N-(Deoxyguanosin-8-yl)-2-amino-1-(methyl-d3)-6-phenylimidazo[4,5-β]pyridine

Product Name N-(Deoxyguanosin-8-yl)-2-amino-1-(methyl-d3)-6-phenylimidazo[4,5-β]pyridine
CAT No. CS-T-51985
CAS No. 303173-39-9
Category Stable Isotopes
Stock Enquire
Mol. Wt. Not Available
Mol. For. Not Available
Hazardous This is not a Hazardous Compound
COA View Sample COA
MSDS View Sample MSDS
Canonical Smiles CN1C2=C(N=CC(=C2)C3=CC=CC=C3)N=C1NC4=NC5=C(N4C6CC(C(O6)CO)O)N=C(NC5=O)N
InchIKey UHVGJHQDVDVQHH-UNSNFXJNSA-N
Inchl InChI=1S/C23H23N9O4/c1-31-13-7-12(11-5-3-2-4-6-11)9-25-18(13)27-22(31)30-23-26-17-19(28-21(24)29-20(17)35)32(23)16-8-14(34)15(10-33)36-16/h2-7,9,14-16,33-34H,8,10H2,1H3,(H3,24,28,29,35)(H,25,26,27,30)/t14-,15+,16+/m0/s1/i1D3
IUPAC 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[[6-phenyl-1-(trideuteriomethyl)imidazo[4,5-b]pyridin-2-yl]amino]-1H-purin-6-one
Controlled No
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N-(Deoxyguanosin-8-yl)-2-amino-1-(methyl-d3)-6-phenylimidazo[4,5-β]pyridine (dG-C8-PhIP) is a synthetic compound that is used in research to understand the role of DNA adducts in the development of cancer. This compound is a modified form of the carcinogenic compound 2-amino-1-methyl-6-phenylimidazo[4,5-β]pyridine (PhIP), which is commonly found in cooked meat products. The chemical structure of dG-C8-PhIP has a deuterium label, which allows researchers to track the compound in vivo and study its metabolism and distribution in the body. The compound forms covalent bonds with DNA, specifically binding to the 8-carbon of the deoxyguanosine base through a process known as adduct formation. This can lead to DNA damage, which can ultimately lead to mutations and cancer. Research using dG-C8-PhIP has shown that the compound is metabolized in the liver and excreted through urine, indicating that the body has mechanisms for removing this potentially harmful compound. Understanding the metabolism and distribution of dG-C8-PhIP can provide insights into how the body processes and eliminates carcinogens, which can inform strategies for cancer prevention and treatment.

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