Date published: 2025-10-20

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Isoguanine (CAS 3373-53-3)

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Alternate Names:
6-Amino-1,3-dihydro-2H-purin-2-one
Application:
Isoguanine is A nucleotide base as immunostimulator agent
CAS Number:
3373-53-3
Purity:
≥95%
Molecular Weight:
151.13
Molecular Formula:
C5H5N5O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Isoguanine functions as a structural analog of guanine in nucleic acids. It can pair with cytosine during DNA replication and transcription, leading to potential mutagenic effects. Isoguanine can also be used to study the impact of guanine analogs on DNA stability and replication fidelity. At the molecular level, isoguanine can disrupt the normal base pairing interactions in DNA, leading to altered genetic information. Its mechanism of action involves interfering with the normal hydrogen bonding patterns in DNA, leading to potential errors in DNA replication and transcription processes. Isoguanine′s role in experimental applications involves providing insights into the impact of guanine analogs on DNA structure and function.


Isoguanine (CAS 3373-53-3) References

  1. Mechanisms of the Formation of Adenine, Guanine, and Their Analogues in UV-Irradiated Mixed NH3:H2O Molecular Ices Containing Purine.  |  Bera, PP., et al. 2017. Astrobiology. 17: 771-785. PMID: 28708419
  2. Molecular tapes in the structure of isoguaninium chloride.  |  Budniak, UA. and Dominiak, PM. 2018. Acta Crystallogr C Struct Chem. 74: 108-112. PMID: 29303504
  3. Identification and quantification of isoguanosine in humans and mice.  |  Weimann, A., et al. 2019. Scand J Clin Lab Invest. 79: 225-232. PMID: 30888208
  4. Fused Heterocyclic Systems with an s-Triazine Ring. 34. Development of a Practical Approach for the Synthesis of 5-Aza-isoguanines.  |  Junaid, A., et al. 2019. Molecules. 24: PMID: 31013786
  5. Photodynamics of alternative DNA base isoguanine.  |  Gate, G., et al. 2019. Phys Chem Chem Phys. 21: 13474-13485. PMID: 31204732
  6. Could Purines Be Formed from Cyanamide and Cyanoacetylene in a Prebiotic Earth Environment?  |  Kaur, S., et al. 2019. ACS Omega. 4: 12771-12781. PMID: 31460401
  7. Fluorescence of the tri-cyclic adenine and isoguanine derivatives and their ribosides: possible analytical applications.  |  Stachelska-Wierzchowska, A. and Wierzchowski, J. 2019. Acta Biochim Pol. 66: 585-588. PMID: 31804790
  8. Accurate geometrical restraints for Watson-Crick base pairs.  |  Gilski, M., et al. 2019. Acta Crystallogr B Struct Sci Cryst Eng Mater. 75: 235-245. PMID: 32830749
  9. Chemically Stabilized DNA Barcodes for DNA-Encoded Chemistry.  |  Potowski, M., et al. 2021. Angew Chem Int Ed Engl. 60: 19744-19749. PMID: 34153170
  10. Identifying the wide diversity of extraterrestrial purine and pyrimidine nucleobases in carbonaceous meteorites.  |  Oba, Y., et al. 2022. Nat Commun. 13: 2008. PMID: 35473908
  11. A novel chromatin regulator-related immune checkpoint related gene prognostic signature and potential candidate drugs for endometrial cancer patients.  |  Liu, Z., et al. 2022. Hereditas. 159: 40. PMID: 36253800
  12. Integrated metabolomic and transcriptomic analysis reveals the role of phenylpropanoid biosynthesis pathway in tomato roots during salt stress.  |  Jia, C., et al. 2022. Front Plant Sci. 13: 1023696. PMID: 36570882
  13. The Base Pairs of Isoguanine and 8-Aza-7-deazaisoguanine with 5-Methylisocytosine as Targets for DNA Functionalization.  |  Kondhare, D., et al. 2023. Bioconjug Chem. 34: 422-432. PMID: 36735859
  14. A bioinformatics approach to identifying the biomarkers and pathogenesis of major depressive disorder combined with acute myocardial infarction.  |  Yu, C., et al. 2023. Am J Transl Res. 15: 932-948. PMID: 36915729

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Isoguanine, 100 mg

sc-211670
100 mg
$206.00