Literature DB >> 19187019

Carbohydrate dependent targeting of cancer cells by bleomycin-microbubble conjugates.

Jean-Charles Chapuis1, Ryan M Schmaltz, Krystal S Tsosie, Marek Belohlavek, Sidney M Hecht.   

Abstract

Biotinylated bleomycin A(5) was attached to streptavidin-derivatized microbubbles, and a solution containing the conjugate was passed over a monolayer of cultured MCF-7 cells. The bleomycin-derivatized microbubbles adhered to the MCF-7 cells, and the association could be monitored by the use of a microscope. Three other cancer cell lines gave similar results. The bleomycin-microbubble conjugate did not bind to a normal breast cell line (MCF-10A) or to the matched noncancer cell lines corresponding to the other cancer cell lines targeted by bleomycin. No binding to any tested cell line was observed when the microbubbles lacked conjugated bleomycin A(5) or when the microbubble contained a bleomycin A(5) analogue lacking the carbohydrate moiety.

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Year:  2009        PMID: 19187019      PMCID: PMC6457653          DOI: 10.1021/ja8091104

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  25 in total

1.  Nucleic Acid recognition by metal complexes of bleomycin.

Authors:  C A Claussen; E C Long
Journal:  Chem Rev       Date:  1999-09-08       Impact factor: 60.622

Review 2.  Bleomycin: new perspectives on the mechanism of action.

Authors:  S M Hecht
Journal:  J Nat Prod       Date:  2000-01       Impact factor: 4.050

Review 3.  Microbubbles in medical imaging: current applications and future directions.

Authors:  Jonathan R Lindner
Journal:  Nat Rev Drug Discov       Date:  2004-06       Impact factor: 84.694

Review 4.  Microbubble contrast agents: targeted ultrasound imaging and ultrasound-assisted drug-delivery applications.

Authors:  Alexander L Klibanov
Journal:  Invest Radiol       Date:  2006-03       Impact factor: 6.016

Review 5.  Bleomycins: towards better therapeutics.

Authors:  Jingyang Chen; JoAnne Stubbe
Journal:  Nat Rev Cancer       Date:  2005-02       Impact factor: 60.716

6.  An efficient mammalian transfer RNA target for bleomycin.

Authors:  Zhi-Fu Tao; Kazuhide Konishi; Gérard Keith; Sidney M Hecht
Journal:  J Am Chem Soc       Date:  2006-11-22       Impact factor: 15.419

7.  Site-specific cleavage of RNA by Fe(II).bleomycin.

Authors:  B J Carter; E de Vroom; E C Long; G A van der Marel; J H van Boom; S M Hecht
Journal:  Proc Natl Acad Sci U S A       Date:  1990-12       Impact factor: 11.205

8.  RNA cleavage and inhibition of protein synthesis by bleomycin.

Authors:  Anil T Abraham; Jih-Jing Lin; Dianne L Newton; Susanna Rybak; Sidney M Hecht
Journal:  Chem Biol       Date:  2003-01

9.  111Indium-bleomycin breast and axilla imaging.

Authors:  M J Silverstein; R C Verma; L Greenfield; D L Morton
Journal:  Cancer       Date:  1976-01       Impact factor: 6.860

10.  US imaging of tumor angiogenesis with microbubbles targeted to vascular endothelial growth factor receptor type 2 in mice.

Authors:  Jürgen K Willmann; Ramasamy Paulmurugan; Kai Chen; Olivier Gheysens; Martin Rodriguez-Porcel; Amelie M Lutz; Ian Y Chen; Xiaoyuan Chen; Sanjiv S Gambhir
Journal:  Radiology       Date:  2008-01-07       Impact factor: 11.105

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  15 in total

Review 1.  A comprehensive review of glycosylated bacterial natural products.

Authors:  Sherif I Elshahawi; Khaled A Shaaban; Madan K Kharel; Jon S Thorson
Journal:  Chem Soc Rev       Date:  2015-11-07       Impact factor: 54.564

2.  Crystal Structure of the Zorbamycin-Binding Protein ZbmA, the Primary Self-Resistance Element in Streptomyces flavoviridis ATCC21892.

Authors:  Jeffrey D Rudolf; Lance Bigelow; Changsoo Chang; Marianne E Cuff; Jeremy R Lohman; Chin-Yuan Chang; Ming Ma; Dong Yang; Shonda Clancy; Gyorgy Babnigg; Andrzej Joachimiak; George N Phillips; Ben Shen
Journal:  Biochemistry       Date:  2015-11-05       Impact factor: 3.162

3.  Characterization of bleomycin-mediated cleavage of a hairpin DNA library.

Authors:  Zachary J Segerman; Basab Roy; Sidney M Hecht
Journal:  Biochemistry       Date:  2013-07-22       Impact factor: 3.162

4.  Neomycin-neomycin dimer: an all-carbohydrate scaffold with high affinity for AT-rich DNA duplexes.

Authors:  Sunil Kumar; Liang Xue; Dev P Arya
Journal:  J Am Chem Soc       Date:  2011-04-27       Impact factor: 15.419

5.  Selective tumor cell targeting by the disaccharide moiety of bleomycin.

Authors:  Zhiqiang Yu; Ryan M Schmaltz; Trevor C Bozeman; Rakesh Paul; Michael J Rishel; Krystal S Tsosie; Sidney M Hecht
Journal:  J Am Chem Soc       Date:  2013-02-13       Impact factor: 15.419

6.  Functional characterization of tlmH in Streptoalloteichus hindustanus E465-94 ATCC 31158 unveiling new insight into tallysomycin biosynthesis and affording a novel bleomycin analog.

Authors:  Meifeng Tao; Liyan Wang; Evelyn Wendt-Pienkowski; Ningning Zhang; Dong Yang; Ute Galm; Jane M Coughlin; Zhinan Xu; Ben Shen
Journal:  Mol Biosyst       Date:  2009-12-01

7.  A designer bleomycin with significantly improved DNA cleavage activity.

Authors:  Sheng-Xiong Huang; Zhiyang Feng; Liyan Wang; Ute Galm; Evelyn Wendt-Pienkowski; Dong Yang; Meifeng Tao; Jane M Coughlin; Yanwen Duan; Ben Shen
Journal:  J Am Chem Soc       Date:  2012-08-06       Impact factor: 15.419

8.  Structural features facilitating tumor cell targeting and internalization by bleomycin and its disaccharide.

Authors:  Zhiqiang Yu; Rakesh Paul; Chandrabali Bhattacharya; Trevor C Bozeman; Michael J Rishel; Sidney M Hecht
Journal:  Biochemistry       Date:  2015-05-06       Impact factor: 3.162

9.  The disaccharide moiety of bleomycin facilitates uptake by cancer cells.

Authors:  Benjamin R Schroeder; M Imran Ghare; Chandrabali Bhattacharya; Rakesh Paul; Zhiqiang Yu; Paul A Zaleski; Trevor C Bozeman; Michael J Rishel; Sidney M Hecht
Journal:  J Am Chem Soc       Date:  2014-09-23       Impact factor: 15.419

10.  The carbamoylmannose moiety of bleomycin mediates selective tumor cell targeting.

Authors:  Chandrabali Bhattacharya; Zhiqiang Yu; Michael J Rishel; Sidney M Hecht
Journal:  Biochemistry       Date:  2014-05-13       Impact factor: 3.162

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