Date published: 2026-4-20

1-800-457-3801

SCBT Portrait Logo
Seach Input

3-Deazaadenosine (CAS 6736-58-9)

5.0(1)
Write a reviewAsk a question

Alternate Names:
4-Amino-1-(Beta-D-ribofuranosyl)-1H-imidazo(4,5)-pyridine
Application:
3-Deazaadenosine is an inhibitor of leukocyte adhesion to TNF-treated endothelial cells
CAS Number:
6736-58-9
Purity:
≥98%
Molecular Weight:
266.25
Molecular Formula:
C11H14N4O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

3-Deazaadenosine is a compound of interest within molecular biology and biochemistry for its unique ability to act as an adenosine analog, which alters various biochemical pathways. Its mechanism of action is centered around the inhibition of S-adenosylhomocysteine hydrolase, leading to a reduction in methylation reactions within the cell, a critical area of study for understanding epigenetic regulation. This has prompted extensive research into its influence on gene expression and the potential implications for cellular differentiation and development. Additionally, 3-deazaadenosine is studied regarding how it affects the purine salvage pathways that are for the survival of some parasites, providing useful for dissecting the role of these pathways in parasitic life cycles. In biochemical research, it also serves as a chemical probe to investigate the influence of methylation on protein function and nucleic acid integrity, broadening the understanding of cellular homeostasis mechanisms.


3-Deazaadenosine (CAS 6736-58-9) References

  1. 3-deazaadenosine, a S-adenosylhomocysteine hydrolase inhibitor, has dual effects on NF-kappaB regulation. Inhibition of NF-kappaB transcriptional activity and promotion of IkappaBalpha degradation.  |  Jeong, SY., et al. 1999. J Biol Chem. 274: 18981-8. PMID: 10383397
  2. 3-deazaadenosine prevents adhesion molecule expression and atherosclerotic lesion formation in the aortas of C57BL/6J mice.  |  Walker, G., et al. 1999. Arterioscler Thromb Vasc Biol. 19: 2673-9. PMID: 10559010
  3. Synthesis of halogen-substituted 3-deazaadenosine and 3-deazaguanosine analogues as potential antitumor/antiviral agents.  |  Liu, MC., et al. 2001. Nucleosides Nucleotides Nucleic Acids. 20: 1975-2000. PMID: 11794802
  4. 3-Deazaadenosine inhibits vasa vasorum neovascularization in aortas of ApoE(-/-)/LDL(-/-) double knockout mice.  |  Langheinrich, AC., et al. 2009. Atherosclerosis. 202: 103-10. PMID: 18495128
  5. Facile synthesis of a 3-deazaadenosine phosphoramidite for RNA solid-phase synthesis.  |  Mairhofer, E., et al. 2016. Beilstein J Org Chem. 12: 2556-2562. PMID: 28144324
  6. Family-wide analysis of aminoacyl-sulfamoyl-3-deazaadenosine analogues as inhibitors of aminoacyl-tRNA synthetases.  |  Zhang, B., et al. 2018. Eur J Med Chem. 148: 384-396. PMID: 29477072
  7. 3-Deazaadenosine, an S-adenosylhomocysteine hydrolase inhibitor, attenuates lipopolysaccharide-induced inflammatory responses via inhibition of AP-1 and NF-κB signaling.  |  Yang, WS., et al. 2020. Biochem Pharmacol. 182: 114264. PMID: 33035507
  8. Convenient Synthesis of 3-Deazapurine Nucleosides (3-Deazainosine, 3-Deazaadenosine and 3-Deazaguanosine) Using Inosine as a Starting Material.  |  Hinotani, N., et al. 2021. Curr Protoc. 1: e297. PMID: 34837670
  9. 3-deazaadenosine (3DA) alleviates senescence to promote cellular fitness and cell therapy efficiency in mice.  |  Guerrero, A., et al. 2022. Nat Aging. 2: 851-866. PMID: 36438588
  10. lncRNA ZNRD1-AS1 promotes malignant lung cell proliferation, migration, and angiogenesis via the miR-942/TNS1 axis and is positively regulated by the m6A reader YTHDC2.  |  Wang, J., et al. 2022. Mol Cancer. 21: 229. PMID: 36581942
  11. 3-Deazaadenosine keeps senescence at bay.  |  Guerrero, A. and Gil, J. 2023. Aging (Albany NY). 15: 2369-2370. PMID: 36988502
  12. 3-Deazaadenosine-induced disorganization of macrophage microfilaments.  |  Stopford, CR., et al. 1985. Proc Natl Acad Sci U S A. 82: 4060-4. PMID: 3858863
  13. 3-Deazaadenosine and MDL29350 differentially affect the methylation of serine-and ethanolamine-derived phosphatidylethanolamine in Hep G2 cells.  |  Lu, X., et al. 1993. Metabolism. 42: 1506-8. PMID: 8246762
  14. 3-Deazaadenosine analogues inhibit the production of tumour necrosis factor-alpha in RAW264.7 cells stimulated with lipopolysaccharide.  |  Jeong, SY., et al. 1996. Immunology. 89: 558-62. PMID: 9014821

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

3-Deazaadenosine, 5 mg

sc-216428
5 mg
$357.00

3-Deazaadenosine, 10 mg

sc-216428A
10 mg
$525.00

va risospesa in H2O? non ci sono specifiche

Asked by: ClaCod
Thank you for your question. This is soluble in water at 10 mg/mL (with heating to 60 °C).
Answered by: Tech Service
Date published: 2020-01-16
  • y_2026, m_4, d_9, h_7CST
  • bvseo_bulk, prod_bvqa, vn_bulk_3.0.43
  • cp_1, bvpage1
  • co_hasquestionsanswers, tq_1
  • loc_en_US, sid_216428, prod, sort_[SortEntry(order=LAST_APPROVED_ANSWER_SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-4.0.0
  • CLOUD, getContent, 96ms
  • QUESTIONS, PRODUCT
Rated 5 out of 5 by from LeeLee, SY. et al. (PubMed 21311682) reported that induction of the intrinsic apoptotic pathway by 3-Deazaadenosine is mediated by BAX activation in HL-60 cells. -SCBT Publication Review
Date published: 2015-03-12
  • y_2026, m_4, d_9, h_7
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.43
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_216428, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-4.0.0
  • CLOUD, getReviews, 16ms
  • REVIEWS, PRODUCT
3-Deazaadenosine is rated 5.0 out of 5 by 1.
  • y_2026, m_4, d_9, h_7
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.43
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_216428, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-4.0.0
  • CLOUD, getAggregateRating, 105ms
  • REVIEWS, PRODUCT