title: 3'-nitrophenylpropyloxycarbonyl (NPPOC) protecting groups for high-fidelity automated 5' --> 3' photochemical DNA synthesis.
abstract: [structure: see text]. The most powerful DNA microarrays would be prepared by photolithography with free 3'-ends that could be processed enzymatically. A photoremovable group that could be removed in quantitative yield would ensure high purity of the synthesized probes. We have developed new pyrimidine building blocks for 5' --> 3' DNA synthesis with high cycle yields using the NPPOC (3'-nitrophenylpropyloxycarbonyl) protecting group. These phosphoramidites were proved in automated photochemical DNA synthesis on a modified synthesizer.
authors.affiliation: Department of Chemistry, Levine Science Research Center, Duke University, Box 90317, Durham, North Carolina 27708, USA. pirrung@chem.duke.edu
authors.forename: M C
authors.initials: MC
authors.lastname: Pirrung
authors.forename: L
authors.initials: L
authors.lastname: Wang
authors.forename: M P
authors.initials: MP
authors.lastname: Montague-Smith
mesh_terms: D001331:Automation; D002264:Carboxylic Acids / Q000737:chemistry*; D004247:DNA / Q000138:chemical synthesis* / Q000737:chemistry*; D008956:Models, Chemical; D009578:Nitrobenzenes / Q000737:chemistry*; D009596:Nitrophenols / Q000737:chemistry*; D009693:Nucleic Acid Hybridization; D020411:Oligonucleotide Array Sequence Analysis / Q000295:instrumentation* / Q000379:methods*; D011743:Pyrimidines / Q000737:chemistry
chemical_list: C430114:2-nitrophenylpropyloxycarbonyl chloride; D002264:Carboxylic Acids; D009578:Nitrobenzenes; D009596:Nitrophenols; D011743:Pyrimidines; D004247:DNA