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Theoretical study of the ring‐closing reaction of 5′‐AMP to cAMP and H 2 O in the gas phase
Author(s) -
Zhang Aihua,
Liu Kun,
Li Lan,
Ma Siyu,
Li Zonghe
Publication year - 2005
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.20572
Subject(s) - chemistry , potential energy surface , gas phase , ring (chemistry) , molecule , closing (real estate) , reaction mechanism , activation barrier , stepwise reaction , activation energy , computational chemistry , photochemistry , stereochemistry , catalysis , kinetics , organic chemistry , physics , reaction rate constant , order of reaction , quantum mechanics , political science , law
The ring‐closing reaction of 5′‐adenosine monophosphate (5′‐AMP) to generate cyclic 3′, 5′‐adenosine monophosphate (cAMP) and H 2 O was theoretically investigated at the B3LYP/6‐31G**level. It was found that the ring‐closing reaction of 5′‐AMP may proceed in a synchronous way or in a stepwise way. For the latter, the reaction is a multichannel elimination reaction including inner H transfer. The potential energy surface of Path 3 is lowest in all the ring‐closing reaction paths. In addition, H shuttling reaction with the participation of a water molecule to act as a shuttle were also studied at the same level. The calculations indicate that the participation of a water molecule facilitates hydrogen transfer reaction. Our present calculations rationalized all the possible reaction channels. © 2005 Wiley Periodicals, Inc. Int J Quantum Chem, 2005