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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 31, Number 2
BKCSDE 31(2)
February 20, 2010 

Complex Formation of Adenosine 3',5'-Cyclic Monophosphate with β-Cyclodextrin: Kinetics and Mechanism by Ultrasonic Relaxation
Jong Rim Bae, Jeong Koo Kim, ChangWoo Lee*
Cyclodextrin, Cyclic nucleotide, Host-guest interaction, Ultrasonic wave
Adenosine 3',5'-cyclic monophosphate (cAMP) is a second messenger responsible for a multitude of cellular responses. In this study, we utilized β-cyclodextrin (β-CD) as an artificial receptor with a hydrophobic cavity to elucidate the inclusion kinetics of cAMP in a hydrophobic environment using the ultrasonic relaxation method. The results revealed that the interaction of cAMP with β-CD followed a single relaxation curve as a result of host-guest interactions. The inclusion of cAMP into the β-CD cavity was found to be a diffusion-controlled reaction. The dissociation of cAMP from the β-CD cavity was slower than that of adenosine 5'-monophosphate (AMP). The syn and anti glycosyl conformations of adenine nucleotides are considered to play an important role in formation of the inclusion complex. Taken together, our findings indicate that hydrophobic interactions are involved in the inclusion complex formation of cAMP with β-CD and provide insight into the interactions of cAMP with cAMP-binding proteins.
442 - 446
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