8-HYDROXYGUANOSINE

Base Information

• Chemical Name: 8-HYDROXYGUANOSINE
• CAS No.: 3868-31-3
• Molecular Formula: C10H13 N5 O6
• Molecular Weight: 299.243
• Mol file: 3868-31-3.mol

Synonyms:Purine-6,8(1H,9H)-dione,2-amino-9-b-D-ribofuranosyl- (7CI,8CI);8-Hydroxyguanosine; 8-Oxo-7,8-dihydroguanosine; 8-Oxoguanosine; NSC 90393

Chemical Property of 8-HYDROXYGUANOSINE

Chemical Property:

• Melting Point: 232-235°C
• Boiling Point: °Cat760mmHg
• PKA: 7.75±0.20(Predicted)
• Flash Point: °C
• PSA: 179.74000
• Density: 2.43g/cm³
• LogP: -2.39990
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated) Water (Slightly, Heated,

Purity/Quality:

97% ^*data from raw suppliers

8-Oxoguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A marker compound indicative of DNA damage associated with mutagenesis and carcinogenesis. Can induce differentiation of Friend murine erythroleukemia cells in vitro It is a representative metabolite derived by the oxidation of Guanosine (G) and is regarded as a marker of oxidative stress in the cells.

Technology Process of 8-HYDROXYGUANOSINE

There total 4 articles about 8-HYDROXYGUANOSINE 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:

G (118-00-3) → 8-oxo-7,8-dihydroguanosine (3868-31-3) + 2-amino-1,9-dihydro-6H-purin-6-one (73-40-5)

Guidance literature:

With oxygen; dinitrogen monoxide; In aq. phosphate buffer; pH=6.9; Reagent/catalyst; Kinetics; Irradiation;

DOI:10.1080/10715762.2020.1808632

Reference yield:

7,8-dihydro-8-oxo-2'-deoxyguanosine (88847-89-6) → 8-oxo-7,8-dihydroguanosine (3868-31-3)

Guidance literature:

With oxygen; dinitrogen monoxide; In aq. phosphate buffer; pH=6.9; Kinetics; Irradiation;

DOI:10.1080/10715762.2020.1808632

Reference yield:

2'-Deoxyguanosine (961-07-9) → 8-Hydroxyguanosine (3868-31-3) + 7,8-dihydro-8-oxo-2'-deoxyguanosine (88847-89-6)

Guidance literature:

With dihydrogen peroxide; potassium hydrogencarbonate; THF-2-CH₂N(CH₂CO₂H)2; iron(III) chloride; In water; for 0.25h; Product distribution; Ambient temperature; var. of catalyst;

DOI:10.1039/c39950001211

upstream raw materials:

2'-Deoxyguanosine

N⁷-aminoguanosine

7,8-dihydro-8-oxo-2'-deoxyguanosine

G

Refernces

• 1、 Thomas, Caroline Suzanne,Pollard, Hannah Catherine,Razskazovskiy, Yuriy,Roginskaya, Marina. "Sources of 2,5-diaminoimidazolone lesions in DNA damage initiated by hydroxyl radical attack". . p. 517 - 524. Retrieved 2020/09/07.