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Volumn 129, Issue 6, 2007, Pages 1623-1633

Toward an improved understanding of the glutamate mutase system

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION-ELIMINATION PATHWAY; CATALYTIC REACTIONS; GLYCYL RADICALS; QUANTUM CHEMISTRY;

EID: 33846982966     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja066432c     Document Type: Article
Times cited : (19)

References (82)
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    • (2005) Chem. Rev , vol.105 , pp. 2075-2149
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    • 0000198545 scopus 로고
    • 12
    • Ed, John Wiley & Sons: New York
    • 12; Dolphin, D., Ed.; John Wiley & Sons: New York, 1982; Vol. 1, pp 543-582.
    • (1982) Dolphin, D , vol.1 , pp. 543-582
    • Golding, B.T.1
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    • Toraya, T. Chem. Rev. 2003, 103, 2095-2127.
    • (2003) Chem. Rev , vol.103 , pp. 2095-2127
    • Toraya, T.1
  • 43
    • 33846948426 scopus 로고    scopus 로고
    • MOLPRO 2002.6 is a package of ab initio programs written by H.-J. Werner et al.
    • MOLPRO 2002.6 is a package of ab initio programs written by H.-J. Werner et al.
  • 44
    • 0038626673 scopus 로고    scopus 로고
    • Gaussian, Inc, Pittsburgh, PA
    • Frisch, M. J.; et al. Gaussian 03; Gaussian, Inc.: Pittsburgh, PA, 2003.
    • (2003) Gaussian 03
    • Frisch, M.J.1
  • 51
    • 33847001063 scopus 로고    scopus 로고
    • Although the GM reaction is reversible, we have depicted the isomerization of 1a to 5a in a single direction for clarity
    • Although the GM reaction is reversible, we have depicted the isomerization of 1a to 5a in a single direction for clarity.
  • 53
    • 33846943147 scopus 로고    scopus 로고
    • We note that the radical derived from initial H atom abstraction from C3 of 1a lies 24.8 kJ mol-1 higher in energy than 2a
    • -1 higher in energy than 2a.
  • 60
    • 33846942435 scopus 로고    scopus 로고
    • We note that if hydrogen abstraction were to occur from C3 of 1b, then the resulting radical would be 24.4 kJ mol-1 higher in energy than 2b
    • -1 higher in energy than 2b.
  • 64
    • 33846976855 scopus 로고    scopus 로고
    • It should be kept in mind that the RSEs measure the effect of a substituent in the radical relative to its effect in the corresponding closed-shell molecule which may not be negligible, but for simplicity we do not always repeat this cautionary comment
    • It should be kept in mind that the RSEs measure the effect of a substituent in the radical relative to its effect in the corresponding closed-shell molecule (which may not be negligible), but for simplicity we do not always repeat this cautionary comment.
  • 65
    • 33846957534 scopus 로고    scopus 로고
    • Because of numerical rounding, differences in the BDEs of Table 1 may not reproduce the tabulated RSEs to the accuracy quoted.
    • Because of numerical rounding, differences in the BDEs of Table 1 may not reproduce the tabulated RSEs to the accuracy quoted.
  • 69
    • 33846959972 scopus 로고    scopus 로고
    • See the Supporting Information for an expanded discussion of the use of RSEs to assess the propensity of isomerization to occur within the GM-catalyzed reactions using a specific example of the hypothetical isomerization of 2,2-diaminoglutaric acid
    • See the Supporting Information for an expanded discussion of the use of RSEs to assess the propensity of isomerization to occur within the GM-catalyzed reactions using a specific example of the hypothetical isomerization of 2,2-diaminoglutaric acid.
  • 72
    • 33846980960 scopus 로고    scopus 로고
    • We note that if hydrogen abstraction were to occur from C3 of 1c, then the resulting radical would be 19.1 kJ mol-1 higher in energy than 2c
    • -1 higher in energy than 2c.
  • 73
    • 33846990694 scopus 로고    scopus 로고
    • We note that if hydrogen abstraction were to occur from C3 of 1d, then the resulting radical would be 20.8 kJ mol-1 higher in energy than 2d
    • -1 higher in energy than 2d.
  • 74
    • 33846996149 scopus 로고    scopus 로고
    • -1 between 3d* and 2d, we estimate that less than 0.2% of 2d would be present at 298 K.
    • -1 between 3d* and 2d, we estimate that less than 0.2% of 2d would be present at 298 K.
  • 75
    • 33846974176 scopus 로고    scopus 로고
    • See section 3.5.2
    • See section 3.5.2.
  • 80
    • 33846958922 scopus 로고    scopus 로고
    • We find the C3-derived substrate radical of 1f to lie 21.5 kJ mol-1 higher in energy than 2f
    • -1 higher in energy than 2f.
  • 81
    • 33846960558 scopus 로고    scopus 로고
    • -1 for the isomerization of 2-ketoglutaric acid to 3-methyloxaloacetic acid depicted in Scheme 6, we estimate that less than 2.1% of the product would be present at 298 K.
    • -1 for the isomerization of 2-ketoglutaric acid to 3-methyloxaloacetic acid depicted in Scheme 6, we estimate that less than 2.1% of the product would be present at 298 K.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.