Synthesis of 5'-O-phosphoramidites with a photolabile 3'-O-protecting group.
This unit describes the chemical synthesis of phosphoramidite building blocks that carry a protecting group at the 3' position. These inversely oriented synthons expose a 2-(2-nitrophenyl)propoxycarbonyl (NPPOC) group as the photolabile protecting group of choice. Among other applications, the building blocks can be employed for light-controlled in situ synthesis of DNA microarrays, producing arrayed oligonucleotides that are attached to the support via their 5' ends, leaving their 3' termini available to act as substrates for polymerases.
Beier
Markus
M
Deutsches Krebsforschungszentrum, Heidelberg, Germany.
Hoheisel
Jörg D
JD
D006878:Hydroxides / Q000737:chemistry*; D008954:Models, Biological; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D010782:Photolysis
D006878:Hydroxides; D009838:Oligodeoxyribonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; C031356:hydroxide ion