Differences in Paclitaxel and Docetaxel Interactions with Tubulin Detected by Mutagenesis of Yeast Tubulin

被引:14
作者
Winefield, Robert D. [1 ]
Entwistle, Ruth A. [1 ]
Foland, Travis B. [1 ]
Lushington, Gerald H. [2 ]
Himes, Richard H. [1 ]
机构
[1] Univ Kansas, Dept Mol Biosci, Lawrence, KS 66045 USA
[2] Univ Kansas, Mol Graph & Modeling Lab, Lawrence, KS 66045 USA
关键词
molecular modeling; mutagenesis; taxanes; tubulin; yeast;
D O I
10.1002/cmdc.200800288
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
(Figure Presented) A molecular model showing the yeast tubulin-paclitaxel and tubulin-docetaxel complexes in a mutated form of the protein that contains Asn at position 227 instead of His. The side chain of Asn 227 is able to form an H-bond with the carbonyl oxygen of the paclitaxel benzamide and the docetaxel carbamate groups. © 2008 Wiley-VCH Verlag GmbH& Co. KGaA.
引用
收藏
页码:1844 / 1847
页数:4
相关论文
共 17 条
  • [1] T-taxol conformation
    Alcaraz, AA
    Mehta, AK
    Johnson, SA
    Snyder, JP
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (08) : 2478 - 2488
  • [2] BRADFORD MM, 1976, ANAL BIOCHEM, V72, P248, DOI 10.1016/0003-2697(76)90527-3
  • [3] Microtubule interactions with chemically diverse stabilizing agents:: Thermodynamics of binding to the paclitaxel site predicts cytotoxicity
    Buey, RM
    Barasoain, I
    Jackson, E
    Meyer, A
    Giannakakou, P
    Paterson, I
    Mooberry, S
    Andreu, JM
    Díaz, JF
    [J]. CHEMISTRY & BIOLOGY, 2005, 12 (12): : 1269 - 1279
  • [4] VALIDATION OF THE GENERAL-PURPOSE TRIPOS 5.2 FORCE-FIELD
    CLARK, M
    CRAMER, RD
    VANOPDENBOSCH, N
    [J]. JOURNAL OF COMPUTATIONAL CHEMISTRY, 1989, 10 (08) : 982 - 1012
  • [5] ATPase and multidrug transport activities of the overexpressed yeast ABC protein Yor1p
    Decottignies, A
    Grant, AM
    Nichols, JW
    de Wet, H
    McIntosh, DB
    Goffeau, A
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 1998, 273 (20) : 12612 - 12622
  • [6] The paclitaxel site in tubulin probed by site-directed mutagenesis of Saccharomyces cerevisiae β-tubulin
    Entwistle, Ruth A.
    Winefield, Robert D.
    Foland, Travis B.
    Lushington, Gerald H.
    Himes, Richard H.
    [J]. FEBS LETTERS, 2008, 582 (16) : 2467 - 2470
  • [7] Paclitaxel-induced microtubule stabilization causes mitotic block and apoptotic-like cell death in a paclitaxel-sensitive strain of Saccharomyces cerevisiae
    Foland, TB
    Dentler, WL
    Suprenant, KA
    Gupta, ML
    Himes, RH
    [J]. YEAST, 2005, 22 (12) : 971 - 978
  • [8] The bioactive Taxol conformation on β-tubulin:: Experimental evidence from highly active constrained analogs
    Ganesh, T
    Guza, RC
    Bane, S
    Ravindra, R
    Shanker, N
    Lakdawala, AS
    Snyder, JP
    Kingston, DGI
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (27) : 10006 - 10011
  • [9] ITERATIVE PARTIAL EQUALIZATION OF ORBITAL ELECTRONEGATIVITY - A RAPID ACCESS TO ATOMIC CHARGES
    GASTEIGER, J
    MARSILI, M
    [J]. TETRAHEDRON, 1980, 36 (22) : 3219 - 3228
  • [10] Understanding tubulin-Taxol interactions: Mutations that impart Taxol binding to yeast tubulin
    Gupta, ML
    Bode, CJ
    Georg, GI
    Himes, RH
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2003, 100 (11) : 6394 - 6397