WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 408006
Description: Bobcat339 is a novel cytosine-based TET enzyme inhibitor with IC50 of 33 uM (TET1) and 73 uM (TET2). Bobcat339 has mid-μM inhibitor activity against TET1 and TET2, but does not inhibit the DNA methyltransferase, DNMT3a. These new molecular tools will be useful to the field of epigenetics and serve as a starting point for new therapeutics that target DNA methylation and gene transcription.
MedKoo Cat#: 408006
Chemical Formula: C16H12ClN3O
Exact Mass: 297.0669
Molecular Weight: 297.742
Elemental Analysis: C, 64.54; H, 4.06; Cl, 11.91; N, 14.11; O, 5.37
Synonym: Bobcat339; Bobcat-339; Bobcat 339;
IUPAC/Chemical Name: 1-([1,1'-biphenyl]-3-yl)-4-amino-5-chloropyrimidin-2(1H)-one
InChi Key: QMGYGOOYCNTEQO-UHFFFAOYSA-N
InChi Code: InChI=1S/C16H12ClN3O/c17-14-10-20(16(21)19-15(14)18)13-8-4-7-12(9-13)11-5-2-1-3-6-11/h1-10H,(H2,18,19,21)
SMILES Code: O=C1N=C(N)C(Cl)=CN1C2=CC(C3=CC=CC=C3)=CC=C2
DNA methylation is known as the prima donna epigenetic mark for its critical role in regulating local gene transcription. Changes in the landscape of DNA methylation across the genome occur during cellular transition, such as differentiation and altered neuronal plasticity, and become dysregulated in disease states such as cancer. The TET family of enzymes is known to be responsible for catalyzing the reverse process that is DNA demethylation by recognizing 5-methylcytosine and oxidizing the methyl group via an Fe(II)/alpha-ketoglutarate-dependent mechanism.
1: Chua GNL, Wassarman KL, Sun H, Alp JA, Jarczyk EI, Kuzio NJ, Bennett MJ,
Malachowsky BG, Kruse M, Kennedy AJ. Cytosine-Based TET Enzyme Inhibitors. ACS
Med Chem Lett. 2019 Jan 31;10(2):180-185. doi: 10.1021/acsmedchemlett.8b00474.
eCollection 2019 Feb 14. PubMed PMID: 30783500; PubMed Central PMCID: PMC6378777.