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5'-O-MB-2',3'-cAMP

5'- O- Monobutyryladenosine- 2', 3'- cyclic monophosphate ( 5'-O-MB-2',3'-cAMP ), sodium salt 

Cat. No.: M 176
    
CAS No.: [pending]
Shipping: ambient
Product Name Price (net) Qty
Cat. No.: M 176-05
Unit: 5 µmol / ~2.1 mg
$165.00

5’-O-MB-2’,3’-cAMP is a membrane permeable analogue and prodrug / precursor  of 2',3'-cAMP (BIOLOG Cat. No. A 307) and was used to identify pathways regulated by 2',3'- cNMPs, including flagellar motility and biofilm formation in E. coli.  After entering a target cell by passive diffusion, the butyrate group is split off by endogenous esterases to release the parent compound 2',3'-cAMP. Caution: Also extracellular esterases activities were reported in literature and premature release of 2',3'-cAMP strongly reduces membrane permeability. 2',3'-cAMP is a positional isomer of the natural second messenger 3',5'-cAMP (BIOLOG Cat. No. A 001) and was found to be 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. References: Duggal et al., J. Bacteriol., 204, e0020821 (2022); Kosmacz et al., Plant Physiol., 177, 411 - 421 (2018).

Cat. No. M 176
CAS number [pending]
Purity > 97% HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Molecular formula C₁₄H₁₇N₅O₇P · Na
Molecular weight [g/mol] 421.3 (free acid)
Absorption max [nm] 259
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 15000
UV pH value 7