Literature DB >> 20423109

Synthesis of a DOTA--biotin conjugate for radionuclide chelation via Cu-free click chemistry.

Michael K Schultz1, Sharavathi G Parameswarappa, F Christopher Pigge.   

Abstract

A strain-induced copper-free click reaction mediated by a new and easily prepared cyclooctyne derivative was used to efficiently assemble a DOTA-biotin adduct capable of radionuclide ((68)Ga) uptake. This synthetic strategy offers a potentially general and convenient means of preparing targeted radiolabeling and radiotherapeutic agents.

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Year:  2010        PMID: 20423109      PMCID: PMC5506828          DOI: 10.1021/ol100774p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  28 in total

1.  Therapeutic radiopharmaceuticals.

Authors:  W A Volkert; T J Hoffman
Journal:  Chem Rev       Date:  1999-09-08       Impact factor: 60.622

Review 2.  The role of coordination chemistry in the development of target-specific radiopharmaceuticals.

Authors:  Shuang Liu
Journal:  Chem Soc Rev       Date:  2004-08-16       Impact factor: 54.564

3.  Metal-free triazole formation as a tool for bioconjugation.

Authors:  Sander S van Berkel; A Ton J Dirks; Marjoke F Debets; Floris L van Delft; Jeroen J L M Cornelissen; Roeland J M Nolte; Floris P J T Rutjes
Journal:  Chembiochem       Date:  2007-09-03       Impact factor: 3.164

4.  Antibody fragments in tumor pretargeting. Evaluation of biotinylated Fab' colocalization with recombinant streptavidin and avidin.

Authors:  D S Wilbur; D K Hamlin; R L Vessella; J E Stray; K R Buhler; P S Stayton; L A Klumb; P M Pathare; S A Weerawarna
Journal:  Bioconjug Chem       Date:  1996 Nov-Dec       Impact factor: 4.774

Review 5.  Cu-free click cycloaddition reactions in chemical biology.

Authors:  John C Jewett; Carolyn R Bertozzi
Journal:  Chem Soc Rev       Date:  2010-04       Impact factor: 54.564

6.  Copper-free click chemistry in living animals.

Authors:  Pamela V Chang; Jennifer A Prescher; Ellen M Sletten; Jeremy M Baskin; Isaac A Miller; Nicholas J Agard; Anderson Lo; Carolyn R Bertozzi
Journal:  Proc Natl Acad Sci U S A       Date:  2010-01-14       Impact factor: 11.205

Review 7.  The synthesis and chelation chemistry of DOTA-peptide conjugates.

Authors:  Luis M De León-Rodríguez; Zoltan Kovacs
Journal:  Bioconjug Chem       Date:  2007-12-12       Impact factor: 4.774

Review 8.  The growing applications of click chemistry.

Authors:  John E Moses; Adam D Moorhouse
Journal:  Chem Soc Rev       Date:  2007-05-03       Impact factor: 54.564

9.  Synthesis of novel 1,4,7,10-tetraazacyclodecane-1,4,7,10-tetraacetic acid (DOTA) derivatives for chemoselective attachment to unprotected polyfunctionalized compounds.

Authors:  Sebastian Knör; Armin Modlinger; Thorsten Poethko; Margret Schottelius; Hans-Jürgen Wester; Horst Kessler
Journal:  Chemistry       Date:  2007       Impact factor: 5.236

10.  A strain-promoted [3 + 2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems.

Authors:  Nicholas J Agard; Jennifer A Prescher; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2004-11-24       Impact factor: 15.419

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  11 in total

1.  A practical guide to the construction of radiometallated bioconjugates for positron emission tomography.

Authors:  Brian M Zeglis; Jason S Lewis
Journal:  Dalton Trans       Date:  2011-03-25       Impact factor: 4.390

2.  An alternative model for type I interferon induction downstream of human TLR2.

Authors:  Timo Oosenbrug; Michel J van de Graaff; Mariëlle C Haks; Sander van Kasteren; Maaike E Ressing
Journal:  J Biol Chem       Date:  2020-08-12       Impact factor: 5.157

3.  Copper-Free Click for PET: Rapid 1,3-Dipolar Cycloadditions with a Fluorine-18 Cyclooctyne.

Authors:  Richard D Carpenter; Sven H Hausner; Julie L Sutcliffe
Journal:  ACS Med Chem Lett       Date:  2011-10-07       Impact factor: 4.345

4.  Improved synthesis and biological evaluation of chelator-modified α-MSH analogs prepared by copper-free click chemistry.

Authors:  Nicholas J Baumhover; Molly E Martin; Sharavathi G Parameswarappa; Kyle C Kloepping; M Sue O'Dorisio; F Christopher Pigge; Michael K Schultz
Journal:  Bioorg Med Chem Lett       Date:  2011-08-08       Impact factor: 2.823

5.  Preparation of a versatile bifunctional zeolite for targeted imaging applications.

Authors:  Nicholas Ndiege; Renugan Raidoo; Michael K Schultz; Sarah Larsen
Journal:  Langmuir       Date:  2011-02-09       Impact factor: 3.882

6.  Strain Promoted Click Chemistry of 2- or 8-Azidopurine and 5-Azidopyrimidine Nucleosides and 8-Azidoadenosine Triphosphate with Cyclooctynes. Application to Living Cell Fluorescent Imaging.

Authors:  Jessica Zayas; Marie Annoual; Jayanta Kumar Das; Quentin Felty; Walter G Gonzalez; Jaroslava Miksovska; Nima Sharifai; Akira Chiba; Stanislaw F Wnuk
Journal:  Bioconjug Chem       Date:  2015-07-02       Impact factor: 4.774

7.  A DOTA-peptide conjugate by copper-free click chemistry.

Authors:  Molly E Martin; Sharavathi G Parameswarappa; M Sue O'Dorisio; F Christopher Pigge; Michael K Schultz
Journal:  Bioorg Med Chem Lett       Date:  2010-06-25       Impact factor: 2.823

Review 8.  Clinical applications of Gallium-68.

Authors:  Sangeeta Ray Banerjee; Martin G Pomper
Journal:  Appl Radiat Isot       Date:  2013-02-20       Impact factor: 1.513

9.  Application of strain-promoted azide-alkyne cycloaddition and tetrazine ligation to targeted Fc-drug conjugates.

Authors:  Joshua D Thomas; Huiting Cui; Patrick J North; Thomas Hofer; Christoph Rader; Terrence R Burke
Journal:  Bioconjug Chem       Date:  2012-09-25       Impact factor: 4.774

10.  Modular strategy for the construction of radiometalated antibodies for positron emission tomography based on inverse electron demand Diels-Alder click chemistry.

Authors:  Brian M Zeglis; Priya Mohindra; Gabriel I Weissmann; Vadim Divilov; Scott A Hilderbrand; Ralph Weissleder; Jason S Lewis
Journal:  Bioconjug Chem       Date:  2011-09-20       Impact factor: 4.774

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