Electrostatic interactions that determine the rate of pseudorotation processes in oxyphosphorane intermediates: Implications with respect to the roles of metal ions in the enzymatic cleavage of RNA

Journal of Organic Chemistry

Volumn 61, Issue 5, 1996, Pages 1599-1608

  Uchimaru, Tadafumi ^a   Uebayasi, Masami ^b   Hirose, Takuji ^a   Tsuzuki, Seiji ^a   Yliniemelä, Ari ^a,d   Tanabe, Kazutoshi ^a   Taira, Kazunari ^b,c  

^a Ministry of International Trade and Industry   (Japan)

^b NATL INST BIOSCI HUM TECHNOL   (Japan)

^c UNIVERSITY OF TSUKUBA   (Japan)

^d VTT TECHNICAL RESEARCH CENTRE OF FINLAND   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001615261     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo951517+     Document Type: Article

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51. 30 37
52. pr1).
53. 4OH suggested a net charge of -0 54e for hydrogen on the equatorial oxygen
54. e structures at both ends, the energy profiles for pseudorotation processes of these species are symmetrical. By contrast, the end products for the pseudorotations of cyclic 2b and 2c are not the same and, thus, the energy profiles for pseudorotations of 2b and 2c are asymmetrical. As compared with neutral 2c, anionic 2b has a highly asymmetric profile, probably due to intramolecular electrostatic interaction between the oxy anion and the hydrogen of the P-OH bond in monoanionic 2b. The calculated pseudorotation barrier heights were less than 7 kcal/mol for both 2b and 2c (see text).
55. 4OH The stationary points of 2c gave net charges between -0-54e and -0.62e for hydrogens on the equatorial oxygens
56. 57 58
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