25030-04-0Relevant articles and documents
Hydroxylating Activity of a Water-soluble Manganese Porphyrin Associated with Potassium Hydrogen Persulfate: Formation of 8-hydroxyadenosine-5'-mono-phosphate from AMP.
Bernadou, Jean,Gelas, Pascale,Meunier, Bernard
, p. 6615 - 6618 (1988)
The associacion of potassium monopersulfate, KHSO5, with a wather-soluble manganese porphyrin complex has been recently reported as being a very efficient system for the oxidative cleavage of DNA (Fouquet et al., J.Chem.Soc., Chem.Commun., 1987, 1169); similar results are observed with RNA.As puzzle piece of the mechanism of this oxidative degradation of nucleic acids, we report in the present communications the identification of 8-hydroxyadenosine-5'-monophosphate as oxidation product of adenosine-5'-monophosphate (AMP) by KHSO5/(OAc)5.In the absense of manganese catalyst, the only detectable compound is the adenosine-N1-5'-monophosphate.
Synthesis of cyclic adenosine 5′-diphosphate ribose analogues: A C2′ endo/syn "southern" ribose conformation underlies activity at the sea urchin cADPR receptor
Moreau, Christelle,Ashamu, Gloria A.,Bailey, Victoria C.,Galione, Antony,Guse, Andreas H.,Potter, Barry V. L.
experimental part, p. 278 - 290 (2011/02/23)
Novel 8-substituted base and sugar-modified analogues of the Ca 2+ mobilizing second messenger cyclic adenosine 5′-diphosphate ribose (cADPR) were synthesized using a chemoenzymatic approach and evaluated for activity in sea urchin egg homogenate (SUH) and in Jurkat T-lymphocytes; conformational analysis investigated by 1H NMR spectroscopy revealed that a C2′ endo/syn conformation of the "southern" ribose is crucial for agonist or antagonist activity at the SUH-, but not at the T cell-cADPR receptor.
Synthesis and properties of 2',5'-adenylate trimers bearing 2'-terminal 8-bromo or 8-hydroxyadenosine
Yoshida, Shiro,Takaku, Hiroshi
, p. 2456 - 2461 (2007/10/02)
Trimers of 2',5'-oligoadenylic acids bearing 2'-terminal 8-bromo- or 8-hydroxyadenosine have been synthesized by the phosphotriester method.Some properties of these compounds were studied by circular dichroism (CD) spectroscopy.The 2',5'-adenylate trimer, A2'p5'A2'p5'HOA (10a) was found to have less stacked structure than the 2',5'-adenylate trimers A2'p5'A2'p5'BrA (11) and A2'p5'A2'p5'A (10b).Keywords - modified 2',5'-adenylate trimer; N6,N6,3'-O-tribenzoyladenosine; 8-bromoadenosine; coupling agent; CD spectrum; HPLC; reversed-phase liquid chromatography.