title: A porphyrin C-nucleoside incorporated into DNA.
abstract: [reaction: see text] A free porphyrin coupled on 2-deoxy-D-ribose was synthesized and incorporated into DNA via phosphoramidite chemistry. Substitution at the ends of a 5'-modified self-complementary duplex was found to be thermally and thermodynamically stabilizing. The porphyrin moiety strongly intercalates in the duplex when located near the center, and retains its fluorescence properties in DNA.
authors.affiliation: Department of Chemistry, Stanford University, California 94305-5080, USA.
authors.forename: Hugo
authors.initials: H
authors.lastname: Morales-Rojas
authors.forename: Eric T
authors.initials: ET
authors.lastname: Kool
mesh_terms: D001483:Base Sequence; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry* / Q000235:genetics; D005453:Fluorescence; D007364:Intercalating Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*; D011166:Porphyrins / Q000138:chemical synthesis* / Q000737:chemistry*; D013696:Temperature; D013816:Thermodynamics
chemical_list: D007364:Intercalating Agents; D009705:Nucleosides; D011166:Porphyrins; C033886:porphyrin c; D004247:DNA