| Synthesis of a C-linked glycosylated thymine-based PNA monomer and its incorporation into a PNA oligomer. | |
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MedLine Citation:
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PMID: 16990940 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Backbone modification of peptide nucleic acids (PNAs) by glycosylation has been shown to enhance selective biodistribution and cellular targeting of PNA oligomers based on sugar and cell surface lectin interactions. Here we report the synthesis of a new backbone-glycosylated thymine-based PNA monomer (T(gal)). The sugar residue was attached to the backbone of PNA via a stable carbon-carbon linkage between the sugar and the PNA monomers. Also, incorporation of the modified monomer into a PNA decamer (H-Ala(gal)-G-G-G-T(gal)-C-A-G-C-T(gal)-T-Lys-NH2) was successfully performed. Melting temperature (UV-Tm) of the modified PNA against the complementary DNA was only slightly lower than unmodified PNA. |
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Authors:
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Ramin Hamzavi; Christoph Meyer; Nils Metzler-Nolte |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2006-08-17 |
Journal Detail:
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Title: Organic & biomolecular chemistry Volume: 4 ISSN: 1477-0520 ISO Abbreviation: Org. Biomol. Chem. Publication Date: 2006 Oct |
Date Detail:
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Created Date: 2006-09-22 Completed Date: 2007-08-28 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101154995 Medline TA: Org Biomol Chem Country: England |
Other Details:
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Languages: eng Pagination: 3648-51 Citation Subset: IM |
Affiliation:
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Institute for Pharmacy and Molecular Biotechnology, University of Heidelberg, Im Neuenheimer Feld 364, 69120, Heidelberg, Germany. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Carbon
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chemistry* Glycosylation Peptide Nucleic Acids / chemical synthesis*, chemistry* Thymine / chemistry* |
| Chemical | |
Reg. No./Substance:
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0/Peptide Nucleic Acids; 65-71-4/Thymine; 7440-44-0/Carbon |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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