
• Wikipedia: Thymidine_diphosphate
• Wikidata: Q2186340
• Metabolomics Workbench ID: 37701
• ChEMBL ID: CHEMBL259724
• Mol file: 491-97-4.mol

Synonyms:deoxy-TDP;thymidine 5'-diphosphate;thymidine 5'-pyrophosphate

Chemical Property of Thymidine-5'-diphosphate

Chemical Property:

• PKA: 1.04±0.50(Predicted)
• PSA: 217.23000
• Density: 1.804g/cm³
• LogP: -1.28030
• XLogP3: -3.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 6
• Exact Mass: 402.02293333
• Heavy Atom Count: 25
• Complexity: 688

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=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)O)O

Technology Process of Thymidine-5'-diphosphate

There total 8 articles about Thymidine-5'-diphosphate 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:

O5'-(hydroxy-imidazol-1-yl-phosphinoyl)-thymidine (59373-11-4) + β-L-rhamnose 1-phosphate bis(triethylammonium) salt → thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1) + 2-deoxythymidine diphosphate (491-97-4) + thymidine 5'-diphospho-β-L-rhamnose (2147-59-3,62012-79-7)

Guidance literature:

In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jo981265n

Reference yield:

thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1) + 2-deoxythymidine diphosphate (491-97-4)

Guidance literature:

With Herpes Simplex Virus type 1 thymidine kinase; wild type; at 37 ℃; for 0.5h; pH=8.0; Further Variations:; Reagents; reaction time; Enzyme kinetics; Product distribution;

DOI:10.1124/mol.59.2.285

Reference yield:

→ 2-deoxythymidine diphosphate (491-97-4) + dTTP (365-08-2,92627-33-3,106119-81-7)

Guidance literature:

With pyridine; phosphoric acid; dicyclohexyl-carbodiimide;

upstream raw materials:

O^5'-(hydroxy-imidazol-1-yl-phosphinoyl)-thymidine

thymidine

thymidine 5'-phosphate

(+)-sorangicin A

Downstream raw materials:

dTTP

glycolic Acid

trans-1-(3-Oxoprop-1-enyl)thymine

thymin

Refernces

• 1、 Vanheusden, Veerle,Van Rompaey, Philippe,Munier-Lehmann, Helene,Pochet, Sylvie,Herdewijn, Piet,Van Calenbergh, Serge. "Thymidine and thymidine-5′-O-monophosphate analogues as inhibitors of Mycobacterium tuberculosis thymidylate kinase". . p. 3045 - 3048. Retrieved 2007/10/03.
• 2、 Pochet, Sylvie,Beaussire, Jean-Jacques,Dugue, Laurence,Marliere, Philippe. "Pyridoxal-catalyzed release of nucleotides". . p. 1019 - 1020. Retrieved 2007/10/03.