کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1365427 981560 2008 6 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Porphyrin conjugated to DNA by a 2′-amido-2′-deoxyuridine linkage
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Porphyrin conjugated to DNA by a 2′-amido-2′-deoxyuridine linkage
چکیده انگلیسی

A porphyrin that contains a single carboxylic acid group was synthesized and coupled to 2′-amino-2′-deoxyuridine. The resultant product contained a free 3′ hydroxyl group and a 4,4′-dimethoxytrityl (DMT) protecting group on the 5′ hydroxyl of the uridine, making it suitable for use in oligonucleotide synthesis. The 3′ H-phosphonate derivative of this molecule was synthesized and used to form a conjugate with a 19 nucleotide sequence of DNA (5′-CCTCCAGTGGAAATCAAGG-3′). This was carried out with the DNA attached at the 3′ end to a control pore glass (CPG) substrate, allowing for rapid purification. After removal of the DMT group, an additional three nucleotides were added, leaving the porphyrin as an internal modification. This is the first report of porphyrin attached internally to an oligonucleotide using a hydrogen-bonding nucleoside analog. This allows oligonucleotides to be used as a scaffold for precise positioning of multiple porphyrins within biomimetic arrays.

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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry Letters - Volume 18, Issue 2, 15 January 2008, Pages 850–855
نویسندگان
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