Cas no 132014-87-0 (a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine(Mixture of Diastereomers))

a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine(Mixture of Diastereomers) structure
132014-87-0 structure
Product Name:a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine(Mixture of Diastereomers)
CAS No:132014-87-0
MF:C14H19N5O5
MW:337.331162691116
CID:1065511
PubChem ID:136226316
Update Time:2025-11-02

a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine(Mixture of Diastereomers) Chemical and Physical Properties

Names and Identifiers

    • α-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine(Mixture of Diastereomers)
    • α-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine (Mixture of Diastereomers)
    • α-Methyl-γ-hydroxy-1,N2-propano-2'-deoxyguanosine
    • Α-METHYL-Γ-HYDROXY-1,N2-PROPANO-2-DEOXYGUANOSINE
    • α-Methyl-γ-hydroxy-1,N2-propano-2'-deoxyguanosine (Mixture of DiastereoMers)
    • 8-hydroxy-3-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-methyl-4,6,7,8-tetrahydropyrimido[1,2-a]purin-10-one
    • α-Methyl-γ-hydroxy-1,N2-propano-2'-deoxyguanosine (Mixture of DiastereoMers)
    • 3-(2-Deoxy-β-D-erythro-pentofuranosyl)-4,6,7,8-tetrahydro-8-hydroxy-6-MethylpyriMido[1,2-a]purin-10(3H)-one
    • 3-[(3xi)-2-Deoxy-beta-D-glycero-pentofuranosyl]-8-hydroxy-6-methyl-4,6,7,8-tetrahydropyrimido[1,2-a]purin-10(3H)-one
    • DTXSID90858052
    • alpha-Methyl-gamma-hydroxy-1,N2-propano-2'-deoxyguanosine
    • 132014-87-0
    • a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine(Mixture of Diastereomers)
    • Inchi: 1S/C14H19N5O5/c1-6-2-9(22)19-13(23)11-12(17-14(19)16-6)18(5-15-11)10-3-7(21)8(4-20)24-10/h5-10,20-22H,2-4H2,1H3,(H,16,17)/t6?,7?,8-,9?,10-/m1/s1
    • InChI Key: DKBDYPZFCQIHPX-DRAUJQIPSA-N
    • SMILES: O1[C@H](CO)C(C[C@@H]1N1C=NC2C(N3C(=NC1=2)NC(C)CC3O)=O)O

Computed Properties

  • Exact Mass: 337.13900
  • Monoisotopic Mass: 337.13861872g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 2
  • Complexity: 560
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 3
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.1
  • Topological Polar Surface Area: 132?2

Experimental Properties

  • Melting Point: 135-137°C
  • PSA: 137.89000
  • LogP: -2.21380

a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine(Mixture of Diastereomers) Pricemore >>

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a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine(Mixture of Diastereomers) Production Method

a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine(Mixture of Diastereomers) Related Literature

Additional information on a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine(Mixture of Diastereomers)

Research Brief on a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine (Mixture of Diastereomers) and CAS 132014-87-0

The compound a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine (Mixture of Diastereomers), associated with CAS number 132014-87-0, has garnered significant attention in recent chemical and biomedical research due to its potential applications in DNA adduct formation and mutagenesis studies. This research brief synthesizes the latest findings on this compound, focusing on its chemical properties, biological relevance, and implications for therapeutic development.

Recent studies have highlighted the role of a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine as a critical DNA adduct formed by the reaction of DNA with reactive metabolites of certain carcinogens. The compound's structural complexity, arising from its mixture of diastereomers, poses unique challenges and opportunities for analytical and synthetic chemists. Advanced techniques such as LC-MS/MS and NMR spectroscopy have been employed to characterize its stereochemistry and quantify its presence in biological samples.

In the context of biomedical research, this adduct has been implicated in the mechanisms of genotoxicity and carcinogenesis. A 2023 study published in Chemical Research in Toxicology demonstrated that the adduct disrupts DNA replication fidelity, leading to mutations that may contribute to cancer development. The study utilized in vitro models and molecular dynamics simulations to elucidate the adduct's interactions with DNA polymerases, providing insights into its mutagenic potential.

From a therapeutic perspective, understanding the formation and repair of a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine adducts is crucial for developing strategies to mitigate carcinogen-induced DNA damage. Recent work has explored the efficacy of nucleotide excision repair (NER) pathways in recognizing and removing these adducts, with findings suggesting variability in repair efficiency depending on the adduct's stereochemistry. This has implications for personalized medicine approaches targeting DNA repair deficiencies in cancer patients.

Ongoing research is also investigating synthetic analogs of this compound as potential tools for studying DNA damage response mechanisms. The ability to selectively introduce these adducts into DNA sequences has enabled researchers to probe the structural and functional consequences of specific DNA lesions, advancing our understanding of chemical carcinogenesis at the molecular level.

In conclusion, a-Methyl-γ-hydroxy-1,N2-propano-2’-deoxyguanosine (Mixture of Diastereomers) represents a chemically and biologically significant DNA adduct that continues to be a focus of intensive research. Its study contributes to fundamental knowledge in chemical biology while offering potential translational applications in cancer research and therapeutic development. Future directions may include the development of more sensitive detection methods and the exploration of interventions to enhance cellular repair of such lesions.

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