Solid-phase synthesis of cyclic peptide-DNA hybrids.
[reaction: see text] A methodology for preparing cyclic peptide-DNA hybrids on controlled pore glass in high yield is reported. This methodology employs Fmoc/Alloc-protected amino acid and nucleoside phosphoramidites on an omega-hydroxylauric acid-derivatized support and is suitable for library synthesis. A cyclic hybrid of the sequence Glu-Leu-TT-DP-Lys, where Glu and Lys are linked and T denotes a 5'-amino-5'-deoxynucleotide, exhibited high resistance to exo- and endonucleases.
Bleczinski
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CF
Department of Chemistry, Tufts University, Medford, MA 02155, USA.
Richert
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C
D000818:Animals; D004247:DNA / Q000737:chemistry*; D005092:Exonucleases / Q000378:metabolism; D006571:Heterocyclic Compounds; D008958:Models, Molecular; D009841:Oligonucleotides / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D019151:Peptide Library; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry*; D043264:Phosphodiesterase I; D010727:Phosphoric Diester Hydrolases / Q000378:metabolism; D015719:Single-Strand Specific DNA and RNA Endonucleases / Q000378:metabolism
D006571:Heterocyclic Compounds; D009841:Oligonucleotides; D019151:Peptide Library; D010455:Peptides; D004247:DNA; D005092:Exonucleases; C022650:spleen exonuclease; D015719:Single-Strand Specific DNA and RNA Endonucleases; D010727:Phosphoric Diester Hydrolases; D043264:Phosphodiesterase I