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Volumn 6, Issue 4, 2015, Pages 2347-2353

Modulation of inherent dynamical tendencies of the bisabolyl cation via preorganization in epi-isozizaene synthase

Author keywords

[No Author keywords available]

Indexed keywords

QUANTUM CHEMISTRY; QUANTUM THEORY;

EID: 84924942301     PISSN: 20416520     EISSN: 20416539     Source Type: Journal    
DOI: 10.1039/c4sc03782k     Document Type: Article
Times cited : (31)

References (75)
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    • This manuscript is part 14 of our series on theoretical studies of sesquiterpene forming carbocation rearrangements. For part 13, see
    • D. J. Tantillo Nat. Prod. Rep. 2011 28 1035 1053
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    • Tantillo, D.J.1
  • 38
    • 80051583624 scopus 로고    scopus 로고
    • While tunneling likely plays a role in navigating the potential energy surface, the barriers for hydride transfer are inherently very small FRED (docking)
    • B. A. Hess L. Smentek J. P. Noel P. E. O'Maille J. Am. Chem. Soc. 2011 133 12632 12641
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    • Hess, B.A.1    Smentek, L.2    Noel, J.P.3    O'Maille, P.E.4
  • 41
    • 84924974862 scopus 로고    scopus 로고
    • Santa Fe, NM, Docked poses were scored and ranked using the Chemgauss3 scoring function, which scores poses on the basis of shape, hydrogen bonding between ligand and protein, hydrogen bonding interactions with implicit solvent, and metal-chelator interactions; for the cases described herein, the latter three are not relevant After initial submission of this manuscript, a study on a related but different docking approach for carbocation transition state structures and intermediates formed in triterpene synthases was reported
    • Openeye Scientific Software, Version 1.7.4, Santa Fe, NM, http://www.eyesopen.com
    • Openeye Scientific Software, Version 1.7.4
  • 67
    • 77954946975 scopus 로고    scopus 로고
    • The idea that thermodynamically disfavored TSSs can be accessed under kinetic conditions in a terpene synthase, i.e., "the reaction coordinate from one intermediate to the next being governed by the barrier height separating intermediates and not the relative binding energies of the intermediates," was suggested previously
    • D. J. Tantillo Chem. Soc. Rev. 2010 39 2847 2854
    • (2010) Chem. Soc. Rev. , vol.39 , pp. 2847-2854
    • Tantillo, D.J.1
  • 75
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    • A fascinating interchange between Robinson and Eschenmoser in which the former proposes that inherent reactivity is key:, in, Little Brown and Company, Boston, MA
    • A fascinating interchange between Robinson and Eschenmoser in which the former proposes that inherent reactivity is key: G. E. W. Wolstenholme and M. O'Connor, in CIBA Foundation on the Biosynthesis of Terpenes and Sterols, Little Brown and Company, Boston, MA, 1958, p. 299
    • (1958) CIBA Foundation on the Biosynthesis of Terpenes and Sterols , pp. 299
    • Wolstenholme, G.E.W.1    O'Connor, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.