DE69836013T2 - Massenmarkierte hybridisierungssonden - Google Patents
Massenmarkierte hybridisierungssonden Download PDFInfo
- Publication number
- DE69836013T2 DE69836013T2 DE69836013T DE69836013T DE69836013T2 DE 69836013 T2 DE69836013 T2 DE 69836013T2 DE 69836013 T DE69836013 T DE 69836013T DE 69836013 T DE69836013 T DE 69836013T DE 69836013 T2 DE69836013 T2 DE 69836013T2
- Authority
- DE
- Germany
- Prior art keywords
- mass
- probe
- sequence
- base sequence
- hybridization
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000523 sample Substances 0.000 claims abstract description 129
- 238000009396 hybridization Methods 0.000 claims abstract description 60
- 238000004949 mass spectrometry Methods 0.000 claims abstract description 50
- 238000000034 method Methods 0.000 claims description 97
- 150000007523 nucleic acids Chemical class 0.000 claims description 61
- 239000012634 fragment Substances 0.000 claims description 58
- 108020004707 nucleic acids Proteins 0.000 claims description 54
- 102000039446 nucleic acids Human genes 0.000 claims description 54
- 108091034117 Oligonucleotide Proteins 0.000 claims description 40
- 239000002299 complementary DNA Substances 0.000 claims description 30
- 238000004458 analytical method Methods 0.000 claims description 27
- 108010042407 Endonucleases Proteins 0.000 claims description 16
- 238000000132 electrospray ionisation Methods 0.000 claims description 16
- JLCPHMBAVCMARE-UHFFFAOYSA-N [3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl [5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate Polymers Cc1cn(C2CC(OP(O)(=O)OCC3OC(CC3OP(O)(=O)OCC3OC(CC3O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c3nc(N)[nH]c4=O)C(COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3CO)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cc(C)c(=O)[nH]c3=O)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3cc(C)c(=O)[nH]c3=O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)O2)c(=O)[nH]c1=O JLCPHMBAVCMARE-UHFFFAOYSA-N 0.000 claims description 15
- 102000004190 Enzymes Human genes 0.000 claims description 14
- 108090000790 Enzymes Proteins 0.000 claims description 14
- 108091008146 restriction endonucleases Proteins 0.000 claims description 14
- 238000005070 sampling Methods 0.000 claims description 13
- 108090000623 proteins and genes Proteins 0.000 claims description 12
- 108020004635 Complementary DNA Proteins 0.000 claims description 11
- 238000012163 sequencing technique Methods 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 238000002372 labelling Methods 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 238000005520 cutting process Methods 0.000 claims description 7
- 102000003960 Ligases Human genes 0.000 claims description 3
- 108090000364 Ligases Proteins 0.000 claims description 3
- 238000006073 displacement reaction Methods 0.000 claims description 2
- 102000004533 Endonucleases Human genes 0.000 claims 4
- 238000007834 ligase chain reaction Methods 0.000 claims 2
- 239000011230 binding agent Substances 0.000 claims 1
- 230000009137 competitive binding Effects 0.000 claims 1
- 238000010422 painting Methods 0.000 claims 1
- 238000003752 polymerase chain reaction Methods 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 150000002500 ions Chemical class 0.000 description 145
- 238000006062 fragmentation reaction Methods 0.000 description 56
- 238000013467 fragmentation Methods 0.000 description 55
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 42
- 125000005647 linker group Chemical group 0.000 description 36
- 238000001819 mass spectrum Methods 0.000 description 32
- 238000003776 cleavage reaction Methods 0.000 description 26
- 230000007017 scission Effects 0.000 description 25
- 239000003795 chemical substances by application Substances 0.000 description 23
- 239000000243 solution Substances 0.000 description 20
- 239000007789 gas Substances 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 238000000816 matrix-assisted laser desorption--ionisation Methods 0.000 description 18
- 238000012986 modification Methods 0.000 description 18
- 230000004048 modification Effects 0.000 description 18
- 108020004414 DNA Proteins 0.000 description 16
- 108020004711 Nucleic Acid Probes Proteins 0.000 description 16
- 238000013459 approach Methods 0.000 description 16
- 239000002853 nucleic acid probe Substances 0.000 description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 239000011324 bead Substances 0.000 description 14
- 230000000295 complement effect Effects 0.000 description 13
- 238000001228 spectrum Methods 0.000 description 13
- 102100031780 Endonuclease Human genes 0.000 description 12
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 12
- 238000005040 ion trap Methods 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 11
- 238000002966 oligonucleotide array Methods 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- 241000894007 species Species 0.000 description 11
- 239000000126 substance Substances 0.000 description 11
- 239000007791 liquid phase Substances 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 10
- 230000035945 sensitivity Effects 0.000 description 10
- 238000003786 synthesis reaction Methods 0.000 description 10
- 150000008378 aryl ethers Chemical class 0.000 description 9
- 239000000872 buffer Substances 0.000 description 9
- OPTASPLRGRRNAP-UHFFFAOYSA-N cytosine Chemical compound NC=1C=CNC(=O)N=1 OPTASPLRGRRNAP-UHFFFAOYSA-N 0.000 description 9
- 230000005684 electric field Effects 0.000 description 9
- 244000170916 Paeonia officinalis Species 0.000 description 8
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 8
- 229910052799 carbon Inorganic materials 0.000 description 8
- 150000001793 charged compounds Chemical class 0.000 description 8
- 239000003550 marker Substances 0.000 description 8
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 8
- 238000000926 separation method Methods 0.000 description 8
- 239000007790 solid phase Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 230000008901 benefit Effects 0.000 description 7
- -1 cesium ions Chemical class 0.000 description 7
- 239000011159 matrix material Substances 0.000 description 7
- 108020004999 messenger RNA Proteins 0.000 description 7
- 230000007935 neutral effect Effects 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 7
- 238000004885 tandem mass spectrometry Methods 0.000 description 7
- ZSBDGXGICLIJGD-UHFFFAOYSA-N 4-phenoxyphenol Chemical compound C1=CC(O)=CC=C1OC1=CC=CC=C1 ZSBDGXGICLIJGD-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 6
- 238000003491 array Methods 0.000 description 6
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 6
- 230000005284 excitation Effects 0.000 description 6
- UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 description 6
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 6
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 6
- 238000011002 quantification Methods 0.000 description 6
- 230000000717 retained effect Effects 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 235000001014 amino acid Nutrition 0.000 description 5
- 150000001413 amino acids Chemical class 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 230000007547 defect Effects 0.000 description 5
- 238000010884 ion-beam technique Methods 0.000 description 5
- 238000000752 ionisation method Methods 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- RWQNBRDOKXIBIV-UHFFFAOYSA-N thymine Chemical compound CC1=CNC(=O)NC1=O RWQNBRDOKXIBIV-UHFFFAOYSA-N 0.000 description 5
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 4
- 108091032973 (ribonucleotides)n+m Proteins 0.000 description 4
- 238000005160 1H NMR spectroscopy Methods 0.000 description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 239000012491 analyte Substances 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 229940104302 cytosine Drugs 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 238000004992 fast atom bombardment mass spectroscopy Methods 0.000 description 4
- 238000003818 flash chromatography Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000002773 nucleotide Substances 0.000 description 4
- 125000003729 nucleotide group Chemical group 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- 229920000090 poly(aryl ether) Polymers 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 3
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 description 3
- 229930024421 Adenine Natural products 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 108091093037 Peptide nucleic acid Proteins 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000003556 assay Methods 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000010494 dissociation reaction Methods 0.000 description 3
- 230000005593 dissociations Effects 0.000 description 3
- 230000006870 function Effects 0.000 description 3
- 238000011223 gene expression profiling Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000001616 ion spectroscopy Methods 0.000 description 3
- 230000000155 isotopic effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000012544 monitoring process Methods 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- BRARRAHGNDUELT-UHFFFAOYSA-N 3-hydroxypicolinic acid Chemical compound OC(=O)C1=NC=CC=C1O BRARRAHGNDUELT-UHFFFAOYSA-N 0.000 description 2
- 108090001008 Avidin Proteins 0.000 description 2
- 0 CC(C(N1)O)=CN([C@@]2O[C@](C*)CC2)C1=O Chemical compound CC(C(N1)O)=CN([C@@]2O[C@](C*)CC2)C1=O 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 238000001712 DNA sequencing Methods 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- FDGQSTZJBFJUBT-UHFFFAOYSA-N Hypoxanthine Natural products O=C1NC=NC2=C1NC=N2 FDGQSTZJBFJUBT-UHFFFAOYSA-N 0.000 description 2
- 101710163270 Nuclease Proteins 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical class [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- IQFYYKKMVGJFEH-XLPZGREQSA-N Thymidine Chemical group O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](O)C1 IQFYYKKMVGJFEH-XLPZGREQSA-N 0.000 description 2
- 230000001133 acceleration Effects 0.000 description 2
- 229960000643 adenine Drugs 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 230000003321 amplification Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 235000019445 benzyl alcohol Nutrition 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 229960002685 biotin Drugs 0.000 description 2
- 235000020958 biotin Nutrition 0.000 description 2
- 239000011616 biotin Substances 0.000 description 2
- 238000010504 bond cleavage reaction Methods 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- WBYWAXJHAXSJNI-UHFFFAOYSA-N cinnamic acid group Chemical group C(C=CC1=CC=CC=C1)(=O)O WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 230000005672 electromagnetic field Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000010265 fast atom bombardment Methods 0.000 description 2
- 230000004992 fission Effects 0.000 description 2
- 239000007850 fluorescent dye Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 230000014509 gene expression Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000001307 helium Substances 0.000 description 2
- 229910052734 helium Inorganic materials 0.000 description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000001165 hydrophobic group Chemical group 0.000 description 2
- 230000033001 locomotion Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000003278 mimic effect Effects 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000003199 nucleic acid amplification method Methods 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 108090000765 processed proteins & peptides Proteins 0.000 description 2
- 102000004196 processed proteins & peptides Human genes 0.000 description 2
- 230000008707 rearrangement Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000012340 reverse transcriptase PCR Methods 0.000 description 2
- HUJXHFRXWWGYQH-UHFFFAOYSA-O sinapine Chemical compound COC1=CC(\C=C\C(=O)OCC[N+](C)(C)C)=CC(OC)=C1O HUJXHFRXWWGYQH-UHFFFAOYSA-O 0.000 description 2
- 230000003381 solubilizing effect Effects 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 229940124530 sulfonamide Drugs 0.000 description 2
- 150000003456 sulfonamides Chemical class 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 150000003568 thioethers Chemical class 0.000 description 2
- 229940113082 thymine Drugs 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- 239000012808 vapor phase Substances 0.000 description 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- 102000040650 (ribonucleotides)n+m Human genes 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- NCYNKWQXFADUOZ-UHFFFAOYSA-N 1,1-dioxo-2,1$l^{6}-benzoxathiol-3-one Chemical compound C1=CC=C2C(=O)OS(=O)(=O)C2=C1 NCYNKWQXFADUOZ-UHFFFAOYSA-N 0.000 description 1
- IJWIJLIIOKZJMS-YNEHKIRRSA-N 1-[(2r,4s,5r)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)C1 IJWIJLIIOKZJMS-YNEHKIRRSA-N 0.000 description 1
- KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Substances C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 description 1
- DSALCSGMJCITLD-UHFFFAOYSA-N 2-(4-phenoxyphenyl)pentanedioic acid Chemical compound C1=CC=C(C=C1)OC2=CC=C(C=C2)C(CCC(=O)O)C(=O)O DSALCSGMJCITLD-UHFFFAOYSA-N 0.000 description 1
- KKODFXJVTSZBIP-UHFFFAOYSA-N 2-chloro-4,6-dimethoxy-1h-triazine Chemical compound COC1=CC(OC)=NN(Cl)N1 KKODFXJVTSZBIP-UHFFFAOYSA-N 0.000 description 1
- 125000002103 4,4'-dimethoxytriphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)(C1=C([H])C([H])=C(OC([H])([H])[H])C([H])=C1[H])C1=C([H])C([H])=C(OC([H])([H])[H])C([H])=C1[H] 0.000 description 1
- MSSXOMSJDRHRMC-UHFFFAOYSA-N 9H-purine-2,6-diamine Chemical compound NC1=NC(N)=C2NC=NC2=N1 MSSXOMSJDRHRMC-UHFFFAOYSA-N 0.000 description 1
- 241001136792 Alle Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 description 1
- 108060002716 Exonuclease Proteins 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
- 108020005187 Oligonucleotide Probes Proteins 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 description 1
- 241001282153 Scopelogadus mizolepis Species 0.000 description 1
- 238000002105 Southern blotting Methods 0.000 description 1
- 229940100389 Sulfonylurea Drugs 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
- FNYLWPVRPXGIIP-UHFFFAOYSA-N Triamterene Chemical compound NC1=NC2=NC(N)=NC(N)=C2N=C1C1=CC=CC=C1 FNYLWPVRPXGIIP-UHFFFAOYSA-N 0.000 description 1
- 108010064978 Type II Site-Specific Deoxyribonucleases Proteins 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000001042 affinity chromatography Methods 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 150000001335 aliphatic alkanes Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- HMFHBZSHGGEWLO-UHFFFAOYSA-N alpha-D-Furanose-Ribose Natural products OCC1OC(O)C(O)C1O HMFHBZSHGGEWLO-UHFFFAOYSA-N 0.000 description 1
- WGQKYBSKWIADBV-UHFFFAOYSA-N aminomethyl benzene Natural products NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000000429 assembly Methods 0.000 description 1
- 230000000712 assembly Effects 0.000 description 1
- 238000000065 atmospheric pressure chemical ionisation Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 230000003139 buffering effect Effects 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 238000005251 capillar electrophoresis Methods 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- 238000000451 chemical ionisation Methods 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000001427 coherent effect Effects 0.000 description 1
- 238000001360 collision-induced dissociation Methods 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 150000003983 crown ethers Chemical group 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- 125000004431 deuterium atom Chemical group 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000001962 electrophoresis Methods 0.000 description 1
- 230000005686 electrostatic field Effects 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 102000013165 exonuclease Human genes 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000001502 gel electrophoresis Methods 0.000 description 1
- 150000005171 halobenzenes Chemical class 0.000 description 1
- 150000002390 heteroarenes Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 150000002402 hexoses Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000004648 ion cyclotron resonance mass spectroscopy Methods 0.000 description 1
- 238000001948 isotopic labelling Methods 0.000 description 1
- 238000012804 iterative process Methods 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000001840 matrix-assisted laser desorption--ionisation time-of-flight mass spectrometry Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical class CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 description 1
- 230000000869 mutational effect Effects 0.000 description 1
- 229910052754 neon Inorganic materials 0.000 description 1
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- 238000007826 nucleic acid assay Methods 0.000 description 1
- 238000007899 nucleic acid hybridization Methods 0.000 description 1
- 238000003203 nucleic acid sequencing method Methods 0.000 description 1
- 239000002751 oligonucleotide probe Substances 0.000 description 1
- 238000002515 oligonucleotide synthesis Methods 0.000 description 1
- 238000010647 peptide synthesis reaction Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 150000008298 phosphoramidates Chemical class 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000026731 phosphorylation Effects 0.000 description 1
- 238000006366 phosphorylation reaction Methods 0.000 description 1
- 230000001443 photoexcitation Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 150000003212 purines Chemical class 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 125000006853 reporter group Chemical group 0.000 description 1
- 238000010839 reverse transcription Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003334 secondary amides Chemical class 0.000 description 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- PCMORTLOPMLEFB-ONEGZZNKSA-N sinapic acid Chemical compound COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O PCMORTLOPMLEFB-ONEGZZNKSA-N 0.000 description 1
- PCMORTLOPMLEFB-UHFFFAOYSA-N sinapinic acid Natural products COC1=CC(C=CC(O)=O)=CC(OC)=C1O PCMORTLOPMLEFB-UHFFFAOYSA-N 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000010532 solid phase synthesis reaction Methods 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 230000029305 taxis Effects 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 150000003536 tetrazoles Chemical class 0.000 description 1
- 238000001149 thermolysis Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical group [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6813—Hybridisation assays
- C12Q1/6834—Enzymatic or biochemical coupling of nucleic acids to a solid phase
- C12Q1/6837—Enzymatic or biochemical coupling of nucleic acids to a solid phase using probe arrays or probe chips
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6813—Hybridisation assays
- C12Q1/6816—Hybridisation assays characterised by the detection means
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6869—Methods for sequencing
- C12Q1/6872—Methods for sequencing involving mass spectrometry
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6869—Methods for sequencing
- C12Q1/6874—Methods for sequencing involving nucleic acid arrays, e.g. sequencing by hybridisation
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Molecular Biology (AREA)
- Analytical Chemistry (AREA)
- Immunology (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Discharge Heating (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Surgical Instruments (AREA)
- Apparatus Associated With Microorganisms And Enzymes (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Ultra Sonic Daignosis Equipment (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9700746 | 1997-01-15 | ||
| GBGB9700746.2A GB9700746D0 (en) | 1996-10-04 | 1997-01-15 | Hybridisation probes |
| GB9718255 | 1997-08-28 | ||
| GBGB9718255.4A GB9718255D0 (en) | 1996-10-04 | 1997-08-28 | Hybridisation probes |
| GBGB9726953.4A GB9726953D0 (en) | 1997-12-19 | 1997-12-19 | Hybridisation probes |
| GB9726953 | 1997-12-19 | ||
| PCT/GB1998/000127 WO1998031830A1 (en) | 1997-01-15 | 1998-01-15 | Mass label linked hybridisation probes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69836013D1 DE69836013D1 (de) | 2006-11-09 |
| DE69836013T2 true DE69836013T2 (de) | 2007-05-24 |
Family
ID=27268674
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69836013T Expired - Lifetime DE69836013T2 (de) | 1997-01-15 | 1998-01-15 | Massenmarkierte hybridisierungssonden |
| DE69838519T Expired - Lifetime DE69838519T2 (de) | 1997-01-15 | 1998-01-15 | Massenmarkierte Hybridisierungssonden |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69838519T Expired - Lifetime DE69838519T2 (de) | 1997-01-15 | 1998-01-15 | Massenmarkierte Hybridisierungssonden |
Country Status (10)
| Country | Link |
|---|---|
| EP (2) | EP1400599B1 (https=) |
| JP (3) | JP3884087B2 (https=) |
| CN (1) | CN100434531C (https=) |
| AT (2) | ATE374836T1 (https=) |
| AU (1) | AU725966B2 (https=) |
| CA (2) | CA2441655A1 (https=) |
| DE (2) | DE69836013T2 (https=) |
| IL (1) | IL130885A (https=) |
| NZ (1) | NZ336769A (https=) |
| WO (1) | WO1998031830A1 (https=) |
Families Citing this family (94)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9707980D0 (en) | 1997-04-21 | 1997-06-11 | Brax Genomics Ltd | Characterising DNA |
| AU8234898A (en) * | 1997-07-11 | 1999-02-08 | Brax Group Limited | Characterising nucleic acid |
| AU738237B2 (en) * | 1997-07-22 | 2001-09-13 | Qiagen Genomics, Inc. | Methods and compositions for analyzing nucleic acid molecules utilizing sizing techniques |
| GB9718921D0 (en) | 1997-09-05 | 1997-11-12 | Brax Genomics Ltd | Catalytically generated mass labels |
| CA2303790A1 (en) * | 1997-09-15 | 1999-03-25 | Brax Group Limited | Characterising nucleic acid by mass spectrometry |
| DE59804008D1 (de) * | 1997-12-05 | 2002-06-06 | Max Planck Gesellschaft | Verfahren zur identifikation von nucleinsäuren durch matrix-assistierte laser desorptions/ionisations massenspektrometrie |
| GB9823646D0 (en) * | 1997-12-19 | 1998-12-23 | Brax Genomics Ltd | Compounds for mass spectrometry |
| GB9815166D0 (en) * | 1998-07-13 | 1998-09-09 | Brax Genomics Ltd | Compounds for mass spectrometry |
| GB9815163D0 (en) * | 1998-07-13 | 1998-09-09 | Brax Genomics Ltd | Compounds |
| GB9815164D0 (en) * | 1998-07-13 | 1998-09-09 | Brax Genomics Ltd | Compounds for mass spectrometry |
| EP1428810A3 (en) | 1998-05-15 | 2004-07-14 | Oxford Gene Technology IP Limited | Libraries of oligomers labelled with different tags |
| US7399844B2 (en) * | 1998-07-09 | 2008-07-15 | Agilent Technologies, Inc. | Method and reagents for analyzing the nucleotide sequence of nucleic acids |
| US6270976B1 (en) | 1998-09-15 | 2001-08-07 | Brax Group Limited | Characterizing nucleic acid by mass spectrometry |
| JP3668075B2 (ja) * | 1999-10-12 | 2005-07-06 | 光夫 板倉 | 遺伝物質シーケンス決定用懸濁系、その懸濁系を用いた遺伝物質シーケンス決定方法およびその懸濁系を用いたＳＮＰｓ高速スコアリング方法 |
| US6509157B1 (en) * | 1999-11-05 | 2003-01-21 | Roche Molecular Systems, Inc | 3 blocked nucleic acid amplification primers |
| DE19963536C2 (de) * | 1999-12-20 | 2003-04-10 | Epigenomics Ag | Verfahren zur Analyse von Nukleinsäuresequenzen |
| JP2001204463A (ja) * | 2000-01-27 | 2001-07-31 | Toyo Kohan Co Ltd | ヌクレオチド固定用担体 |
| GB0006141D0 (en) | 2000-03-14 | 2000-05-03 | Brax Group Ltd | Mass labels |
| CA2408291C (en) | 2000-05-04 | 2014-07-15 | Yale University | High density protein arrays for screening of protein activity |
| WO2002014867A2 (en) * | 2000-08-11 | 2002-02-21 | Agilix Corporation | Ultra-sensitive detection systems |
| WO2002066952A2 (en) | 2000-10-19 | 2002-08-29 | Target Discovery, Inc | Mass defect labeling for the determination of oligomer sequences |
| WO2002050307A1 (en) * | 2000-12-12 | 2002-06-27 | Chugai Seiyaku Kabushiki Kaisha | Method of detecting polymorphism in dna by using mass spectroscopy |
| US7666588B2 (en) | 2001-03-02 | 2010-02-23 | Ibis Biosciences, Inc. | Methods for rapid forensic analysis of mitochondrial DNA and characterization of mitochondrial DNA heteroplasmy |
| US20040121309A1 (en) | 2002-12-06 | 2004-06-24 | Ecker David J. | Methods for rapid detection and identification of bioagents in blood, bodily fluids, and bodily tissues |
| US7226739B2 (en) | 2001-03-02 | 2007-06-05 | Isis Pharmaceuticals, Inc | Methods for rapid detection and identification of bioagents in epidemiological and forensic investigations |
| US20030027135A1 (en) | 2001-03-02 | 2003-02-06 | Ecker David J. | Method for rapid detection and identification of bioagents |
| US7217510B2 (en) | 2001-06-26 | 2007-05-15 | Isis Pharmaceuticals, Inc. | Methods for providing bacterial bioagent characterizing information |
| CA2460131C (en) | 2001-09-14 | 2006-11-21 | Xzillion Gmbh & Co. Kg | Mass labels |
| AU2003224253A1 (en) * | 2002-04-04 | 2003-10-27 | Electrophoretics Limited | Method for characterising analytes |
| JP2004037128A (ja) * | 2002-06-28 | 2004-02-05 | Canon Inc | マトリクス援助レーザー脱着／イオン化飛行時間型質量分析法による基板上の物質の解析方法 |
| EP1579187B1 (en) | 2002-10-29 | 2012-12-19 | Target Discovery, Inc. | Method for increasing ionization efficiency in mass spectroscopy |
| JP2006516193A (ja) | 2002-12-06 | 2006-06-29 | アイシス・ファーマシューティカルス・インコーポレーテッド | ヒトおよび動物における病原体の迅速な同定方法 |
| JP4613299B2 (ja) | 2003-01-30 | 2011-01-12 | ディーエイチ テクノロジーズ デベロップメント プライベート リミテッド | 分析物分析に関する方法、混合物、キット、および組成物 |
| US8158354B2 (en) | 2003-05-13 | 2012-04-17 | Ibis Biosciences, Inc. | Methods for rapid purification of nucleic acids for subsequent analysis by mass spectrometry by solution capture |
| US7964343B2 (en) | 2003-05-13 | 2011-06-21 | Ibis Biosciences, Inc. | Method for rapid purification of nucleic acids for subsequent analysis by mass spectrometry by solution capture |
| US8546082B2 (en) | 2003-09-11 | 2013-10-01 | Ibis Biosciences, Inc. | Methods for identification of sepsis-causing bacteria |
| US7956175B2 (en) | 2003-09-11 | 2011-06-07 | Ibis Biosciences, Inc. | Compositions for use in identification of bacteria |
| US8097416B2 (en) | 2003-09-11 | 2012-01-17 | Ibis Biosciences, Inc. | Methods for identification of sepsis-causing bacteria |
| JP2005140755A (ja) * | 2003-11-10 | 2005-06-02 | Japan Science & Technology Agency | 質量分析用プローブ及びそれを用いた質量分析方法 |
| US7307169B2 (en) | 2004-01-05 | 2007-12-11 | Applera Corporation | Isotopically enriched N-substituted piperazines and methods for the preparation thereof |
| US7355045B2 (en) | 2004-01-05 | 2008-04-08 | Applera Corporation | Isotopically enriched N-substituted piperazine acetic acids and methods for the preparation thereof |
| US20050148087A1 (en) | 2004-01-05 | 2005-07-07 | Applera Corporation | Isobarically labeled analytes and fragment ions derived therefrom |
| US7666592B2 (en) | 2004-02-18 | 2010-02-23 | Ibis Biosciences, Inc. | Methods for concurrent identification and quantification of an unknown bioagent |
| JP4613320B2 (ja) | 2004-03-01 | 2011-01-19 | ディーエイチ テクノロジーズ デベロップメント プライベート リミテッド | 結合特性に基づく分析物の特徴の決定 |
| EP2458619B1 (en) | 2004-05-24 | 2017-08-02 | Ibis Biosciences, Inc. | Mass spectrometry with selective ion filtration by digital thresholding |
| US20050266411A1 (en) | 2004-05-25 | 2005-12-01 | Hofstadler Steven A | Methods for rapid forensic analysis of mitochondrial DNA |
| US20070048752A1 (en) | 2004-07-12 | 2007-03-01 | Applera Corporation | Mass tags for quantitative analyses |
| US7811753B2 (en) | 2004-07-14 | 2010-10-12 | Ibis Biosciences, Inc. | Methods for repairing degraded DNA |
| DK2299275T3 (en) | 2004-07-30 | 2018-05-07 | Adeza Biomedical Corp | Classification of oncofetal fetronectin level for pregnancy-related indications |
| WO2006135400A2 (en) | 2004-08-24 | 2006-12-21 | Isis Pharmaceuticals, Inc. | Methods for rapid identification of recombinant organisms |
| US20060183238A1 (en) | 2005-02-09 | 2006-08-17 | Applera Corporation | Amine-containing compound analysis methods |
| WO2006094238A2 (en) | 2005-03-03 | 2006-09-08 | Isis Pharmaceuticals, Inc. | Compositions for use in identification of adventitious viruses |
| US8084207B2 (en) | 2005-03-03 | 2011-12-27 | Ibis Bioscience, Inc. | Compositions for use in identification of papillomavirus |
| CA2616281C (en) | 2005-07-21 | 2014-04-22 | Isis Pharmaceuticals, Inc. | Methods for rapid identification and quantitation of mitochondrial dna variants |
| GB0515323D0 (en) | 2005-07-26 | 2005-08-31 | Electrophoretics Ltd | Mass labels |
| GB0518585D0 (en) * | 2005-09-12 | 2005-10-19 | Electrophoretics Ltd | Mass labels |
| US8975404B2 (en) | 2006-01-24 | 2015-03-10 | Dh Technologies Development Pte. Ltd. | Labeling reagents for analyte determination and methods and compounds used in making the same |
| US8088582B2 (en) | 2006-04-06 | 2012-01-03 | Ibis Biosciences, Inc. | Compositions for the use in identification of fungi |
| WO2007140380A2 (en) | 2006-05-26 | 2007-12-06 | Applera Corporation | Tagging reagents and methods for hydroxylated compounds |
| US11098345B2 (en) | 2006-06-05 | 2021-08-24 | California Institute Of Technology | Methods for detecting target analytes |
| US7906341B2 (en) | 2006-06-30 | 2011-03-15 | Dh Technologies Development Pte, Ltd. | Methods, mixtures, kits and compositions pertaining to analyte determination |
| US8362242B2 (en) | 2006-06-30 | 2013-01-29 | Dh Technologies Development Pte. Ltd. | Analyte determination utilizing mass tagging reagents comprising a non-encoded detectable label |
| US11525156B2 (en) | 2006-07-28 | 2022-12-13 | California Institute Of Technology | Multiplex Q-PCR arrays |
| WO2008014485A2 (en) | 2006-07-28 | 2008-01-31 | California Institute Of Technology | Multiplex q-pcr arrays |
| US11560588B2 (en) | 2006-08-24 | 2023-01-24 | California Institute Of Technology | Multiplex Q-PCR arrays |
| JP5420412B2 (ja) | 2006-09-14 | 2014-02-19 | アイビス バイオサイエンシズ インコーポレイティッド | 病原体の同定のための標的全ゲノム増幅方法 |
| JP5680304B2 (ja) | 2007-02-23 | 2015-03-04 | アイビス バイオサイエンシズ インコーポレイティッド | 迅速な法医学的ｄｎａ分析法 |
| GB0704764D0 (en) | 2007-03-12 | 2007-04-18 | Electrophoretics Ltd | Isobarically labelled reagents and methods of their use |
| US9598724B2 (en) | 2007-06-01 | 2017-03-21 | Ibis Biosciences, Inc. | Methods and compositions for multiple displacement amplification of nucleic acids |
| CN101519698B (zh) * | 2008-03-10 | 2013-05-22 | 周国华 | 一种利用序列标签定量测定核酸的方法 |
| EP2344893B1 (en) | 2008-09-16 | 2014-10-15 | Ibis Biosciences, Inc. | Microplate handling systems and methods |
| US8148163B2 (en) | 2008-09-16 | 2012-04-03 | Ibis Biosciences, Inc. | Sample processing units, systems, and related methods |
| WO2010033599A2 (en) | 2008-09-16 | 2010-03-25 | Ibis Biosciences, Inc. | Mixing cartridges, mixing stations, and related kits, systems, and methods |
| EP2396803A4 (en) | 2009-02-12 | 2016-10-26 | Ibis Biosciences Inc | IONIZATION PROBE ASSEMBLIES |
| WO2010104798A1 (en) | 2009-03-08 | 2010-09-16 | Ibis Biosciences, Inc. | Bioagent detection methods |
| EP2406634A4 (en) | 2009-03-10 | 2013-06-19 | Univ Maryland | ISOBARE DEUTERIUM MARKING REAGENTS FOR QUANTITATIVE ANALYSIS |
| WO2010114842A1 (en) | 2009-03-30 | 2010-10-07 | Ibis Biosciences, Inc. | Bioagent detection systems, devices, and methods |
| US8950604B2 (en) | 2009-07-17 | 2015-02-10 | Ibis Biosciences, Inc. | Lift and mount apparatus |
| US9194877B2 (en) | 2009-07-17 | 2015-11-24 | Ibis Biosciences, Inc. | Systems for bioagent indentification |
| WO2011014811A1 (en) | 2009-07-31 | 2011-02-03 | Ibis Biosciences, Inc. | Capture primers and capture sequence linked solid supports for molecular diagnostic tests |
| EP2462244B1 (en) | 2009-08-06 | 2016-07-20 | Ibis Biosciences, Inc. | Non-mass determined base compositions for nucleic acid detection |
| ES2628739T3 (es) | 2009-10-15 | 2017-08-03 | Ibis Biosciences, Inc. | Amplificación por desplazamiento múltiple |
| WO2011115840A2 (en) | 2010-03-14 | 2011-09-22 | Ibis Biosciences, Inc. | Parasite detection via endosymbiont detection |
| EP2588144B1 (en) | 2010-07-02 | 2018-05-09 | Ventana Medical Systems, Inc. | Detecting targets using mass tags and mass spectrometry |
| US8492163B2 (en) | 2011-01-31 | 2013-07-23 | Dh Technologies Development Pte. Ltd. | Methods, mixtures, kits and compositions pertaining to analyte determination |
| US9708647B2 (en) * | 2015-03-23 | 2017-07-18 | Insilixa, Inc. | Multiplexed analysis of nucleic acid hybridization thermodynamics using integrated arrays |
| US20170089915A1 (en) * | 2015-09-30 | 2017-03-30 | Agilent Technologies, Inc. | Methods of analyte derivatization and enhanced soft ionization |
| EP3400444A4 (en) * | 2016-01-04 | 2019-10-16 | QuantuMDx Group Limited | DESIGN, SYNTHESIS AND USE OF SYNTHETIC NUCLEOTIDES WITH LOADING MASS MARKINGS |
| WO2017155858A1 (en) | 2016-03-07 | 2017-09-14 | Insilixa, Inc. | Nucleic acid sequence identification using solid-phase cyclic single base extension |
| EP3937780A4 (en) | 2019-03-14 | 2022-12-07 | InSilixa, Inc. | METHODS AND SYSTEMS FOR TIMED FLUORESCENCE-BASED DETECTION |
| CN116490620A (zh) * | 2020-11-06 | 2023-07-25 | 沃特世科技公司 | 可用于核酸分析的方法和组合物 |
| WO2023282061A1 (ja) * | 2021-07-08 | 2023-01-12 | 株式会社島津製作所 | 微生物の質量分析方法 |
| CN116496335B (zh) * | 2023-03-21 | 2024-03-08 | 中国药科大学 | 一种修饰核苷酸及其应用 |
| CN118980740B (zh) * | 2024-09-19 | 2025-01-24 | 常州越泰检测科技有限公司 | 一种磁粉检测用喷照一体装置 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2153387A1 (en) * | 1993-01-07 | 1994-07-21 | Hubert Koester | Dna sequencing by mass spectrometry |
| GB9315847D0 (en) * | 1993-07-30 | 1993-09-15 | Isis Innovation | Tag reagent and assay method |
| DE69621507T2 (de) * | 1995-03-28 | 2003-01-09 | Japan Science And Technology Corp., Kawaguchi | Verfahren zur molekularen Indexierung von Genen unter Verwendung von Restriktionsenzymen |
| AU5544696A (en) * | 1995-04-11 | 1996-10-30 | Trustees Of Boston University | Solid phase sequencing of biopolymers |
| CN1202260C (zh) * | 1996-01-23 | 2005-05-18 | 佳根基因组学公司 | 利用大小分离技术分析核酸分子的方法和组合物 |
| GB9618544D0 (en) * | 1996-09-05 | 1996-10-16 | Brax Genomics Ltd | Characterising DNA |
-
1998
- 1998-01-15 AT AT03076965T patent/ATE374836T1/de not_active IP Right Cessation
- 1998-01-15 WO PCT/GB1998/000127 patent/WO1998031830A1/en not_active Ceased
- 1998-01-15 CA CA002441655A patent/CA2441655A1/en not_active Abandoned
- 1998-01-15 JP JP53394298A patent/JP3884087B2/ja not_active Expired - Fee Related
- 1998-01-15 AT AT98900611T patent/ATE340869T1/de not_active IP Right Cessation
- 1998-01-15 CN CNB988032872A patent/CN100434531C/zh not_active Expired - Fee Related
- 1998-01-15 NZ NZ336769A patent/NZ336769A/xx unknown
- 1998-01-15 IL IL13088598A patent/IL130885A/xx not_active IP Right Cessation
- 1998-01-15 EP EP03076965A patent/EP1400599B1/en not_active Expired - Lifetime
- 1998-01-15 DE DE69836013T patent/DE69836013T2/de not_active Expired - Lifetime
- 1998-01-15 AU AU55700/98A patent/AU725966B2/en not_active Ceased
- 1998-01-15 EP EP98900611A patent/EP0979305B1/en not_active Expired - Lifetime
- 1998-01-15 CA CA002277786A patent/CA2277786A1/en active Pending
- 1998-01-15 DE DE69838519T patent/DE69838519T2/de not_active Expired - Lifetime
-
2004
- 2004-02-13 JP JP2004036206A patent/JP2004357697A/ja not_active Withdrawn
-
2006
- 2006-04-19 JP JP2006115777A patent/JP2006208400A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CN1250483A (zh) | 2000-04-12 |
| WO1998031830A1 (en) | 1998-07-23 |
| JP2001508307A (ja) | 2001-06-26 |
| EP0979305A1 (en) | 2000-02-16 |
| CA2277786A1 (en) | 1998-07-23 |
| DE69838519D1 (de) | 2007-11-15 |
| CA2441655A1 (en) | 1998-07-23 |
| EP0979305B1 (en) | 2006-09-27 |
| DE69838519T2 (de) | 2008-07-03 |
| AU725966B2 (en) | 2000-10-26 |
| JP2004357697A (ja) | 2004-12-24 |
| IL130885A (en) | 2005-05-17 |
| IL130885A0 (en) | 2001-01-28 |
| AU5570098A (en) | 1998-08-07 |
| NZ336769A (en) | 2001-01-26 |
| CN100434531C (zh) | 2008-11-19 |
| EP1400599B1 (en) | 2007-10-03 |
| EP1400599A1 (en) | 2004-03-24 |
| DE69836013D1 (de) | 2006-11-09 |
| JP2006208400A (ja) | 2006-08-10 |
| JP3884087B2 (ja) | 2007-02-21 |
| ATE340869T1 (de) | 2006-10-15 |
| ATE374836T1 (de) | 2007-10-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69836013T2 (de) | Massenmarkierte hybridisierungssonden | |
| DE60220578T2 (de) | Methode und Reagenzien zur Analyse der Nukleotidsequenz von Nukleinsäuren | |
| DE69433811T2 (de) | Dns - sequenzierung durch massenspektronomie | |
| DE19957827C2 (de) | Verwendung eines Oligomer-Arrays mit PNA- und/oder DNA-Oligomeren auf einer Oberfläche | |
| US20050042625A1 (en) | Mass label linked hybridisation probes | |
| EP1036202B1 (de) | Verfahren zur identifikation von nucleinsäuren durch matrix-assistierte laser desorptions/ionisations massenspektrometrie | |
| DE69913509T2 (de) | Bibliotheken von Oligomeren, die mit unterschiedlichen Markierungen (TAGS) markiert sind | |
| DE19824280B4 (de) | Mutationsanalyse mittels Massenspektrometrie | |
| DE69927343T2 (de) | Verfahren und mittel zur analyse der nukleotidsequenz von nukleinsäuren | |
| DE60128900T2 (de) | Massenmarker | |
| DE69626196T2 (de) | Dna-diagnostik mittels massenspektrometrie | |
| EP0925373B1 (de) | Verfahren zum nachweis von nukleinsäuren unter ermittlung der masse | |
| US5780232A (en) | DNA sequencing, mapping, and diagnostic processes using hybridization and stable isotope labels of DNA | |
| DE10108453A1 (de) | Massenspektrometrische Mutationsanalyse mit photolytisch spaltbaren Primern | |
| WO1997037041A9 (en) | Dna sequencing by mass spectrometry | |
| DE10112387B4 (de) | Massenspektrometrische Genotypisierung | |
| EP1038034B1 (de) | Verfahren zur identifikation von nucleinsäuren durch elektrospray massenspektrometrie | |
| US6699668B1 (en) | Mass label linked hybridisation probes | |
| DE19935749A1 (de) | Verfahren zur Chrakterisierung von Nukleinsäurefragmenten | |
| DE19963536C2 (de) | Verfahren zur Analyse von Nukleinsäuresequenzen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition |