Solid Phase Synthesis of a Metronidazole Oligonucleotide Conjugate

doi:10.3390/11060486

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Molecules 2006, 11(6), 486-495; doi:10.3390/11060486

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Solid Phase Synthesis of a Metronidazole Oligonucleotide Conjugate

Andrew J. Walsh, Michael L. Davis and William Fraser *

School of Life and Health Sciences, Aston University, Aston Triangle, Birmingham, B4 7ET, UK

* Author to whom correspondence should be addressed.

Received: 26 April 2006; in revised form: 23 May 2006 / Accepted: 29 May 2006 / Published: 23 June 2006

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Abstract: Direct, solid phase synthesis of an oligonucleotide conjugate of the antibioticdrug metronidazole was accomplished by the phosphoramidite method. Removal ofprotecting groups and cleavage from the controlled pore glass (CPG) solid support wassuccessful using mild conditions (20% Et₃N in pyridine, then conc. NH₃ (aq) at rt for 30min) whereas standard conditions (conc. NH₃ (aq) at 55 °C for 16 h) cleaved the drug.

Keywords: CPG; conjugate; metronidazole; oligonucleotide; phosphoramidite; solid phase.

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MDPI and ACS Style

Walsh, A.J.; Davis, M.L.; Fraser, W. Solid Phase Synthesis of a Metronidazole Oligonucleotide Conjugate. Molecules 2006, 11, 486-495.

AMA Style

Walsh A.J., Davis M.L., Fraser W. Solid Phase Synthesis of a Metronidazole Oligonucleotide Conjugate. Molecules. 2006; 11(6):486-495.

Chicago/Turabian Style

Walsh, Andrew J.; Davis, Michael L.; Fraser, William. 2006. "Solid Phase Synthesis of a Metronidazole Oligonucleotide Conjugate." Molecules 11, no. 6: 486-495.

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