Fluorescent taxol derivatives

Fluorescent taxol derivatives with the fluorophore at the C-10 position have also been studied. The two analogs A15.2.1 and A15.2.2 were prepared and evaluated. Both derivatives retained good activity as promoters of microtubule assembly, and the spectroscopic data for bound ligands were consistent with the presence of a charged amino acid in close proximity to the fluorophore (556). 

Souto, A. A. Acuna, U. Andreu, J. M. Barasoain, I. Abal, M. Amat-Guerri, E. New fluorescent water-soluble taxol derivatives. Angew. Chem. Ini. Ed. Engl., 1995, 34 2710-2712. 

The four fluorescent taxols 11.3.16-11.3.19 were prepared by Nicolaou and his colleagues 402), and 11.3.18 was found to be the most suitable derivative for optical microscopy studies of the cell. 

Souto AA, Acuna AU, Andreu JM, Barasoain I, Abal M, Amat-Guerri F (1995) New Fluorescent Water-Soluble Taxol Derivatives. Angew Chem Int Ed Engl 34 2710... 

Similar analogs to those described above were prepared by Lai and coworkers 382). These investigators used a 7-(aminocaproyl) linker to couple lissamine rhodamine B (structure E above) or fluorescein isothiocyanate to taxol, and confirmed that both derivatives can be used to carry out intracellular fluorescence mapping. 

Han Y, Chaudhary AG, Chordia MD, Sacked DL, Perez-Ramirez B, Kingston DGI, Bane S (1996) Interaction of a Fluorescent Derivative of Paclitaxel (Taxol) with Microtubules and Tubulin-Colchicine. Biochemistry 35 14173... 

Other naturally occurring molecules which have been studied include taxol (171), taxinine (172), a 2,3-dioxabicyclo[4,4,0]decyl derivative (173),the beyer-15(16)-en-12-one system (174), cochlioquinone B (175), and the chromophore from the fluorescent peptide produced by... 

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