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ChemicalBook--->CAS DataBase List--->1428126-74-2

1428126-74-2

1428126-74-2 Structure

1428126-74-2 Structure
IdentificationBack Directory
[Name]

2-Aminopurine (hydrochloride)
[CAS]

1428126-74-2
[Synonyms]

[Molecular Formula]

C5H6ClN5
[MDL Number]

MFCD28143452
[MOL File]

1428126-74-2.mol
[Molecular Weight]

171.59
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

PBS (pH 7.2): 5 mg/ml
[form ]

A crystalline solid
Hazard InformationBack Directory
[Description]

2-Aminopurine is a fluorescent analog of guanosine and adenosine that is used as a site-specific probe of nucleic acid structure and dynamics.1 It base pairs with cytosine in a wobble configuration or with thymine in a Watson–Crick geometry.1 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 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 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.3
[Uses]

2-Aminopurine Dihydrochloride is a probe of structural dynamics and charge transfer in DNA.
[storage]

Store at -20°C
[References]

1. Jean, J.M., and Hall, K.B. 2-Aminopurine fluorescence quenching and lifetimes: Role of base stacking Proc. Natl. Acad. Sci. USA 98(1),37-41(2001).
2. Holz, B., Klimasauskas, S., Serva, S., et al. 2-Aminopurine as a fluorescent probe for DNA base flipping by methyltransferases Nucleic Acids Res. 26(4),1076-1083(1998).
3. Endoh, Y., Chung, Y.M., Clark, I.A., et al. IL-10-dependent S100A8 gene induction in monocytes/macrophages by double-stranded RNA J. Immunol. 182(4),2258-2268(2009).
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