Journal article
Microwave-Mediated Synthesis of Labeled Nucleotides with Utility in the Synthesis of DNA Probes
Bioconjugate chemistry, v 21(10), pp 1773-1778
01 Oct 2010
PMID: 20812713
Featured in Collection : UN Sustainable Development Goals @ Drexel
Abstract
A novel method of linking haptens to deoxycytidine 5'-triphosphate via microwave-mediated bisulfate-catalyzed transamination with hydrazine has been developed. This method enables the tethering of small molecule haptens to dCTP via a discrete polyethylene glycol (PEG) spacer, yielding N-4-aminodeoxycytidine 5'-triphosphate-dPEG-haptens. This synthetic approach employs microwave-catalyzed hydrazinolysis that enables the attachment of spacers via hydrazine linkages. The microwave-mediated introduction of this hydrazine handle provides a significant improvement in yield over those of published thermal methods. The microwave reaction was shown to be scalable, and the final product was amenable to labeling with a wide variety of haptens. The resulting nucleotide triphosphates, N-4-aminodeoxycytidine 5'-triphosphate-dPEG-haptens, can serve as unique substrates for the enzyme-mediated labeling of DNA probes. The efficacy of incorporation of one such novel nucleotide, N-4-aminodeoxycyticline 5'-triphosphate-dPEG(4)-DNP, has been demonstrated in nick translation labeling of HER2 and HPV probes. The labeled probes have been shown to be effective in visualizing their target genes in tissue.
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Details
- Title
- Microwave-Mediated Synthesis of Labeled Nucleotides with Utility in the Synthesis of DNA Probes
- Creators
- Mark Lefever - College Station Medical CenterJerome W. Kosmeder - College Station Medical CenterMichael Farrell - College Station Medical CenterChristopher Bieniarz - College Station Medical CenterChristopher B Rodell - School of Biomedical Engineering, Science, and Health Systems (1997-)
- Publication Details
- Bioconjugate chemistry, v 21(10), pp 1773-1778
- Publisher
- American Chemical Society; Washington, DC
- Number of pages
- 6
- Resource Type
- Journal article
- Language
- English
- Academic Unit
- School of Biomedical Engineering, Science, and Health Systems
- Web of Science ID
- WOS:000283101000008
- Scopus ID
- 2-s2.0-77958199142
- Other Identifier
- 991019320709804721
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InCites Highlights
Data related to this publication, from InCites Benchmarking & Analytics tool:
- Web of Science research areas
- Biochemical Research Methods
- Biochemistry & Molecular Biology
- Chemistry, Multidisciplinary
- Chemistry, Organic