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The Electrostatic Co-Assembly of Camptothecin and Rhodamine B Containing Dipeptides

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2024, Master of Science, Ohio State University, Chemistry.
Camptothecin-dilysine (CPT-KK) self-assembles into nanotubes which may serve as a pH-responsive drug delivery vehicle. The nanotubes provide a carrier that allows camptothecin to enter the cell before inactivation by hydrolysis. As a drug delivery vehicle, one issue is monitoring drug release in vitro. Co-assembling CPT-KK with a rhodamine B-dipeptide conjugate (RhB-KE) provides a pH-responsive means to track the assembly through endocytosis and eventual release into the cytosol. Since CPT-KK is positively charged and RhB-KE is negatively charged at pH 7.4, electrostatic co-assembly is the preferred means for assembly as the positive charged CPT-KK will interact with RhB-KE than itself. This is due to the stabilizing attractive interactions between CPT-KK and RhB-KE and destabilizing repulsive interactions with itself. Pre-assembling RhB-KE provides a template for CPT-KK to wrap around. Mixing CPT-KK with RhB-KE in equimolar amounts produces co-assemblies within 1 h and produces mature tubes after 24 h. Since the incubation time is established, varying the ratio of CPT-KK/RhB-KE was done in order to optimize the co-assembly for drug loading and CPT-KK templating onto RhB-KE. Centrifugation at 5,000 rpm for 5 min gives the optimal ratio of 1:5 (CPT-KK/RhB-KE), while centrifugation at 13,400 rpm for 15 min gives 1:1 (CPT-KK/RhB-KE) as the ideal ratio. With this knowledge, determining the exact composition of the co-assembly can be determined via analytical high-performance liquid chromatography (HPLC) and further optimized using zeta-potential measurements. Live-cell imaging and cell viability assays will be used to investigate the efficacy of CPT-KK/RhB-KE as a drug delivery vehicle compared to self-assembled CPT-KK.
Jonathan Parquette (Advisor)
Davita Watkins (Committee Member)
Christopher Hadad (Committee Member)
49 p.

Recommended Citations

Citations

  • Herman, N. (2024). The Electrostatic Co-Assembly of Camptothecin and Rhodamine B Containing Dipeptides [Master's thesis, Ohio State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=osu1723763659329518

    APA Style (7th edition)

  • Herman, Noah. The Electrostatic Co-Assembly of Camptothecin and Rhodamine B Containing Dipeptides. 2024. Ohio State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=osu1723763659329518.

    MLA Style (8th edition)

  • Herman, Noah. "The Electrostatic Co-Assembly of Camptothecin and Rhodamine B Containing Dipeptides." Master's thesis, Ohio State University, 2024. http://rave.ohiolink.edu/etdc/view?acc_num=osu1723763659329518

    Chicago Manual of Style (17th edition)