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DEACM-caged cAMP

(7- Diethylaminocoumarin- 4- yl)methyladenosine- 3', 5'- monophosphate (DEACM-caged cAMP)
Caged cAMP releasing fluorescent coumarin upon irradiation
Cat. No.: D 042
    
CAS No.: [339291-37-1]
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Axial isomer, for the corresponding isomeric mixture please inquire. DEACM-caged cAMP is an only weakly fluorescent, caged precursor of the second messenger cyclic AMP, which upon irradiation, releases both cAMP and a fluorescent coumarin analogue. High lipophilicity but still reasonable solubility in aqueous systems. Detailed technical information available. Reference: Hagen et al., Angew. Chem. Int. Ed., 40, 1046 - 1048 (2001).

 

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Cat. No. D 042
CAS number [339291-37-1]
Purity > 98% HPLC
Storage temperature -20°C / -4°F
Light-sensitive True
Molecular formula C₂₄H₂₇N₆O₈P
Molecular weight [g/mol] 576,5
Modifications 8-cAMP
Target PKA (cAK) Activator
Absorption max [nm] 401
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 18600
  • 1. Hagen V., Benndorf K.Kaupp U. B., aus: Dynamic Studies in Biology - Phototriggers R. Givens) Wiley-VCH Verlag Weinheim, 0, 0 - 0 (2005), "Photochemical Release of Second Messengers - Caged Cyclic Nucleotides"
  • 2. Nache V., Schulz E., Zimmer T., Kusch J., Biskup C., Koopmann R., Hagen V.Benndorf K., J. Physiol., 569, 91 - 102 (2005), "Activation of Olfactory-type Cyclic Nucleotide-gated Channels is Highly Cooperative"
  • 3. Böhmer M., Van Q., Weyand I., Hagen V., Beyermann M., Matsumoto M., Hoshi M., Hildebrand E.Kaupp U. B., EMBO J., 24, 2741 - 2752 (2005), "Ca2+ Spikes in the Flagellum Contol Chemotactic Behavior of Sperm"
  • 4. Reisert J.Bradley J., J. Physiol., 569, 4 - 5 (2005), "Activation of Olfactory Cyclic-nucleotide Gated Channels Revisited"
  • 5. Kaupp U. B.Seifert R., Physiol. Rev., 82, 769 - 824 (2002), "Cyclic Nucleotide-Gated Ion Channels"
  • 6. Hagen V., Bendig J., Frings S., Eckardt T., Helm S., Reuter D.Kaupp U. B., Angew. Chem. Int. Ed., 40, 1046 - 47 (2001), "Highly Efficient and Ultrafast Phototriggers for cAMP and cGMP by Using Long-Wavelength UV/Vis-Activation"