http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-2565199-A1

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_3d51a3bbd3fa1ddc931c4f18ecd02cb9
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_ec0024795f45a646ef64b3664ab8a26d
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H21-00
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H21-00
filingDate 2011-09-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_5d4599e30f96728a30825f37f9273544
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_8339e0472af0951dbeedf4a9acca2033
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_d6b5cfde2d5089d5cdd4f4f48e8bf747
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_4a8d69c162af01290b876c9ab25e257d
publicationDate 2013-03-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-2565199-A1
titleOfInvention Multiple orthogonal labelling of oligonucleotides
abstract In summary, the present invention concerns a method for multiple orthogonal labelling of oligonucleotides, preferably RNA or DNA, by simultaneously performing the inverse Diels-Alder reaction (DAinv) and the copper-catalyzed click reaction (CuAAC), wherein the method is employed in a single step by just adding the different reaction components together and incubating the aqueous reaction mixture preferably for one hour at room temperature. In detail, the reaction components are one or more N 3 -modified labels, a copper compound, a stabilizing ligand, a reducing agent and one or more electron-deficient label-modified dienes that are added together with an at least double-modified oligonucleotide having one more nucleotides containing one or more N 3 -reactive groups and one or more electron-rich dienophiles, wherein a terminal alkyne moiety is preferably used as N 3 -reactive group(s) and a trans -cyclooctene moiety or norbornene is preferably used as electron-rich dienophile(s), more preferably trans -cyclooctene. Therefore, the present invention provides a one-pot method for post-synthetic multiple orthogonal labeling of oligonucleotides, which allows the site-specific introduction of more than one label, preferably of at least two labels into oligonucleotides after solid-phase synthesis, wherein the DAinv takes place on the dienophile modification only and the CuAAC selectively takes place on the N 3 -reactive group modification.
priorityDate 2011-09-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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