Molecules 2012, 17(12), 14174-14185; doi:10.3390/molecules171214174
Article

Synthesis of Biotin Linkers with the Activated Triple Bond Donor [p-(N-propynoylamino)toluic Acid] (PATA) for Efficient Biotinylation of Peptides and Oligonucleotides

Received: 1 November 2012; in revised form: 19 November 2012 / Accepted: 23 November 2012 / Published: 30 November 2012
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: Biotin is an important molecule for modern biological studies including, e.g., cellular transport. Its exclusive affinity to fluorescent streptavidin/avidin proteins allows ready and specific detection. As a consequence methods for the attachment of biotin to various biological targets are of high importance, especially when they are very selective and can also proceed in water. One useful method is Hüisgen dipolar [3+2]-cycloaddition, commonly referred to as “click chemistry”. As we reported recently, the activated triple bond donor p-(N-propynoylamino)toluic acid (PATA) gives excellent results when used for conjugations at submicromolar concentrations. Thus, we have designed and synthesized two biotin linkers, with different lengths equipped with this activated triple bond donor and we proceeded with biotinylation of oligonucleotides and C-myc peptide both in solution and on solid support with excellent yields of conversion.
Keywords: biotin; streptavidin; click chemistry; biotin linker; oligonucleotide conjugates
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MDPI and ACS Style

Jezowska, M.; Romanowska, J.; Bestas, B.; Tedebark, U.; Honcharenko, M. Synthesis of Biotin Linkers with the Activated Triple Bond Donor [p-(N-propynoylamino)toluic Acid] (PATA) for Efficient Biotinylation of Peptides and Oligonucleotides. Molecules 2012, 17, 14174-14185.

AMA Style

Jezowska M, Romanowska J, Bestas B, Tedebark U, Honcharenko M. Synthesis of Biotin Linkers with the Activated Triple Bond Donor [p-(N-propynoylamino)toluic Acid] (PATA) for Efficient Biotinylation of Peptides and Oligonucleotides. Molecules. 2012; 17(12):14174-14185.

Chicago/Turabian Style

Jezowska, Martina; Romanowska, Joanna; Bestas, Burcu; Tedebark, Ulf; Honcharenko, Malgorzata. 2012. "Synthesis of Biotin Linkers with the Activated Triple Bond Donor [p-(N-propynoylamino)toluic Acid] (PATA) for Efficient Biotinylation of Peptides and Oligonucleotides." Molecules 17, no. 12: 14174-14185.

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