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Critical Reviews™ in Therapeutic Drug Carrier Systems

Published 6 issues per year

ISSN Print: 0743-4863

ISSN Online: 2162-660X

The Impact Factor measures the average number of citations received in a particular year by papers published in the journal during the two preceding years. 2017 Journal Citation Reports (Clarivate Analytics, 2018) IF: 2.7 To calculate the five year Impact Factor, citations are counted in 2017 to the previous five years and divided by the source items published in the previous five years. 2017 Journal Citation Reports (Clarivate Analytics, 2018) 5-Year IF: 3.6 The Immediacy Index is the average number of times an article is cited in the year it is published. The journal Immediacy Index indicates how quickly articles in a journal are cited. Immediacy Index: 0.8 The Eigenfactor score, developed by Jevin West and Carl Bergstrom at the University of Washington, is a rating of the total importance of a scientific journal. Journals are rated according to the number of incoming citations, with citations from highly ranked journals weighted to make a larger contribution to the eigenfactor than those from poorly ranked journals. Eigenfactor: 0.00023 The Journal Citation Indicator (JCI) is a single measurement of the field-normalized citation impact of journals in the Web of Science Core Collection across disciplines. The key words here are that the metric is normalized and cross-disciplinary. JCI: 0.39 SJR: 0.42 SNIP: 0.89 CiteScore™:: 5.5 H-Index: 79

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Vitamin B12-Mediated Transport: A Potential Tool for Tumor Targeting of Antineoplastic Drugs and Imaging Agents

Volume 25, Issue 4, 2008, pp. 347-379
DOI: 10.1615/CritRevTherDrugCarrierSyst.v25.i4.20
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ABSTRACT

The uptake of vitamin B12 (cyanocobalamin, Cbl/VB12) in mammalian cells is mediated by specific, high-affinity receptors for the vitamin B12-binding protein, transcobalamin II, which is expressed on the plasma membrane. The receptor for vitamin B12 is overexpressed on a number of human tumors, including cancers of the ovary, kidney, uterus, testis, brain, colon, lung, and myelocytic blood cells. Furthermore, the affinity of cyanocobalamin conjugates for cell surface transcobalamin II receptors seems to be high enough so that vitamin B12 derivatization with the cytotoxic agent or carriers bearing cytotoxic drugs allows the selective delivery of diagnostic and therapeutic agents to cancer cells. Thus, conjugates of vitamin B12 enter receptor-expressing cancer cells via receptor-mediated endocytosis, and targeting may be accomplished by multiple mechanisms, depending on the drug-delivery strategy. This review summarizes the applications of vitamin B12 as a targeting ligand and highlights the various methods being developed for delivery of therapeutic and imaging agents to cancer cells in vitro and in vivo. This review reflects the potentiality of vitamin B12 for tumor targeting of chemotherapeutic and diagnostic agents.

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  1. Silva Telma F. S., Martins Luísa M. D. R. S., Guedes da Silva M. Fátima C., Fernandes Alexandra R., Silva Ana, Borralho Pedro M., Santos Susana, Rodrigues Cecília M. P., Pombeiro Armando J. L., Cobalt complexes bearing scorpionate ligands: synthesis, characterization, cytotoxicity and DNA cleavage, Dalton Transactions, 41, 41, 2012. Crossref

  2. Waeckerle-Men Ying, Mauracher Andrea, Håkerud Monika, Mohanan Deepa, Kündig Thomas M., Høgset Anders, Johansen Pål, Photochemical targeting of antigens to the cytosol for stimulation of MHC class-I-restricted T-cell responses, European Journal of Pharmaceutics and Biopharmaceutics, 85, 1, 2013. Crossref

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  4. Geremia S., Randaccio L., Marzilli L.G., B 12 Enzymes, Function, and Small Molecules as Models, in Comprehensive Inorganic Chemistry II, 2013. Crossref

  5. Shell Thomas A., Shell Jennifer R., Rodgers Zachary L., Lawrence David S., Tunable Visible and Near-IR Photoactivation of Light-Responsive Compounds by Using Fluorophores as Light-Capturing Antennas, Angewandte Chemie International Edition, 53, 3, 2014. Crossref

  6. Dunphy Michael J., Sysel Annette M., Lupica Joseph A., Griffith Kristie, Sherrod Taylor, Bauer Joseph A., A Stability-Indicating HPLC Method for the Determination of Nitrosylcobalamin (NO-Cbl), a Novel Vitamin B12 Analog, Chromatographia, 77, 7-8, 2014. Crossref

  7. Deery Evelyne, Frank Stefanie, Lawrence Andrew, Moore Simon, Schroeder Susanne, Warren Martin J., Synthetic Biology in Metabolic Engineering: From Complex Biochemical Pathways to Compartmentalized Metabolic Processes - a Vitamin Connection, in Encyclopedia of Molecular Cell Biology and Molecular Medicine, 2014. Crossref

  8. Arafa Hossam M. M., Possible contribution of β-glycosidases and caspases in the cytotoxicity of novel glycoconjugates in colon cancer cells, Investigational New Drugs, 28, 3, 2010. Crossref

  9. Klein Alice V., Hambley Trevor W., Platinum-Based Anticancer Agents, in Ligand Design in Medicinal Inorganic Chemistry, 2014. Crossref

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  12. Jungwirth Ute, Kowol Christian R., Keppler Bernhard K., Hartinger Christian G., Berger Walter, Heffeter Petra, Anticancer Activity of Metal Complexes: Involvement of Redox Processes, Antioxidants & Redox Signaling, 15, 4, 2011. Crossref

  13. Arafa Hossam M.M., Possible contribution of β-glucosidase and caspases in the cytotoxicity of glufosfamide in colon cancer cells, European Journal of Pharmacology, 616, 1-3, 2009. Crossref

  14. Peptide-Mediated Nanoparticle Drug Delivery System, in Nanotechnology in Drug Delivery, 2016. Crossref

  15. Równicki Marcin, Wojciechowska Monika, Wierzba Aleksandra J., Czarnecki Jakub, Bartosik Dariusz, Gryko Dorota, Trylska Joanna, Vitamin B12 as a carrier of peptide nucleic acid (PNA) into bacterial cells, Scientific Reports, 7, 1, 2017. Crossref

  16. Renfrew Anna K., O'Neill Edward S., Hambley Trevor W., New Elizabeth J., Harnessing the properties of cobalt coordination complexes for biological application, Coordination Chemistry Reviews, 375, 2018. Crossref

  17. Gill Saloni, Chater Peter I., Wilcox Matthew D., Pearson Jeffrey P., Brownlee Iain A., The impact of dietary fibres on the physiological processes of the large intestine, Bioactive Carbohydrates and Dietary Fibre, 16, 2018. Crossref

  18. Randaccio Lucio, Geremia Silvano, Demitri Nicola, Wuerges Jochen, Vitamin B12: Unique Metalorganic Compounds and the Most Complex Vitamins, Molecules, 15, 5, 2010. Crossref

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  25. Tong Gary J., Hsiao Sonny C., Carrico Zachary M., Francis Matthew B., Viral Capsid DNA Aptamer Conjugates as Multivalent Cell-Targeting Vehicles, Journal of the American Chemical Society, 131, 31, 2009. Crossref

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  28. Xia Wei, Low Philip S., Folate-Targeted Therapies for Cancer, Journal of Medicinal Chemistry, 53, 19, 2010. Crossref

  29. Pettenuzzo Andrea, Pigot Rebecca, Ronconi Luca, Vitamin B 12 –Metal Conjugates for Targeted Chemotherapy and Diagnosis: Current Status and Future Prospects , European Journal of Inorganic Chemistry, 2017, 12, 2017. Crossref

  30. Kamkaew Anyanee, Fu Nanyan, Cai Weibo, Burgess Kevin, Novel Small Molecule Probes for Metastatic Melanoma, ACS Medicinal Chemistry Letters, 8, 2, 2017. Crossref

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  32. Kumar Arun, Sahoo Somarupa, Dixit Akanksha, Karande Anjali A., Chakravarty Akhil R., Biotin-tagged cis-dichlorido-oxidovanadium(IV) complex for DNA crosslinking and photo-induced apoptotic cytotoxicity, Inorganica Chimica Acta, 528, 2021. Crossref

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  34. Marino Nadia, Rabideau Amy E., Doyle Robert P., Trifluoracetic Acid-Assisted Crystallization of Vitamin B12 Results in Protonation of the Phosphate Group of the Nucleotide Loop: Insight into the Influence of Crystal Packing Forces on Vitamin B12 Structures, Inorganic Chemistry, 50, 1, 2011. Crossref

  35. Kularatne Sumith A., Venkatesh Chelvam, Santhapuram Hari-Krishna R., Wang Kevin, Vaitilingam Balasubramanian, Henne Walter A., Low Philip S., Synthesis and Biological Analysis of Prostate-Specific Membrane Antigen-Targeted Anticancer Prodrugs, Journal of Medicinal Chemistry, 53, 21, 2010. Crossref

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  37. Zhang Rui Xue, Dong Ken, Wang Zhigao, Miao Ruimin, Lu Weijia, Wu Xiao Yu, Nanoparticulate Drug Delivery Strategies to Address Intestinal Cytochrome P450 CYP3A4 Metabolism towards Personalized Medicine, Pharmaceutics, 13, 8, 2021. Crossref

  38. Shell Thomas A., Lawrence David S., Vitamin B12: A Tunable, Long Wavelength, Light-Responsive Platform for Launching Therapeutic Agents, Accounts of Chemical Research, 48, 11, 2015. Crossref

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  40. Welfare Joshua G., Mortelliti Michael J., McGlade Caylie A., Hartman Timothy W., Dempsey Jillian L., Lawrence David S., Assessment of Photoreleasable Linkers and Light-Capturing Antennas on a Photoresponsive Cobalamin Scaffold, The Journal of Organic Chemistry, 87, 8, 2022. Crossref

  41. Vlahov Iontcho R., Kleindl Paul J., You Fei, Design and Synthesis of Drug Conjugates of Vitamins and Growth Factors, in Drug Delivery in Oncology, 2011. Crossref

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