Communication

Synthesis and In Vivo Fate of Zwitterionic Near-Infrared Fluorophores†

  1. Dr. Hak Soo Choi1,
  2. Dr. Khaled Nasr1,
  3. Dr. Sergey Alyabyev2,
  4. Dina Feith1,
  5. Jeong Heon Lee1,
  6. Dr. Soon Hee Kim1,3,
  7. Yoshitomo Ashitate1,
  8. Dr. Hoon Hyun1,
  9. Dr. Gabor Patonay2,
  10. Dr. Lucjan Strekowski2,
  11. Dr. Maged Henary2,*,
  12. Dr. John V. Frangioni1,*

Article first published online: 7 JUN 2011

DOI: 10.1002/anie.201102459

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 50, Issue 28, pages 6258–6263, July 4, 2011

Additional Information

How to Cite

Choi, H. S., Nasr, K., Alyabyev, S., Feith, D., Lee, J. H., Kim, S. H., Ashitate, Y., Hyun, H., Patonay, G., Strekowski, L., Henary, M. and Frangioni, J. V. (2011), Synthesis and In Vivo Fate of Zwitterionic Near-Infrared Fluorophores. Angew. Chem. Int. Ed., 50: 6258–6263. doi: 10.1002/anie.201102459

Author Information

  1. 1

    Division of Hematology/Oncology, Department of Medicine and Department of Radiology, Beth Israel Deaconess Medical Center, 330 Brookline Avenue, SLB-05, Boston, MA 02215 (USA), Fax: (+1) 617-667-0981

  2. 2

    Department of Chemistry, Georgia State University, Atlanta, GA 30303 (USA), Fax: (+1) 404-413-5505

  3. 3

    WCU Department of BIN Fusion Technology, Chonbuk National University, Jeonju 561-756 (South Korea)

*Department of Chemistry, Georgia State University, Atlanta, GA 30303 (USA), Fax: (+1) 404-413-5505

  1. †

    This study was supported by the following grants from the National Institutes of Health: NCI BRP grant R01-CA-115296 (J.V.F.), NIBIB grant R01-EB-010022 (J.V.F. and H.S.C.), and NIBIB grant R01-EB-011523 (H.S.C. and J.V.F.). We thank Lindsey Gendall and Lorissa A. Moffitt for proofreading, and Linda Keys and Eugenia Trabucchi for administrative assistance. All FLARE technology is owned by Beth Israel Deaconess Medical Center, a teaching hospital of Harvard Medical School. As inventor, J. V. Frangioni may someday receive royalties if products are commercialized. J. V. Frangioni is the founder and unpaid director of The FLARE Foundation, a nonprofit organization focused on promoting the dissemination of medical imaging technology for research and clinical use.

Publication History

  1. Issue published online: 30 JUN 2011
  2. Article first published online: 7 JUN 2011
  3. Manuscript Received: 8 APR 2011

Funded by

  • National Institutes of Health. Grant Numbers: R01-CA-115296, R01-EB-010022, R01-EB-011523

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Keywords:

  • biodistribution;
  • clearance;
  • fluorescent probes;
  • imaging agents;
  • near-infrared fluorophores
Thumbnail image of graphical abstract

To address two fundamental and unsolved problems in optical imaging (nonspecific uptake of near-infrared fluorophores by normal tissues and organs and incomplete elimination of unbound targeted fluorophores from the body), novel zwitterionic near-infrared fluorophores (e.g., ZW800-1) were synthesized and their performance compared in vivo to conventional molecules (e.g., ICG) as a function of charge, charge distribution, and hydrophobicity (see picture).

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