Enzymatic Regioselection for the Synthesis and Biodegradation of Porphysome Nanovesicles

Authors

  • Jonathan F. Lovell,

    1. Institute of Biomaterials and Biomedical Engineering, University of Toronto, Toronto, ON, M5G1L7 (Canada) http://www.utoronto.ca/zhenglab
    2. Department of Biomedical Engineering, University at Buffalo, State University of New York, Buffalo, NY 14260 (USA)
    3. Ontario Cancer Institute, the Campbell Family Institute for Cancer Research, and Techna Institute, University Health Network, Toronto, ON, M5G1L7 (Canada)
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  • Cheng S. Jin,

    1. Institute of Biomaterials and Biomedical Engineering, University of Toronto, Toronto, ON, M5G1L7 (Canada) http://www.utoronto.ca/zhenglab
    2. Department of Pharmaceutical Sciences, University of Toronto, Toronto, ON, M5G1L7 (Canada)
    3. Ontario Cancer Institute, the Campbell Family Institute for Cancer Research, and Techna Institute, University Health Network, Toronto, ON, M5G1L7 (Canada)
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  • Elizabeth Huynh,

    1. Department of Medical Biophysics, University of Toronto, Toronto, ON, M5G1L7 (Canada)
    2. Ontario Cancer Institute, the Campbell Family Institute for Cancer Research, and Techna Institute, University Health Network, Toronto, ON, M5G1L7 (Canada)
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  • Thomas D. MacDonald,

    1. Department of Pharmaceutical Sciences, University of Toronto, Toronto, ON, M5G1L7 (Canada)
    2. Ontario Cancer Institute, the Campbell Family Institute for Cancer Research, and Techna Institute, University Health Network, Toronto, ON, M5G1L7 (Canada)
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  • Prof. Weiguo Cao,

    1. Ontario Cancer Institute, the Campbell Family Institute for Cancer Research, and Techna Institute, University Health Network, Toronto, ON, M5G1L7 (Canada)
    2. Department of Chemistry, Shanghai University, Shanghai (China)
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  • Prof. Gang Zheng

    Corresponding author
    1. Institute of Biomaterials and Biomedical Engineering, University of Toronto, Toronto, ON, M5G1L7 (Canada) http://www.utoronto.ca/zhenglab
    2. Department of Pharmaceutical Sciences, University of Toronto, Toronto, ON, M5G1L7 (Canada)
    3. Department of Medical Biophysics, University of Toronto, Toronto, ON, M5G1L7 (Canada)
    4. Ontario Cancer Institute, the Campbell Family Institute for Cancer Research, and Techna Institute, University Health Network, Toronto, ON, M5G1L7 (Canada)
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  • This work was supported by MaRS Innovation, the Canadian Cancer Society, CIHR, NSERC, and the Joey and Toby Tanenbaum/Brazilian Ball Chair in Prostate Cancer Research.

Abstract

original image

A select few: An enzyme screen is used to identify two enzymes that selectively cleave porphyrin–lipid regioisomers (see picture). Either of the isomerically pure conjugates assembles into physically similar porphysome nanovesicles. Although porphysomes formed from both regioisomers are stable in serum in vivo, only one regioisomer rapidly degrades upon uptake in the liver.

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