CAS 964-21-6

O6-Methyl-2′-deoxyguanosine

Description:

O6-Methyl-2′-deoxyguanosine is a modified nucleoside that arises from the methylation of the guanine base at the O6 position. This modification can occur as a result of exposure to certain alkylating agents, which can lead to DNA damage and potentially contribute to mutagenesis and carcinogenesis. The structure of O6-Methyl-2′-deoxyguanosine consists of a deoxyribose sugar linked to a methylated guanine base, which alters the base-pairing properties during DNA replication. This compound is of significant interest in molecular biology and cancer research, as it serves as a biomarker for DNA damage and is involved in the study of the mechanisms of mutagenesis. Additionally, O6-Methyl-2′-deoxyguanosine can influence the activity of DNA repair enzymes, particularly those involved in the base excision repair pathway. Its presence in DNA can lead to mispairing during replication, resulting in G:C to A:T transitions, which are common mutations observed in various cancers. Understanding its characteristics is crucial for developing strategies to mitigate the effects of DNA damage in cells.

Formula: C₁₁H₁₅N₅O₄

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

InChI key: InChIKey=BCKDNMPYCIOBTA-RRKCRQDMSA-N

SMILES: O(C)C1=C2C(N(C=N2)[C@@H]3O[C@H](CO)[C@@H](O)C3)=NC(N)=N1

Synonyms:

• 2'-Deoxy-O(6)-methylguanosine
• 2-Amino-6-methoxy-9-(2-deoxy-β-<span class="text-smallcaps">D</span>-erythro-pentofuranosyl)purine
• 2′-Deoxy-6-O-methylguanosine
• 2′-Deoxy-6-methylguanosine
• 6-O-Methyl-2′-deoxyguanosine
• 6-O-Methyldeoxyguanosine
• 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-6-methoxy-9H-purin-2-amine
• 9H-Purine, 2-amino-9-(2-deoxy-β-<span class="text-smallcaps">D</span>-erythro-pentofuranosyl)-6-methoxy-
• 9H-Purine, 2-amino-9-(2-deoxy-β-<span class="text-smallcaps">D</span>-ribofuranosyl)-6-methoxy-
• Guanosine, 2'-deoxy-6-O-methyl-
• O(6)-Methyl-2'-deoxyguanosine
• O(6)-Methyldeoxyguanosine
• O⁶-Methyl-2′-deoxyguanosine
• O⁶-Methyldeoxyguanosine
• 9H-Purine, 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxy-
• 9H-Purine, 2-amino-9-(2-deoxy-β-D-ribofuranosyl)-6-methoxy-

O6-Methyl-deoxyguanosine

CAS: 964-21-6

Formula: C₁₁H₁₅N₅O₄

Purity: 90%

Color and Shape: Solid

Molecular weight: 281.2679

Ref: IN-DA00VRT6

6-O-Methyldeoxyguanosine

CAS: 964-21-6

6-O-Methyldeoxyguanosine

Purity: 95%

Molecular weight: 281.27g/mol

Ref: 54-OR1005533

(2R,3S,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

CAS: 964-21-6

Purity: 98%

Molecular weight: 281.2720031738281

Ref: 10-F778196

O6-Methyl-2’-deoxyguanosine(>85%)

Controlled Product

CAS: 964-21-6

Applications O6-Methyl-2’-deoxyguanosine is a ubiquitous DNA lesion formed by xenobiotic carcinogens and endogenous methylating agent, S-adenosyl-L-methionine. A mutagenic adducts formed by a potent tobacco carcinogen, 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK).
References Patra, A., et al.: J. Biol. Chem., 291, 24304-24313 (2016); Gowda, A. S., et al.: Chem. Res. Toxicol., 29, 1894-1900 (2016)

Formula: C₁₁H₁₅N₅O₄

Purity: >85%

Color and Shape: Neat

Molecular weight: 281.27

Ref: TR-M293040

O6-Methyldeoxy guanosine

CAS: 964-21-6

O6-Methyldeoxy guanosine, a deoxypurine nucleoside, is a weak inhibitor of the removal of O6-methylguanine from methylated DNA by rat liver enzymes in vitro.

Formula: C₁₁H₁₅N₅O₄

Purity: 99.57%

Color and Shape: Solid

Molecular weight: 281.27

Ref: TM-TNU1537

2'-Deoxy-6-O-methyl-guanosine

CAS: 964-21-6

2'-Deoxy-6-O-methyl-guanosine is a methylated nucleoside that has been shown to inhibit protein synthesis in cancer cells. It does so by inhibiting the synthesis of DNA, which is required for the production of proteins. This compound also inhibits monoclonal antibody production, which may be due to its ability to methylate DNA and prevent dna duplexes from being repaired. 2'-Deoxy-6-O-methyl-guanosine is used as a probe in the detection of human proteins by fluorescence spectroscopy. The sensitivity of this probe has been shown to be greater than 10 ng/mL, making it ideal for use in clinical settings where small quantities of proteins are present.

Formula: C₁₁H₁₅N₅O₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 281.27 g/mol

Ref: 3D-ND157121