8-Azanebularine

• CAT Number: I045132
• CAS Number: 38874-46-3
• Molecular Formula: C9H11N5O4
• Molecular Weight: 253.21
• Purity: ≥95%
• Synonyms: (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(triazolo[4,5-d]pyrimidin-3-yl)oxolane-3,4-diol
• InChI: InChI=1S/C9H11N5O4/c15-2-5-6(16)7(17)9(18-5)14-8-4(12-13-14)1-10-3-11-8/h1,3,5-7,9,15-17H,2H2/t5-,6-,7-,9-/m1/s1
• InChIKey: XOUCEKYAMMLQRC-JXOAFFINSA-N
• SMILES: C1=C2C(=NC=N1)N(N=N2)C3C(C(C(O3)CO)O)O

8-Azanebularine, a compound with hydrogen in place of the C6 amino group, inhibits the ADAR2 reaction at high concentrations (IC50=15 mM). 8-Azanebularine is incorporated into an RNA structure recognized by human ADAR2 results in high-affinity binding (KD=2 nM). 8-Azanebularine can be used for the research of ADAR-catalyzed RNA-editing reaction[1].
8-Azanebularine-modified RNA duplexes (0-3 μM) can inhibit ADAR1 editing of an RNA target (such as 5-HT2C and NEIL1 editing by ADAR1)[2].

Reference

[1]. Haudenschild BL, et al. A transition state analogue for an RNA-editing reaction. J Am Chem Soc. 2004;126(36):11213-11219.
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[2]. Mendoza HG, et al. Selective Inhibition of ADAR1 Using 8-Azanebularine-Modified RNA Duplexes. Biochemistry. 2023 Apr 18;62(8):1376-1387.
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