Molecular‐orbital studies of the mechanism of xanthine oxidase‐catalyzed oxidation of purines, especially 2‐chloropurine

Pill‐Soon ‐S Song, Thomas Moore

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7 Citations (Scopus)

Abstract

A detailed study to the xanthine oxidase‐catalyzed reactions of 2‐chloropurine and other substrate bases with various molecular‐orbital techniques such as HMO, ω‐SCFHMO, and ppp semiempirical SCFLCAOMO has shown that the enzyme reactions can be understood in terms of electronic reactivity indices. Furthermore, it appeared possible to suggest the enzyme specificity from a systematic analysis of discrepancy between mo theoretically predicted and observed reaction sites in substrates with 2‐ and 8‐oxy substituents. In other words, the discrepancy does not necessarily indicate the failure of the MO melthodes for such substrates, but it is possible to utilize the result in correlating with binding specificity of the ES complex. This has been done specifically for 2‐chloropurine. Among several electronic reacxtivity indices, frontier orbital density, superdelocalizability, and localization energy have been proved to be very useful. Diferent MO methods gave, in general, consistent results.

Original languageEnglish (US)
Pages (from-to)699-719
Number of pages21
JournalInternational Journal of Quantum Chemistry
Volume1
Issue number5
DOIs
StatePublished - 1967
Externally publishedYes

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xanthines
Purines
purines
Xanthine
Oxidation
oxidation
enzymes
Substrates
Enzymes
electronics
reactivity
orbitals
energy

ASJC Scopus subject areas

  • Atomic and Molecular Physics, and Optics
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

Cite this

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title = "Molecular‐orbital studies of the mechanism of xanthine oxidase‐catalyzed oxidation of purines, especially 2‐chloropurine",
abstract = "A detailed study to the xanthine oxidase‐catalyzed reactions of 2‐chloropurine and other substrate bases with various molecular‐orbital techniques such as HMO, ω‐SCFHMO, and ppp semiempirical SCFLCAOMO has shown that the enzyme reactions can be understood in terms of electronic reactivity indices. Furthermore, it appeared possible to suggest the enzyme specificity from a systematic analysis of discrepancy between mo theoretically predicted and observed reaction sites in substrates with 2‐ and 8‐oxy substituents. In other words, the discrepancy does not necessarily indicate the failure of the MO melthodes for such substrates, but it is possible to utilize the result in correlating with binding specificity of the ES complex. This has been done specifically for 2‐chloropurine. Among several electronic reacxtivity indices, frontier orbital density, superdelocalizability, and localization energy have been proved to be very useful. Diferent MO methods gave, in general, consistent results.",
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T1 - Molecular‐orbital studies of the mechanism of xanthine oxidase‐catalyzed oxidation of purines, especially 2‐chloropurine

AU - Song, Pill‐Soon ‐S

AU - Moore, Thomas

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N2 - A detailed study to the xanthine oxidase‐catalyzed reactions of 2‐chloropurine and other substrate bases with various molecular‐orbital techniques such as HMO, ω‐SCFHMO, and ppp semiempirical SCFLCAOMO has shown that the enzyme reactions can be understood in terms of electronic reactivity indices. Furthermore, it appeared possible to suggest the enzyme specificity from a systematic analysis of discrepancy between mo theoretically predicted and observed reaction sites in substrates with 2‐ and 8‐oxy substituents. In other words, the discrepancy does not necessarily indicate the failure of the MO melthodes for such substrates, but it is possible to utilize the result in correlating with binding specificity of the ES complex. This has been done specifically for 2‐chloropurine. Among several electronic reacxtivity indices, frontier orbital density, superdelocalizability, and localization energy have been proved to be very useful. Diferent MO methods gave, in general, consistent results.

AB - A detailed study to the xanthine oxidase‐catalyzed reactions of 2‐chloropurine and other substrate bases with various molecular‐orbital techniques such as HMO, ω‐SCFHMO, and ppp semiempirical SCFLCAOMO has shown that the enzyme reactions can be understood in terms of electronic reactivity indices. Furthermore, it appeared possible to suggest the enzyme specificity from a systematic analysis of discrepancy between mo theoretically predicted and observed reaction sites in substrates with 2‐ and 8‐oxy substituents. In other words, the discrepancy does not necessarily indicate the failure of the MO melthodes for such substrates, but it is possible to utilize the result in correlating with binding specificity of the ES complex. This has been done specifically for 2‐chloropurine. Among several electronic reacxtivity indices, frontier orbital density, superdelocalizability, and localization energy have been proved to be very useful. Diferent MO methods gave, in general, consistent results.

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