8-oxodeoxyguanosine triphosphate

Base Information

• Chemical Name: 8-oxodeoxyguanosine triphosphate
• CAS No.: 139307-94-1
• Molecular Formula: C10H16 N5 O14 P3
• Molecular Weight: 523.183
• Mol file: 139307-94-1.mol

Synonyms:8-Hydroxy-2'-deoxyguanosine5'-triphosphate; 8-Oxo-2'-deoxyguanosine 5'-triphosphate;8-Oxo-7,8-dihydro-2'-deoxyguanosine 5'-triphosphate; 8-Oxo-dGTP;8-Oxo-deoxyguanosine triphosphate

Chemical Property of 8-oxodeoxyguanosine triphosphate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 329.52000
• Density: 2.75g/cm³
• LogP: -1.25850

Purity/Quality:

8-Oxo-2??-deoxyguanosine5??-Triphosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-oxodeoxyguanosine triphosphate

There total 6 articles about 8-oxodeoxyguanosine 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: 45.0%

8-(benzyloxy)-2'-deoxyguanosine (96964-90-8) → 2'-deoxy-7,8-dihydro-8-oxoguanosine-5'-triphosphate (139307-94-1)

Guidance literature:

With bis(tri-n-butylammonium) pyrophosphate; triethyl phosphite; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1080/15257779908041545

Reference yield:

2'-deoxyguanosine-5'-triphosphate trisodium salt → 2'-deoxy-7,8-dihydro-8-oxoguanosine-5'-triphosphate (139307-94-1)

Guidance literature:

With dihydrogen peroxide; ascorbic acid; In phosphate buffer; at 37 ℃; for 2.5h; pH=6.8;

DOI:10.1016/S0300-483X(00)00140-2

Reference yield:

8-bromo-2'-deoxyguanosine (13389-03-2) → 2'-deoxy-7,8-dihydro-8-oxoguanosine-5'-triphosphate (139307-94-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Na / 3 h / 20 °C

1.2: 80 percent / dimethylsulfoxide / 16 h / 65 °C

2.1: POCl₃; (EtO)3PO / 2 h / 0 - 5 °C

3.1: bis-tri-n-butylammonium pyrophosphate; nBu₃N / dimethylformamide / 0.5 h / 20 °C

4.1: aq. TEAB / pH 7.2

With tributyl-amine; triethyl phosphate; tetraethylammonium bromide; sodium; bis(tri-n-butylammonium) pyrophosphate; trichlorophosphate; In N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Substitution / 2.1: phosphorylation / 3.1: phosphorylation / 4.1: Hydrolysis;

DOI:10.1016/S0960-894X(00)00310-3

upstream raw materials:

8-(benzyloxy)-2'-deoxyguanosine

8-bromo-2'-deoxyguanosine

2'-deoxyguanosine 5'-triphosphate

Refernces

• 1、 Nampalli, Satyam,Kumar, Shiv. "Efficient synthesis of 8-oxo-dGTP: A mutagenic nucleotide". . p. 1677 - 1679. Retrieved 2000.
• 2、 Meyer, Frauke,Fiala, Emerich,Westendorf, Johannes. "Induction of 8-oxo-dGTPase activity in human lymphoid cells and normal fibroblasts by oxidative stress". . p. 83 - 92. Retrieved 2000.