Fast and efficient DNA crosslinking and multiple orthogonal labelling by copper-free click chemistry.
Two new dibenzocyclooctyne-thymidine monomers were incorporated into oligonucleotides and crosslinked to azide-labelled complementary strands across the DNA grooves. Equivalent reactions were successful using a (bicyclo[6.1.0]nonyne) alkyne. Oligonucleotides containing internal cyclooctyne and amino groups were simultaneously reacted with azides and NHS esters of different fluorescent dyes to produce functional genetic probes.
School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK.
Montserrat
M
Shelbourne
Tom
T
Brown
Afaf H
AH
El-Sagheer
Tom
T
Brown
D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D057930:Click Chemistry; D003300:Copper; D005456:Fluorescent Dyes / Q000737:chemistry; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000737:chemistry*; D013936:Thymidine / Q000737:chemistry*
D000480:Alkynes; D001386:Azides; D005456:Fluorescent Dyes; D009841:Oligonucleotides; D003300:Copper; D013936:Thymidine