O6-Methyl-2’-deoxyguanosine

• CAT Number: C000710
• CAS Number: 964-21-6
• Molecular Formula: C₁₁H₁₅N₅O₄
• Molecular Weight: 281.27
• Purity: ≥95%
• Synonyms: 2-Amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxy-9H-purine; 2-Amino-9-(2-deoxy-β-D-ribofuranosyl)-6-methoxy-9H-purine; 2′-Deoxy-6-O-methylguanosine; 2′-Deoxy-6-methylguanosine; 2-Amino-6-methoxy-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine
• Target: Nucleoside Antimetabolite/Analog
• Solubility: Aqueous Base (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)
• Appearance: White to Off-White Solid
• Storage: 2-8°C
• IUPAC Name: (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• InChI: InChI=1S/C11H15N5O4/c1-19-10-8-9(14-11(12)15-10)16(4-13-8)7-2-5(18)6(3-17)20-7/h4-7,17-18H,2-3H2,1H3,(H2,12,14,15)/t5-,6+,7+/m0/s1
• InChIKey: BCKDNMPYCIOBTA-RRKCRQDMSA-N
• SMILES: COC1=NC(=NC2=C1N=CN2C3CC(C(O3)CO)O)N

O6-Methyl-2′-deoxyguanosine (Cat No.:C000710) is a modified nucleoside featuring a methyl group attached to the O6 position of the guanine base within a deoxyribose sugar backbone. This modification is a result of DNA damage, often caused by alkylating agents. O6-Methyl-2′-deoxyguanosine is a key biomarker for DNA repair studies and carcinogenesis research. Its presence can lead to incorrect base pairing during replication, potentially contributing to mutations.

Reference

Patra, A., et al.: J. Biol. Chem., 291, 24304-24313 (2016); Gowda, A. S., et al.: Chem. Res. Toxicol., 29, 1894-1900 (2016)