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Synthesis of Oligonucleotide Conjugates via Aqueous Diels‐Alder Cycloaddition

dc.contributor.authorLeuck, Michael
dc.contributor.authorWolter, Andreas
dc.date.accessioned2018-05-15T20:12:56Z
dc.date.available2018-05-15T20:12:56Z
dc.date.issued2003-09
dc.identifier.citationLeuck, Michael; Wolter, Andreas (2003). "Synthesis of Oligonucleotide Conjugates via Aqueous Diels‐Alder Cycloaddition." Current Protocols in Nucleic Acid Chemistry 14(1): 4.18.1-4.18.14.
dc.identifier.issn1934-9270
dc.identifier.issn1934-9289
dc.identifier.urihttps://hdl.handle.net/2027.42/143620
dc.description.abstractThe conjugation of maleimide reporter groups to 5′‐diene‐modified oligonucleotides via aqueous Diels‐Alder cycloaddition is described. Detailed basic protocols are provided for the preparation of a diene‐amidite (5′‐diene modifier), for the attachment of a diene group to the 5′‐terminus of oligonucleotides, and for the conjugation of maleimide reporter groups to diene‐modified oligonucleotides.
dc.publisherWiley Periodicals, Inc.
dc.publisherCold Spring Harbor Laboratory Press
dc.subject.other5′‐diene modifier
dc.subject.other5′‐labeling of oligonucleotides
dc.subject.otherDiels‐Alder conjugation
dc.subject.otherdiene‐amidite
dc.titleSynthesis of Oligonucleotide Conjugates via Aqueous Diels‐Alder Cycloaddition
dc.typeArticleen_US
dc.rights.robotsIndexNoFollow
dc.subject.hlbsecondlevelPublic Health
dc.subject.hlbsecondlevelBiological Chemistry
dc.subject.hlbsecondlevelChemical Engineering
dc.subject.hlbsecondlevelChemistry
dc.subject.hlbtoplevelHealth Sciences
dc.subject.hlbtoplevelScience
dc.subject.hlbtoplevelEngineering
dc.description.peerreviewedPeer Reviewed
dc.description.bitstreamurlhttps://deepblue.lib.umich.edu/bitstream/2027.42/143620/1/cpnc0418.pdf
dc.identifier.doi10.1002/0471142700.nc0418s14
dc.identifier.sourceCurrent Protocols in Nucleic Acid Chemistry
dc.identifier.citedreferenceHill, K.W., Taunton‐Rigby, J., Carter, J.D., Kropp, E., Vagle, K., Pieken, W., McGee, D.P.C., Husar, G., Leuck, M., Anziano, D., and Sebesta, D.P. 2001. Diels‐Alder bioconjugation of diene‐modified oligonucleotides. J. Org. Chem. 66: 5352 ‐ 5358.
dc.identifier.citedreferenceTelser, J., Cruickshank, K.A., Morrison, L.E., and Netzel, T.L. 1989. Synthesis and characterization of DNA oligomers and duplexes containing covalently attached molecular labels: Comparison of biotin, fluorescein, and pyrene labels by thermodynamic and optical spectroscopic measurements. J. Am. Chem. Soc. 111: 6966 ‐ 6976.
dc.identifier.citedreferenceSmith, L.M., Fung, S., Hunkapiller, M.W., Hunkapiller, T.J., and Hoo, L.E. 1985. The synthesis of oligonucleotides containing an aliphatic amino group at the 5′ terminus: Synthesis of fluorescent DNA primers for use in DNA sequence analysis. Nucl. Acids Res. 13: 2399 ‐ 2412.
dc.identifier.citedreferenceLetsinger, R.L., Elghanian, R., Biswanadham, G., and Mirkin, C. 2000. Use of a steroid cyclic disulfide anchor in constructing gold nanoparticle‐oligonucleotide conjugates. Bioconjugate Chem. 11: 289 ‐ 291.
dc.identifier.citedreferenceBowtell, D. and Sambrook, J. (eds.) 2002. DNA Microarrays: A Molecular Cloning Manual. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, N.Y.
dc.identifier.citedreferenceGoodchild, J. 1990. Conjugates of oligonucleotides and modified oligonucleotides: A review of their synthesis and properties. Bioconjugate Chem. 1: 165 ‐ 187.
dc.owningcollnameInterdisciplinary and Peer-Reviewed


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