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Synthesis and Biological Evaluation of a Biotinylated Paclitaxel with an Extra-Long Chain Spacer Arm
ACS Medicinal Chemistry Letters (2012)
  • Lev. G. Lis, University of Minnesota - Twin Cities
  • Mary A. Smart, University of Minnesota - Twin Cities
  • Anna Luchniak, University of Chicago
  • Mohan L. Gupta, Jr., University of Chicago
  • Vadim J. Gurvich, University of Minnesota - Twin Cities
Abstract
A biotinylated paclitaxel derivative with an extra-long chain (LC-LC-biotin) spacer arm was synthesized using an improved synthetic reaction sequence. The biotinylated paclitaxel analogue retained excellent microtubule stabilizing activity in vitro. Furthermore, it was shown that this analogue can simultaneously engage streptavidin and the binding site on microtubules, making it suitable for localization studies or for the attachment of paclitaxel to solid substrates via a streptavidin linkage.
Keywords
  • paclitaxel,
  • taxol,
  • biotin,
  • biotinylated
Publication Date
2012
DOI
10.1021/ml300149z
Publisher Statement
Reprinted (adapted) with permission from Synthesis and Biological Evaluation of a Biotinylated Paclitaxel with an Extra-Long Chain Spacer Arm, Lev. G. Lis, Mary A. Smart, Anna Luchniak, Mohan L. Gupta, Jr., and Vadim J. Gurvich, ACS Medicinal Chemistry Letters 2012 3 (9), 745-748, DOI: 10.1021/ml300149z. Copyright 2012 American Chemical Society.
Citation Information
Lev. G. Lis, Mary A. Smart, Anna Luchniak, Mohan L. Gupta, et al.. "Synthesis and Biological Evaluation of a Biotinylated Paclitaxel with an Extra-Long Chain Spacer Arm" ACS Medicinal Chemistry Letters Vol. 3 Iss. 9 (2012) p. 745 - 748
Available at: http://works.bepress.com/mohan-gupta/11/