2-Aminopurine (hydrochloride)

2-Aminopurine is a fluorescent analog of guanosine and adenosine that is used as a site-specific probe of nucleic acid structure and dynamics. It base pairs with cytosine in a wobble configuration or with thymine in a Watson-Crick geometry. In addition to its usefulness in studies of base stacking interactions, 2-aminopurine has been used as a probe for DNA base flipping by methyl transferases. 2-Aminopurine exhibits an excitation/emission of 320/381 nm, respectively, when adjusted to reduce interference with DNA base absorption as well as tryptophan fluorescence. 2-Aminopurine inhibits the double-stranded RNA-dependent protein kinase, protein kinase R, whose activity mediates antiviral defense and participates in toll-like receptor signaling.Formal Name: 9H-purin-2-amine, dihydrochloride. CAS Number: 1428126-74-2. Synonyms: 2-AP. Molecular Formula: C5H5N5 . 2HCl. Formula Weight: 208.1. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: PBS (pH 7.2): 5 mg/ml. lambdamax: 216, 305 nm. SMILES: NC1=NC2=NC=NC2=CN1.Cl.Cl. InChi Code: InChI=1S/C5H5N5.2ClH/c6-5-7-1-3-4(10-5)9-2-8-3,,/h1-2H,(H3,6,7,8,9,10),2*1H. InChi Key: ZMYNIVFDDGHSJU-UHFFFAOYSA-N.