8- Bromoadenosine- 2', 3'- cyclic monophosphate (8-Br-2',3'-cAMP) Biochemical

8- Bromoadenosine- 2', 3'- cyclic monophosphate (8-Br-2',3'-cAMP), sodium salt

Cat. Num. AAA256647

• Purity: Typical analysis is >97 % (HPLC/ UV/ 264 nm). The product is not sterile and has not been tested for endotoxins
• Synonyms: 8- Bromoadenosine- 2'; 3'- cyclic monophosphate (8-Br-2'; 3'-cAMP); sodium salt; 8-Br-2'; 3'-cAMP; 8-Bromoadenosine-2'; 3'-cyclic monophosphate; 3'-cAMP) biochemical

• Purity/Purification: Typical analysis is >97 % (HPLC/ UV/ 264 nm). The product is not sterile and has not been tested for endotoxins
• Form/Format: Sodium. Lyophilized or crystallized sodium salt.

• Solubility: 8-Br-2',3'-cAMP is soluble in water (>= 28 mM, limits have not been determined).
• SMILES: O=P(O1)([O-])O[C@H]2[C@@H]1[C@H](N3C(Br)=NC4=C3N=CN=C4N)O[C@@H]2CO.[Na+]
• CAS Number: 42391-15-1
• Formula: C??H??BrN?O?P·Na
• Properties: 8-Br-2',3'-cAMP is considered to be a membrane-permeable analogue of 2',3'-cAMP (Kosmaczet al. 2018). 2',3'-cAMP is a positional isomer of the natural second messenger 3',5'-cAMP and was found tobe produced by organ systems such as rat and mouse kidney and mouse brain from RNA degradation. It was also recently reported to promote the formation of stress granules in Arabidopsis thaliana.
• UV: lambda max 264 nm, epsilon 17000, pH 7
• Notes: Equal concentrations of 8-Br-2',3'-cAMP can appear very different in volume due to sensitivity of the lyophilized form to humidity. The compound can even contract to small volume droplets. Normally the product is located in the conical bottom of the tube. Micromolar quantities are determined by UV at lambda max.; Please rinse tube walls carefully and preferably use ultrasonic or vortex to achieve total and uniform mixing. When opening the tube please make sure that no substance is lost within the cap.; Please keep in mind that the in vivo properties of this compound are not sufficiently characterized up to now.
• Preparation and Storage: Store at -20 degree C; It has sufficient stability for short-term exposure to room temperature and does not needspecial care during handling or shipment. Nevertheless, we recommend that the compound should be stored in the freezer, for longerstorage periods preferably in freeze-dried form.

Structure

Related Product Information for 8- Bromoadenosine- 2', 3'- cyclic monophosphate (8-Br-2',3'-cAMP) biochemical

Brominated analogue of 2',3'-cAMP. 8-Br-2',3'-cAMP is a cyclic phosphate ester of adenosine in which both the 2'- and the 3'-hydroxy groups are esterifiedby phosphoric acid. In addition, the hydrogen in position 8 of the heterocyclic nucleobase is replaced by bromine.

References

Kosmacz, M.; Luzarowski, M.; Kerber, O.; Leniak, E.; Gutiérrez-Beltrán, E.; Moreno, J.C.; Gorka, M.; Szlachetko, J.; Veyel, D.;Graf, A.; Skirycz, A., Plant Physiol., 177, 411 - 421 (2018): "Interaction of 2',3'-cAMP with Rbp47b Plays a Role in Stress Granule Formation.
Forman, M.B.; Gillespie, D.G.; Cheng, D.; Jackson, E.K., Dig. Dis. Sci., 59, 2118 - 2125 (2014): "A Novel Adenosine Precursor2',3'-Cyclic Adenosine Monophosphate Inhibits Formation of Post-Surgical Adhesions"