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

For Research Use Only. Not for use in diagnostic procedures. Catalog #: MBS256647

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… More details

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Product Overview

Online Datasheet in PDF
Product Name
8- Bromoadenosine- 2', 3'- cyclic monophosphate (8-Br-2',3'-cAMP), Biochemical
Full Product Name
8- Bromoadenosine- 2', 3'- cyclic monophosphate (8-Br-2',3'-cAMP), sodium salt
Product Synonym Names
8-Br-2',3'-cAMP; 8-Bromoadenosine-2', 3'-cyclic monophosphate, sodium salt
Form/Format
Sodium. Lyophilized or crystallized sodium salt.
Purity/Purification
Typical analysis is >97 % (HPLC/ UV/ 264 nm). The product is not sterile and has not been tested for endotoxins
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.
Molecular Weight
430.1
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.

Product References and Citations for 8- Bromoadenosine- 2', 3'- cyclic monophosphate (8-Br-2',3'-cAMP) biochemical

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"

Other Notes

Small volumes of 8- Bromoadenosine- 2', 3'- cyclic monophosphate (8-Br-2',3'-cAMP) biochemical vial(s) may occasionally become entrapped in the seal of the product vial during shipment and storage. If necessary, briefly centrifuge the vial on a tabletop centrifuge to dislodge any liquid in the container`s cap. Certain products may require to ship with dry ice and additional dry ice fee may apply.

Searchable Terms for 8- Bromoadenosine- 2', 3'- cyclic monophosphate (8-Br-2',3'-cAMP) purchase

MBS256647 is a biochemical targeting 8- Bromoadenosine- 2', 3'- cyclic monophosphate (8-Br-2',3'-cAMP). Also known as 8- Bromoadenosine- 2', 3'- cyclic monophosphate (8-Br-2',3'-cAMP), sodium salt.
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