The Behaviour of 2′-Deoxy-2′-Fluorouridine Incorporated into Oligonucleotides by the Phosphoramidite Approach
摘要:
2-Deoxy-2-fluorouridine has been chemically incorporated into an oligodeoxynucleotide of the structure 5ACGGAX 3 (X=U(2-F)) using the phosphoramidite method and the behaviour of the product has been studied. 5-O-Monomethoxytrityl-2-deoxy-2-fluorouridine was fixed on silica gel at the 3-end and the chain elongated on a DNA-synthesizer using nucleoside methoxyphosphoramidites. After alkaline work-up two products were observed. One was found to be the desired fluoro containing hexamer, whereas the other corresponds to an araU-hexamer (X=arabino-furanosyluridine). The latter compound is supposed to be a product of alkaline hydrolysis of the C-2-F-bond. The oligomers containing 2-fluoro- and ara-U at their 3-end were chemically sequenced by a solid phase method on CCS-paper which confirmed the right primary structure.
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DOI:
10.1080/07328318908048855
被引量:
年份:
1989
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