Molecular structure of Zebularine, CAS Number: 3690-10-6
Zebularine (CAS 3690-10-6)
See product citations (3)
Alternate Names:
4-Deoxyuridine; 1-b-D-Ribofuranosyl-2(1H)-pyrimidinone; 1-(β-D-Ribofuranosyl)-1,2-dihydropyrimidin-2-one, 2-Pyrimidone-1-β-D-riboside
Application:
Zebularine is an inhibitor of DNA methyltransferase (Dnmt)
CAS Number:
3690-10-6
Purity:
≥98%
Molecular Weight:
228.21
Molecular Formula:
C9H12N2O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Zebularine is a cell-permeable chemically stable cytidine analog and DNA methylation inhibitor which acts by forming a covalent complex with DNMT. It displays antiangiogenic activity and markedly inhibits vessel formation in different tumor models. It reactivates silenced E-cadherin and potentiates the effects of other epigenetic therapeutics such as vorinistat. Induces differentiation of mesenchymal cells into cardiomyocytes. Inhibits cytidine deaminase (CDD).
Zebularine (CAS 3690-10-6) References
- Zebularine: a novel DNA methylation inhibitor that forms a covalent complex with DNA methyltransferases. | Zhou, L., et al. 2002. J Mol Biol. 321: 591-9. PMID: 12206775
- Inhibition of DNA methylation and reactivation of silenced genes by zebularine. | Cheng, JC., et al. 2003. J Natl Cancer Inst. 95: 399-409. PMID: 12618505
- Preferential response of cancer cells to zebularine. | Cheng, JC., et al. 2004. Cancer Cell. 6: 151-8. PMID: 15324698
- Zebularine: a new drug for epigenetic therapy. | Yoo, CB., et al. 2004. Biochem Soc Trans. 32: 910-2. PMID: 15506921
- Zebularine: a unique molecule for an epigenetically based strategy in cancer chemotherapy. The magic of its chemistry and biology. | Marquez, VE., et al. 2005. Nucleosides Nucleotides Nucleic Acids. 24: 305-18. PMID: 16247946
- Zebularine: a unique molecule for an epigenetically based strategy in cancer chemotherapy. | Marquez, VE., et al. 2005. Ann N Y Acad Sci. 1058: 246-54. PMID: 16394141
- Binding of pyrimidin-2-one ribonucleoside by cytidine deaminase as the transition-state analogue 3,4-dihydrouridine and the contribution of the 4-hydroxyl group to its binding affinity. | Frick, L., et al. 1989. Biochemistry. 28: 9423-30. PMID: 2692708
- Zebularine induces replication-dependent double-strand breaks which are preferentially repaired by homologous recombination. | Orta, ML., et al. 2017. DNA Repair (Amst). 57: 116-124. PMID: 28732309
- Zebularine elevates STING expression and enhances cGAMP cancer immunotherapy in mice. | Lai, J., et al. 2021. Mol Ther. 29: 1758-1771. PMID: 33571681
- Anti-Cancer Effects of Epigenetics Drugs Scriptaid and Zebularine in Human Breast Adenocarcinoma Cells. | Yap, ZH., et al. 2022. Anticancer Agents Med Chem. 22: 1582-1591. PMID: 34102995
- Zebularine protects against blood-brain-barrier (BBB) disruption through increasing the expression of zona occludens-1 (ZO-1) and vascular endothelial (VE)-cadherin. | Zeng, X., et al. 2022. Bioengineered. 13: 4441-4454. PMID: 35112992
- Examination of epigenetic inhibitor zebularine in treatment of skin wounds in healthy and diabetic mice. | Sass, P., et al. 2022. J Tissue Eng Regen Med. 16: 1238-1248. PMID: 36350668
- The Protective Effect of Zebularine, an Inhibitor of DNA Methyltransferase, on Renal Tubulointerstitial Inflammation and Fibrosis. | Koh, ES., et al. 2022. Int J Mol Sci. 23: PMID: 36430531
Inhibitor of:
4930485B16Rik, 4933402E13Rik, 5-Methylcytidine, 5830415F09Rik, 7530422B04Rik, AIPL1, APOBEC4, BRWD1, C6orf120, CDD, Dlx-6, DNAH10, DNAH12, DNAH8, DNAS1L3, DNC, Dnmt, Dnmt1, Dnmt3a, Dnmt3b, Dynlt1d, Fibrillarin-like 1, FRNK, FucT-IX, FucT-l, FUS/TLS, GAGE13, GAGE7B, GATC, Glucosidase I, GrapL, H2-Dd, H2-M1, H2-M10.3, H2bl2, hCAP-D3, hCG_38480, HEN1, Histone cluster 1 H2AO, Histone cluster 1 H3H, Histone cluster 1 H4M, HoxA7, IFT20, KIAA1429, Klkb1, KRTAP8-2, KV4.1, LAGE-2A, LEMD2, LGALS9C, LOC100039210, LOC100039786, LOC100039899, LOC100040657, LOC100040781, LOC100040962, LOC100041054, LOC440338, LOC644838, LOXL3, MBD3L2, MBD3L3, MBD3L4, MBD3L5, MBD6, MeCP2, METT10D, MILI, MTGR1, MYBPC3, NBPF15, NBPF24, NKG2-C, NSUN1, NSUN5, NSUN5B, NSUN5C, NSUN7, P42pop, PCDH11Y, PCDHAC1_Pcdhac1, PCDHGA5, PCDHGA8, Peg10, POTEJ, PRAMEF13, PRAMEF23, PRAMEF25, PSG8, RAET1L, RASSF1G, RBM35B, Reprimo, RFX6, Ribosomal Protein L12, SNURF, Sp4, Sp9, SPAG11, T cell leukemia homeobox (TLX), TDG, TET3, TEX13B, TIGD3, TMEM98, TRM61, TRMU, TSPY8, WBSCR22, XKRY2, ZCCHC6, ZCWCC1, ZFY, and ZNF322A.Activator of:
β1-Syntrophin, γ-GCSc, 1110059E24Rik, 5-Methylcytidine, AF9, BBS5, BTF3L4, C1orf105, C20orf26, C3orf30, C3orf33, C3orf70, CCDC21, CCDC36, CDD, CDYL, CGBP, Chr-A, connexin 33, Cruz Tag 09TM, CrxOS, DCTD, Dmap1, DPPA4, DPYS, EG333452, EG385328, EGL-27, ENT3, ERI-1, ERVK6, FAM22G, FAM43B, FBXO8, FLJ44635, FOXR2, GDF5OS, H2-M11, HIC-2, Histone cluster 1 H2AI, Histone cluster 1 H2BC, Histone cluster 1 H2BI, Histone cluster 1 H3A, Histone cluster 1 H3H, Histone cluster 1 H3I, Histone cluster 2 H4A, HMG-1L, HoxA3, HoxA4, HoxC9, HP1, HRG4, HTR3E, hunchback, IFT80, INTS7, Jade-1, Khdc1a, Khdc1c, KIAA0556, Kinocilin, KRBOX1, LEUTX, LIMCH1, LLC1, LOC100039674, LOC100039934, LOC100040500, LOC100040682, LOC100040885, LOC100041102, LOC100041179, LOC100041231, LOC100041261, LOC100041296, LOC100041336, LOC441005, LOC643749, LOC730098, LOC730159, LRRC34, LRRC42, Mael, MAGE-F1, MBD1, MBD3L2, MBD3L2-5, MBD3L3, MBD3L4, MBD6, MEIOB, METTL1, MTAP, MTF-2, Mystique, NBPF3, nephrocystin-5, NESP55, NPAL3, NUT, NY-ESO-1, OC-2, OR2T33, OR5AY1, OR6K3, OR6Y1, PABPN1, Pax-2, PCDHGA8, pescadillo, PHF2, PHF21A, PHF21B, PHF8, POGZ, POTE2β, POTEJ, PRAMEF17, PRDM11, PRR23A, RAI1, RASSF2, RGPD8, Rhox1, Rhox10, Rhox11, Rhox12, Rhox13, Rhox2a, Rhox2b, Rhox2c, Rhox2d, Rhox2e, Rhox3a, Rhox3f, Rhox3g, Rhox3h, Rhox4b, Rhox4c, Rhox4d, Rhox4e, Rhox4f, Rhox4g, RNase HII-B, RNF187, SEBOX, SETMAR, SGS3, SNF2L, Sox-21, Spi13, SSX1, Staf-50, TADA2L, TAG-72, Tektin 2, TEX19, TFIIH p89, THAP10, TIG1, TMEM53, TMEM89, TNRC6B, TSPYL4, u4/u6 snRNP, UHRF1, UNCX, WDSUB1, WRCH1, ZNF217, ZNF232, ZNF345, ZNF385C, ZNF408, ZNF575, ZNF594, ZNF620, ZNF671, and ZNF766.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Zebularine, 10 mg | sc-203315 | 10 mg | $129.00 | |||
Zebularine, 25 mg | sc-203315A | 25 mg | $284.00 | |||
Zebularine, 100 mg | sc-203315B | 100 mg | $1004.00 |