title: Enzymatic incorporation and fluorescent labelling of cyclooctyne-modified deoxyuridine triphosphates in DNA.
abstract: The amino group of 5-aminopropargyl-2'-deoxyuridine-5'-triphosphate was labelled with dibenzocyclooctyne (DIBO) and two derivatives of bicyclo [6.1.0] non-4-yne (BCN) with short and long linkers to produce three different cycloalkyne-modified deoxyuridine triphosphates. BCN was successfully incorporated into DNA at multiple sites by enzyme-mediated primer extension and the polymerase chain reaction (PCR). Efficient fluorescent labelling of the BCN-DNA and DIBO-DNA with Cy3-azide was demonstrated.
authors: Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Oxford OX1 3TA, UK.
authors: Xiaomei
authors: X
authors: Ren
authors: School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK.
authors: Marta
authors: M
authors: Gerowska
authors: Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Oxford OX1 3TA, UK; Chemistry Branch, Department of Science and Mathematics, Faculty of Petroleum and Mining Engineering, Suez University, Suez 43721, Egypt.
authors: Afaf H
authors: AH
authors: El-Sagheer
authors: Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Oxford OX1 3TA, UK. Electronic address: tom.brown@chem.ox.ac.uk.
authors: Tom
authors: T
authors: Brown
mesh_terms: D034242:Cyclooctanes / Q000737:chemistry*; D004247:DNA / Q000096:biosynthesis / Q000737:chemistry* / Q000378:metabolism*; D004259:DNA-Directed DNA Polymerase / Q000378:metabolism*; D003856:Deoxyuracil Nucleotides / Q000737:chemistry* / Q000378:metabolism*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000032:analysis / Q000737:chemistry*
chemical_list: D034242:Cyclooctanes; D003856:Deoxyuracil Nucleotides; D005456:Fluorescent Dyes; C027078:deoxyuridine triphosphate; D004247:DNA; D004259:DNA-Directed DNA Polymerase
keywords: BCN; Copper free click; Cyclooctyne deoxyuridine triphosphates; DIBO; DNA fluorescent labelling