JP2003524772A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2003524772A5 JP2003524772A5 JP2000615142A JP2000615142A JP2003524772A5 JP 2003524772 A5 JP2003524772 A5 JP 2003524772A5 JP 2000615142 A JP2000615142 A JP 2000615142A JP 2000615142 A JP2000615142 A JP 2000615142A JP 2003524772 A5 JP2003524772 A5 JP 2003524772A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- hydrogel material
- probe
- meth
- derived
- 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.)
- Withdrawn
Links
- 239000000017 hydrogel Substances 0.000 description 58
- 239000000463 material Substances 0.000 description 55
- 239000000523 sample Substances 0.000 description 55
- 238000000034 method Methods 0.000 description 45
- 239000000178 monomer Substances 0.000 description 36
- 125000000524 functional group Chemical group 0.000 description 28
- 230000003993 interaction Effects 0.000 description 21
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical class NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 18
- 239000000758 substrate Substances 0.000 description 18
- -1 2- (t-butylamino) ethyl Chemical group 0.000 description 17
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical group N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 12
- 239000012491 analyte Substances 0.000 description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 10
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol group Chemical group [C@@H]1(CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@H](C)CCCC(C)C HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 8
- 239000007822 coupling agent Substances 0.000 description 8
- 239000002184 metal Substances 0.000 description 7
- 229960002685 biotin Drugs 0.000 description 6
- 235000020958 biotin Nutrition 0.000 description 6
- 239000011616 biotin Substances 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- NEYTXADIGVEHQD-UHFFFAOYSA-N 2-hydroxy-2-(prop-2-enoylamino)acetic acid Chemical compound OC(=O)C(O)NC(=O)C=C NEYTXADIGVEHQD-UHFFFAOYSA-N 0.000 description 4
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 4
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- 125000005621 boronate group Chemical group 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 125000001165 hydrophobic group Chemical group 0.000 description 4
- FZLUWDXMHJPGBS-UHFFFAOYSA-N n-(3-aminopropyl)prop-2-enamide Chemical compound NCCCNC(=O)C=C FZLUWDXMHJPGBS-UHFFFAOYSA-N 0.000 description 4
- MRVWKSCQNHUHLZ-UHFFFAOYSA-N n-[2-(2-aminoethylamino)ethyl]prop-2-enamide Chemical compound NCCNCCNC(=O)C=C MRVWKSCQNHUHLZ-UHFFFAOYSA-N 0.000 description 4
- ZIWDVJPPVMGJGR-UHFFFAOYSA-N n-ethyl-2-methylprop-2-enamide Chemical compound CCNC(=O)C(C)=C ZIWDVJPPVMGJGR-UHFFFAOYSA-N 0.000 description 4
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 4
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 4
- 125000000101 thioether group Chemical group 0.000 description 4
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000001143 conditioned effect Effects 0.000 description 3
- 229910000077 silane Inorganic materials 0.000 description 3
- 229910052814 silicon oxide Inorganic materials 0.000 description 3
- UZNHKBFIBYXPDV-UHFFFAOYSA-N trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)NCCC[N+](C)(C)C UZNHKBFIBYXPDV-UHFFFAOYSA-N 0.000 description 3
- YXMISKNUHHOXFT-UHFFFAOYSA-N (2,5-dioxopyrrolidin-1-yl) prop-2-enoate Chemical compound C=CC(=O)ON1C(=O)CCC1=O YXMISKNUHHOXFT-UHFFFAOYSA-N 0.000 description 2
- HZBSQYSUONRRMW-UHFFFAOYSA-N (2-hydroxyphenyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1O HZBSQYSUONRRMW-UHFFFAOYSA-N 0.000 description 2
- JKXUAKAQFISCCT-UHFFFAOYSA-M (4-benzoylphenyl)methyl-dimethyl-(2-prop-2-enoyloxyethyl)azanium;bromide Chemical compound [Br-].C1=CC(C[N+](C)(CCOC(=O)C=C)C)=CC=C1C(=O)C1=CC=CC=C1 JKXUAKAQFISCCT-UHFFFAOYSA-M 0.000 description 2
- JWTGRKUQJXIWCV-UHFFFAOYSA-N 1,2,3-trihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(O)C(O)CO JWTGRKUQJXIWCV-UHFFFAOYSA-N 0.000 description 2
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 2
- GHKCSRZBNZQHKW-UHFFFAOYSA-N 1-sulfanylethanol Chemical compound CC(O)S GHKCSRZBNZQHKW-UHFFFAOYSA-N 0.000 description 2
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 2
- AIHDNLMBKLUVCV-UHFFFAOYSA-N 2-(prop-2-enoylamino)hexanoic acid Chemical compound CCCCC(C(O)=O)NC(=O)C=C AIHDNLMBKLUVCV-UHFFFAOYSA-N 0.000 description 2
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 2
- QLIBJPGWWSHWBF-UHFFFAOYSA-N 2-aminoethyl methacrylate Chemical compound CC(=C)C(=O)OCCN QLIBJPGWWSHWBF-UHFFFAOYSA-N 0.000 description 2
- QKPKBBFSFQAMIY-UHFFFAOYSA-N 2-ethenyl-4,4-dimethyl-1,3-oxazol-5-one Chemical compound CC1(C)N=C(C=C)OC1=O QKPKBBFSFQAMIY-UHFFFAOYSA-N 0.000 description 2
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 2
- ZXQOBTQMLMZFOW-UHFFFAOYSA-N 2-methylhex-2-enamide Chemical compound CCCC=C(C)C(N)=O ZXQOBTQMLMZFOW-UHFFFAOYSA-N 0.000 description 2
- YICILWNDMQTUIY-UHFFFAOYSA-N 2-methylidenepentanamide Chemical compound CCCC(=C)C(N)=O YICILWNDMQTUIY-UHFFFAOYSA-N 0.000 description 2
- QCLLZRYKFOAXHE-UHFFFAOYSA-N 2-tritylhenicos-2-enamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(C(N)=O)=CCCCCCCCCCCCCCCCCCC)C1=CC=CC=C1 QCLLZRYKFOAXHE-UHFFFAOYSA-N 0.000 description 2
- SJLFIPVNJIVRDJ-UHFFFAOYSA-N 2-tritylhept-2-enamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(C(N)=O)=CCCCC)C1=CC=CC=C1 SJLFIPVNJIVRDJ-UHFFFAOYSA-N 0.000 description 2
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 2
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 2
- IDEAZOMTKHFOBF-UHFFFAOYSA-N 3-phenyl-2-tritylprop-2-enamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C(C(=O)N)=CC1=CC=CC=C1 IDEAZOMTKHFOBF-UHFFFAOYSA-N 0.000 description 2
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 2
- WUMMIJWEUDHZCL-UHFFFAOYSA-N 3-prop-2-enyloxolane-2,5-dione Chemical compound C=CCC1CC(=O)OC1=O WUMMIJWEUDHZCL-UHFFFAOYSA-N 0.000 description 2
- WZISPVCKWGNITO-UHFFFAOYSA-N 4-(diethylamino)-2-methylidenebutanamide Chemical compound CCN(CC)CCC(=C)C(N)=O WZISPVCKWGNITO-UHFFFAOYSA-N 0.000 description 2
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 2
- SBVKVAIECGDBTC-UHFFFAOYSA-N 4-hydroxy-2-methylidenebutanamide Chemical compound NC(=O)C(=C)CCO SBVKVAIECGDBTC-UHFFFAOYSA-N 0.000 description 2
- YKXAYLPDMSGWEV-UHFFFAOYSA-N 4-hydroxybutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCO YKXAYLPDMSGWEV-UHFFFAOYSA-N 0.000 description 2
- WSGHWYAXTNMZCJ-UHFFFAOYSA-N 4-phenyl-2-tritylbut-2-enamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C(C(=O)N)=CCC1=CC=CC=C1 WSGHWYAXTNMZCJ-UHFFFAOYSA-N 0.000 description 2
- ULPWBLHOWJRDBH-UHFFFAOYSA-N 5-amino-2-methylidenepentanamide Chemical compound NCCCC(=C)C(N)=O ULPWBLHOWJRDBH-UHFFFAOYSA-N 0.000 description 2
- NFKIMJJASFDDJG-UHFFFAOYSA-N 5-amino-N,N-diethyl-2-methylpent-2-enamide Chemical compound NCCC=C(C(=O)N(CC)CC)C NFKIMJJASFDDJG-UHFFFAOYSA-N 0.000 description 2
- YSFGBPCBPNVLOK-UHFFFAOYSA-N 6-hydroxy-2-methylhex-2-enamide Chemical compound NC(=O)C(C)=CCCCO YSFGBPCBPNVLOK-UHFFFAOYSA-N 0.000 description 2
- BBEMLESCIIELOM-UHFFFAOYSA-N C=CC(=O)NCCP(=O)=O Chemical compound C=CC(=O)NCCP(=O)=O BBEMLESCIIELOM-UHFFFAOYSA-N 0.000 description 2
- WGNINRIHKJLTFC-UHFFFAOYSA-N CCCCCCCCC1=CC=CC=C1C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)C=C Chemical compound CCCCCCCCC1=CC=CC=C1C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)C=C WGNINRIHKJLTFC-UHFFFAOYSA-N 0.000 description 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 2
- 229920002307 Dextran Polymers 0.000 description 2
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 108090000288 Glycoproteins Proteins 0.000 description 2
- 102000003886 Glycoproteins Human genes 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- LZCXCXDOGAEFQX-UHFFFAOYSA-N N-Acryloylglycine Chemical compound OC(=O)CNC(=O)C=C LZCXCXDOGAEFQX-UHFFFAOYSA-N 0.000 description 2
- LOPVAWVHGAWUPS-UHFFFAOYSA-M [2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]-trimethylazanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC(O)C[N+](C)(C)C LOPVAWVHGAWUPS-UHFFFAOYSA-M 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 230000009881 electrostatic interaction Effects 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229930182478 glucoside Natural products 0.000 description 2
- 150000008131 glucosides Chemical class 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 230000002427 irreversible effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000006166 lysate Substances 0.000 description 2
- 238000004949 mass spectrometry Methods 0.000 description 2
- RXRHXOLQBOFMDI-UHFFFAOYSA-N methoxymethane;2-methylprop-2-enoic acid Chemical compound COC.CC(=C)C(O)=O RXRHXOLQBOFMDI-UHFFFAOYSA-N 0.000 description 2
- CXHHBNMLPJOKQD-UHFFFAOYSA-N methyl hydrogen carbonate Chemical compound COC(O)=O CXHHBNMLPJOKQD-UHFFFAOYSA-N 0.000 description 2
- WFKDPJRCBCBQNT-UHFFFAOYSA-N n,2-dimethylprop-2-enamide Chemical compound CNC(=O)C(C)=C WFKDPJRCBCBQNT-UHFFFAOYSA-N 0.000 description 2
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 2
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 2
- GUAQVFRUPZBRJQ-UHFFFAOYSA-N n-(3-aminopropyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCCCN GUAQVFRUPZBRJQ-UHFFFAOYSA-N 0.000 description 2
- MVBJSQCJPSRKSW-UHFFFAOYSA-N n-[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]prop-2-enamide Chemical compound OCC(CO)(CO)NC(=O)C=C MVBJSQCJPSRKSW-UHFFFAOYSA-N 0.000 description 2
- GCDSBWIJGWHMDN-UHFFFAOYSA-N n-[3-(2,5-dioxopyrrol-1-yl)propyl]prop-2-enamide Chemical compound C=CC(=O)NCCCN1C(=O)C=CC1=O GCDSBWIJGWHMDN-UHFFFAOYSA-N 0.000 description 2
- YRVUCYWJQFRCOB-UHFFFAOYSA-N n-butylprop-2-enamide Chemical compound CCCCNC(=O)C=C YRVUCYWJQFRCOB-UHFFFAOYSA-N 0.000 description 2
- HOZLHJIPBBRFGM-UHFFFAOYSA-N n-dodecyl-2-methylprop-2-enamide Chemical compound CCCCCCCCCCCCNC(=O)C(C)=C HOZLHJIPBBRFGM-UHFFFAOYSA-N 0.000 description 2
- CNWVYEGPPMQTKA-UHFFFAOYSA-N n-octadecylprop-2-enamide Chemical compound CCCCCCCCCCCCCCCCCCNC(=O)C=C CNWVYEGPPMQTKA-UHFFFAOYSA-N 0.000 description 2
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 description 2
- CAEWJEXPFKNBQL-UHFFFAOYSA-N prop-2-enyl carbonochloridate Chemical compound ClC(=O)OCC=C CAEWJEXPFKNBQL-UHFFFAOYSA-N 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 230000002441 reversible effect Effects 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 210000001519 tissue Anatomy 0.000 description 2
- FZGFBJMPSHGTRQ-UHFFFAOYSA-M trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCOC(=O)C=C FZGFBJMPSHGTRQ-UHFFFAOYSA-M 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- HBOMLICNUCNMMY-KJFJCRTCSA-N 1-[(4s,5s)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione Chemical compound O=C1NC(=O)C(C)=CN1C1O[C@H](CO)[C@@H](N=[N+]=[N-])C1 HBOMLICNUCNMMY-KJFJCRTCSA-N 0.000 description 1
- ALXUOLQRSSGTMU-UHFFFAOYSA-N 6-(diethylamino)-2-methylhex-2-enamide Chemical compound CCN(CC)CCCC=C(C)C(N)=O ALXUOLQRSSGTMU-UHFFFAOYSA-N 0.000 description 1
- 101710186708 Agglutinin Proteins 0.000 description 1
- 108090001008 Avidin Proteins 0.000 description 1
- HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical compound OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 description 1
- 101710146024 Horcolin Proteins 0.000 description 1
- 101710189395 Lectin Proteins 0.000 description 1
- 102000004856 Lectins Human genes 0.000 description 1
- 108090001090 Lectins Proteins 0.000 description 1
- 101710179758 Mannose-specific lectin Proteins 0.000 description 1
- 101710150763 Mannose-specific lectin 1 Proteins 0.000 description 1
- 101710150745 Mannose-specific lectin 2 Proteins 0.000 description 1
- 108010090804 Streptavidin Proteins 0.000 description 1
- 101710120037 Toxin CcdB Proteins 0.000 description 1
- 239000000910 agglutinin Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 239000013592 cell lysate Substances 0.000 description 1
- 210000001175 cerebrospinal fluid Anatomy 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 229920000669 heparin Polymers 0.000 description 1
- 229960002897 heparin Drugs 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 239000002523 lectin Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- VNLHOYZHPQDOMS-UHFFFAOYSA-N n-[3-(diethylamino)propyl]-2-methylprop-2-enamide Chemical compound CCN(CC)CCCNC(=O)C(C)=C VNLHOYZHPQDOMS-UHFFFAOYSA-N 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 108010091212 pepstatin Proteins 0.000 description 1
- 229950000964 pepstatin Drugs 0.000 description 1
- FAXGPCHRFPCXOO-LXTPJMTPSA-N pepstatin A Chemical compound OC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)CC(C)C FAXGPCHRFPCXOO-LXTPJMTPSA-N 0.000 description 1
- 102000040430 polynucleotide Human genes 0.000 description 1
- 108091033319 polynucleotide Proteins 0.000 description 1
- 239000002157 polynucleotide Substances 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- NRWCNEBHECBWRJ-UHFFFAOYSA-M trimethyl(propyl)azanium;chloride Chemical compound [Cl-].CCC[N+](C)(C)C NRWCNEBHECBWRJ-UHFFFAOYSA-M 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13165299P | 1999-04-27 | 1999-04-27 | |
| US60/131,652 | 1999-04-29 | ||
| PCT/US2000/011452 WO2000066265A2 (en) | 1999-04-27 | 2000-04-27 | Probes for a gas phase ion spectrometer |
| US09/560,715 | 2000-04-27 | ||
| US09/560,715 US6897072B1 (en) | 1999-04-27 | 2000-04-27 | Probes for a gas phase ion spectrometer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003524772A JP2003524772A (ja) | 2003-08-19 |
| JP2003524772A5 true JP2003524772A5 (cg-RX-API-DMAC10.html) | 2007-11-08 |
Family
ID=26829688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000615142A Withdrawn JP2003524772A (ja) | 1999-04-27 | 2000-04-27 | 気相イオン分析計のためのプローブ |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US6897072B1 (cg-RX-API-DMAC10.html) |
| EP (1) | EP1173878B1 (cg-RX-API-DMAC10.html) |
| JP (1) | JP2003524772A (cg-RX-API-DMAC10.html) |
| KR (1) | KR100713786B1 (cg-RX-API-DMAC10.html) |
| CN (1) | CN1204592C (cg-RX-API-DMAC10.html) |
| AT (1) | ATE504937T1 (cg-RX-API-DMAC10.html) |
| AU (1) | AU774336B2 (cg-RX-API-DMAC10.html) |
| CA (1) | CA2368247A1 (cg-RX-API-DMAC10.html) |
| DE (1) | DE60045816D1 (cg-RX-API-DMAC10.html) |
| WO (1) | WO2000066265A2 (cg-RX-API-DMAC10.html) |
Families Citing this family (100)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT700521E (pt) * | 1993-05-28 | 2003-10-31 | Baylor College Medicine | Metodo e espectrometro de massa para dessorcao e ionizacao de analitos |
| US20020037517A1 (en) * | 1993-05-28 | 2002-03-28 | Hutchens T. William | Methods for sequencing biopolymers |
| DE60045816D1 (de) * | 1999-04-27 | 2011-05-19 | Bio Rad Laboratories | Probenhalter für ein gasphaseionenspektrometer |
| CA2301451A1 (en) * | 2000-03-20 | 2001-09-21 | Thang T. Pham | Method for analysis of analytes by mass spectrometry |
| DE10027794A1 (de) * | 2000-06-07 | 2001-12-13 | Basf Ag | Verfahren zur Analyse Enzym-katalysierter Umsetzungen mit MALDI-TOF-Massenspektrometrie |
| US20060051741A1 (en) * | 2002-10-04 | 2006-03-09 | Protosera Inc. | Plate for mass spectrometry, process for preparing the same and use thereof |
| JP5048183B2 (ja) * | 2001-01-22 | 2012-10-17 | 国立大学法人北海道大学 | 直鎖状高分子を有する低摩擦ハイドロゲルおよびその製造方法 |
| US20030228639A1 (en) * | 2001-03-19 | 2003-12-11 | Wright George L | Prostate cancer markers |
| US20020192714A1 (en) * | 2001-05-22 | 2002-12-19 | University Of Vermont And State Agricultural College | Single polymer matrix unit chromatography |
| WO2002096541A1 (en) * | 2001-05-25 | 2002-12-05 | Waters Investments Limited | Desalting plate for maldi mass spectrometry |
| AU2002365110A1 (en) * | 2001-07-10 | 2003-07-15 | Massachusetts Institute Of Technology | Small molecule microarrays |
| GB0120131D0 (en) | 2001-08-17 | 2001-10-10 | Micromass Ltd | Maldi target plate |
| US7842498B2 (en) | 2001-11-08 | 2010-11-30 | Bio-Rad Laboratories, Inc. | Hydrophobic surface chip |
| US20040018519A1 (en) * | 2001-11-16 | 2004-01-29 | Wright ,Jr. George L | Methods and devices for quantitative detection of prostate specific membrane antigen and other prostatic markers |
| AU2002351164A1 (en) * | 2001-11-26 | 2003-06-10 | Molecular Reflections, Inc. | Microscale immobilization of molecules using a hydrogel and methods of use thereof |
| US20030175170A1 (en) * | 2002-02-26 | 2003-09-18 | Ciphergen Biosystems, Inc. | System for preparing and handling multiple laser desorption ionization probes |
| JP2005526972A (ja) * | 2002-05-02 | 2005-09-08 | シファーゲン バイオシステムズ， インコーポレイテッド | 多糖系ヒドロゲルをコーティングした表面を有するバイオチップ |
| FR2839723B1 (fr) * | 2002-05-14 | 2004-07-23 | Rhodia Chimie Sa | Polymere obtenu par polymerisation radicalaire controlee comprenant au moins une fonction boronate, association avec un compose ligand et utilisations |
| DE60332639D1 (de) | 2002-08-06 | 2010-07-01 | Univ Johns Hopkins | Verwendung von biomarkern zum nachweis von eierstockkrebs |
| CN100483124C (zh) * | 2002-10-04 | 2009-04-29 | 普罗托赛拉株式会社 | 质谱分析用板及其制备方法和用途 |
| WO2004076511A2 (en) * | 2003-02-21 | 2004-09-10 | Ciphergen Biosystems, Inc. | Photocrosslinked hydrogel surface coatings |
| US6977370B1 (en) | 2003-04-07 | 2005-12-20 | Ciphergen Biosystems, Inc. | Off-resonance mid-IR laser desorption ionization |
| CA2522709A1 (en) | 2003-04-17 | 2004-11-04 | Ciphergen Biosystems, Inc. | Polypeptides related to natriuretic peptides and methods of their identification and use |
| US7785769B2 (en) * | 2003-07-25 | 2010-08-31 | The United States of America as reprsented by the Secretary of the Navy | Immobilization of oligonucleotides and proteins in sugar-containing hydrogels |
| US7794948B2 (en) | 2003-11-07 | 2010-09-14 | Vermilllion, Inc. | Biomarkers for alzheimer's disease |
| US8012693B2 (en) * | 2003-12-16 | 2011-09-06 | 3M Innovative Properties Company | Analysis of chemically crosslinked cellular samples |
| US7183544B2 (en) * | 2003-12-31 | 2007-02-27 | Ciphergen Biosystems Inc. | Bi-functional polymer chip |
| US8828203B2 (en) * | 2004-05-20 | 2014-09-09 | Sanofi-Aventis Deutschland Gmbh | Printable hydrogels for biosensors |
| KR100624452B1 (ko) * | 2004-12-21 | 2006-09-18 | 삼성전자주식회사 | 고정화된 히드로겔 또는 ｐｅｇ－히드로겔 공중합체를이용한 핵산의 분리 및 정제 방법 |
| WO2006074360A2 (en) | 2005-01-06 | 2006-07-13 | Eastern Virginia Medical School | Apolipoprotein a-ii isoform as a biomarker for prostate cancer |
| US20060183863A1 (en) * | 2005-02-14 | 2006-08-17 | Ciphergen Biosystems, Inc. | Zwitterionic polymers |
| US7622273B2 (en) * | 2005-05-11 | 2009-11-24 | Gibbs Bernard F | Method for chemical and enzymatic treatment of posttranslationally modified proteins bound to a protein chip |
| US20110177492A1 (en) * | 2005-06-16 | 2011-07-21 | 3M Innovative Properties Company | Method of classifying chemically crosslinked cellular samples using mass spectra |
| EP2993474B1 (en) | 2005-06-24 | 2019-06-12 | Vermillion, Inc. | Biomarkers for ovarian cancer: beta-2 microglobulin |
| US20090215086A1 (en) * | 2005-12-12 | 2009-08-27 | Momar Ndao | Biomarkers for Babesia |
| WO2007106466A2 (en) | 2006-03-11 | 2007-09-20 | The Board Of Trustees Of The Leland Stanford Junior University | Beta-2 microglobulin as a biomarker for peripheral artery disease |
| JP4838639B2 (ja) * | 2006-06-09 | 2011-12-14 | キヤノン株式会社 | 質量分析用基板及び質量分析装置 |
| US20080193772A1 (en) * | 2006-07-07 | 2008-08-14 | Bio-Rad Laboratories, Inc | Mass spectrometry probes having hydrophobic coatiings |
| US8053247B2 (en) * | 2006-10-11 | 2011-11-08 | Phynexus, Inc. | Method and device for preparing an analyte for analysis by mass spectrometry |
| EP2114396A4 (en) * | 2006-12-29 | 2010-03-10 | Salk Inst For Biological Studi | METHOD FOR IMPROVING TRAINING PERFORMANCE |
| US20110091377A1 (en) | 2007-05-11 | 2011-04-21 | The Johns Hopkins University | Biomarkers for melanoma |
| WO2009058331A2 (en) | 2007-10-29 | 2009-05-07 | Vermilllion, Inc. | Biomarkers for the detection of early stage ovarian cancer |
| JP2009121997A (ja) * | 2007-11-15 | 2009-06-04 | Tokyo Metropolitan Univ | 質量分析における試料の調整方法 |
| US8673644B2 (en) | 2008-05-13 | 2014-03-18 | Battelle Memorial Institute | Serum markers for type II diabetes mellitus |
| WO2010025190A1 (en) * | 2008-08-26 | 2010-03-04 | Liotta Lance A | Hydrogel nanoparticle base immunoassay |
| EP2352847B1 (en) | 2008-11-10 | 2014-01-08 | The United States of America, as represented by The Secretary, Department of Health and Human Services | Gene signature for predicting prognosis of patients with solid tumors |
| WO2010093872A2 (en) | 2009-02-13 | 2010-08-19 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Molecular-based method of cancer diagnosis and prognosis |
| JP5864429B2 (ja) | 2009-11-09 | 2016-02-17 | スポットライト テクノロジー パートナーズ エルエルシーＳｐｏｔｌｉｇｈｔ Ｔｅｃｈｎｏｌｏｇｙ Ｐａｒｔｎｅｒｓ Ｌｌｃ | 架橋ヒドロゲル組成物、ヒドロゲル組成物の形成方法、及びキット |
| AU2010314994B2 (en) | 2009-11-09 | 2016-10-06 | Spotlight Technology Partners Llc | Fragmented hydrogels |
| WO2011120691A1 (en) * | 2010-04-01 | 2011-10-06 | Roche Diagnostics Gmbh | Method for isolating an analyte from a sample fluid with a protein-repellent hydrogel |
| WO2011149943A1 (en) | 2010-05-24 | 2011-12-01 | Ventana Midical Systems, Inc. | Method for differentiation of non-small cellung carcinoma |
| JP6366580B2 (ja) | 2012-06-22 | 2018-08-01 | エイチティージー モレキュラー ダイアグノスティクス， インコーポレイテッド | メラニン細胞性病変における分子悪性度 |
| US9360474B2 (en) * | 2012-11-29 | 2016-06-07 | Opti Medical Systems, Inc. | Multi-layer device for selectively determining magnesium ion |
| CA3210220A1 (en) | 2013-05-10 | 2014-11-13 | Johns Hopkins University | Compositions for ovarian cancer assessment having improved specificity |
| KR102314014B1 (ko) * | 2013-09-24 | 2021-10-19 | 엔탑시스, 엘엘씨 | 검출 가능한 어레이들, 진단을 위한 시스템들, 및 이를 만들고 사용하는 방법들 |
| WO2015073709A2 (en) | 2013-11-14 | 2015-05-21 | The United States Of America, As Represented By The Secretary, Department Of Health & Human Services | Detection of atherosclerotic cardiovascular disease risk and heart failure risk |
| US10398772B2 (en) | 2014-01-08 | 2019-09-03 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Ras pathways as markers of protection against HIV and methods to improve vaccine efficacy |
| EP3108218A4 (en) * | 2014-02-21 | 2017-11-15 | Massachusetts Institute Of Technology | Expansion microscopy |
| DK3256850T3 (da) | 2015-02-09 | 2025-08-18 | Slingshot Biosciences Inc | Hydrogelpartikler med justerbare optiske egenskaber og fremgangsmåder til anvendelse deraf |
| US20160230284A1 (en) | 2015-02-10 | 2016-08-11 | Arcanum Alloy Design, Inc. | Methods and systems for slurry coating |
| US10526649B2 (en) | 2015-04-14 | 2020-01-07 | Massachusetts Institute Of Technology | Augmenting in situ nucleic acid sequencing of expanded biological samples with in vitro sequence information |
| US10059990B2 (en) | 2015-04-14 | 2018-08-28 | Massachusetts Institute Of Technology | In situ nucleic acid sequencing of expanded biological samples |
| US11408890B2 (en) | 2015-04-14 | 2022-08-09 | Massachusetts Institute Of Technology | Iterative expansion microscopy |
| EP3332029B1 (en) | 2015-08-07 | 2021-10-06 | Massachusetts Institute of Technology | Nanoscale imaging of proteins and nucleic acids via expansion microscopy |
| WO2017027368A1 (en) | 2015-08-07 | 2017-02-16 | Massachusetts Institute Of Technology | Protein retention expansion microscopy |
| US11988662B2 (en) | 2015-12-07 | 2024-05-21 | Nanohmics, Inc. | Methods for detecting and quantifying gas species analytes using differential gas species diffusion |
| US10386351B2 (en) | 2015-12-07 | 2019-08-20 | Nanohmics, Inc. | Methods for detecting and quantifying analytes using gas species diffusion |
| US10386365B2 (en) | 2015-12-07 | 2019-08-20 | Nanohmics, Inc. | Methods for detecting and quantifying analytes using ionic species diffusion |
| EP3386594B1 (en) | 2015-12-11 | 2023-05-03 | The General Hospital Corporation | Combination of a platelet-derived growth factor receptor alpha inhibitor and a histone lysine demethylase inhibitor for treating drug-tolerant glioblastoma |
| WO2017139276A1 (en) | 2016-02-08 | 2017-08-17 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Gene signature predictive of hepatocellular carcinoma response to transcatheter arterial chemoembolization (tace) |
| WO2017201418A1 (en) | 2016-05-20 | 2017-11-23 | Arcanum Alloys, Inc. | Methods and systems for coating a steel substrate |
| CN106323168B (zh) * | 2016-08-30 | 2018-10-02 | 中航工业哈尔滨轴承有限公司 | 利用ogp光学测量仪测量圆弧切点的方法 |
| US10995361B2 (en) | 2017-01-23 | 2021-05-04 | Massachusetts Institute Of Technology | Multiplexed signal amplified FISH via splinted ligation amplification and sequencing |
| CN110234973A (zh) * | 2017-01-31 | 2019-09-13 | 珀金埃尔默健康科学有限公司 | 盘绕线式采样器 |
| WO2018157048A1 (en) | 2017-02-24 | 2018-08-30 | Massachusetts Institute Of Technology | Methods for examining podocyte foot processes in human renal samples using conventional optical microscopy |
| WO2018157074A1 (en) | 2017-02-24 | 2018-08-30 | Massachusetts Institute Of Technology | Methods for diagnosing neoplastic lesions |
| FR3065652B1 (fr) * | 2017-04-27 | 2021-07-23 | Biomerieux Sa | Plaque d'analyse maldi-tof a support papier et son utilisation |
| US11180804B2 (en) | 2017-07-25 | 2021-11-23 | Massachusetts Institute Of Technology | In situ ATAC sequencing |
| WO2019060907A1 (en) | 2017-09-25 | 2019-03-28 | Fred Hutchinson Cancer Research Center | HIGH PERFORMANCE TARGETED IN SITU PANGENOMIC PROFILING |
| CA3082352A1 (en) * | 2017-11-10 | 2019-05-16 | Perkinelmer Health Sciences Canada, Inc. | Multiple analyte ion source |
| WO2019156957A1 (en) | 2018-02-06 | 2019-08-15 | Massachusetts Institute Of Technology | Swellable and structurally homogenous hydrogels and methods of use thereof |
| WO2020013833A1 (en) | 2018-07-13 | 2020-01-16 | Massachusetts Institute Of Technology | Dimethylacrylamide (dmaa) hydrogel for expansion microscopy (exm) |
| EP3867943A1 (en) * | 2018-10-18 | 2021-08-25 | DH Technologies Development Pte. Ltd. | Functionalizing a sampling element for use with a mass spectrometry system |
| US12405193B2 (en) | 2019-02-22 | 2025-09-02 | Massachusetts Institute Of Technology | Iterative direct expansion microscopy |
| CN110672711B (zh) * | 2019-10-22 | 2021-09-21 | 南通市第二人民医院 | 一种肿瘤分子的离子计数检测装置 |
| US12265004B2 (en) | 2019-11-05 | 2025-04-01 | Massachusetts Institute Of Technology | Membrane probes for expansion microscopy |
| US11802822B2 (en) | 2019-12-05 | 2023-10-31 | Massachusetts Institute Of Technology | Multiplexed expansion (MultiExM) pathology |
| TW202141019A (zh) | 2020-01-24 | 2021-11-01 | 美商史林夏特生化公司 | 類細胞校正粒子之組合物與方法 |
| CA3177834A1 (en) | 2020-05-04 | 2021-11-11 | Jeffrey Kim | Compositions and methods for passive optical barcoding for multiplexed assays |
| US12116637B2 (en) | 2020-07-24 | 2024-10-15 | The Regents Of The University Of Michigan | Compositions and methods for detecting and treating high grade subtypes of uterine cancer |
| US20220061705A1 (en) * | 2020-08-05 | 2022-03-03 | The Regents Of The University Of California | Programmable epidermal microfluidic valving system for wearable biofluid management and contextual biomarker analysis |
| JP2024539956A (ja) | 2021-10-29 | 2024-10-31 | スリングショット バイオサイエンシーズ， インコーポレイテッド | フィーダー細胞としておよび合成抗原提示細胞としてのヒドロゲル粒子 |
| WO2023122723A1 (en) | 2021-12-23 | 2023-06-29 | The Broad Institute, Inc. | Panels and methods for diagnosing and treating lung cancer |
| AU2023265684A1 (en) | 2022-05-05 | 2024-11-21 | Slingshot Biosciences, Inc. | Engineered particles as red blood cell mimics and compositions containing same for hematology |
| CA3257621A1 (en) | 2022-06-02 | 2023-12-07 | Slingshot Biosciences, Inc. | APOPTOTIC CELL MIMETIC |
| WO2024092161A2 (en) | 2022-10-26 | 2024-05-02 | Slingshot Biosciences, Inc. | Size-tunable synthetic particles with tunable optical properties and methods for using the same for immune cell activation |
| US12461007B2 (en) | 2023-08-29 | 2025-11-04 | Slingshot Biosciences, Inc. | CD34 stem cell mimics |
| WO2025106804A1 (en) | 2023-11-16 | 2025-05-22 | Massachusetts Institute Of Technology | Compositions and methods for characterizing hepatocyte stress |
| WO2025217069A1 (en) | 2024-04-08 | 2025-10-16 | Beth Israel Deaconess Medical Center, Inc. | Compositions and methods for treating cardiotoxicity |
| WO2026096383A1 (en) | 2024-10-28 | 2026-05-07 | The Broad Institute, Inc. | Compositions and methods for inducing phagocytosis |
Family Cites Families (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4070348A (en) | 1973-07-25 | 1978-01-24 | Rohm Gmbh | Water-swellable, bead copolymer |
| US3896661A (en) | 1974-01-09 | 1975-07-29 | Stanford Research Inst | Method of coupling thin layer chromatograph with mass spectrometer |
| US4060678A (en) * | 1975-02-11 | 1977-11-29 | Plastomedical Sciences, Inc. | Cationic hydrogels based on hydroxyalkyl acrylates and methacrylates |
| US4154638A (en) | 1977-08-04 | 1979-05-15 | Ppg Industries, Inc. | Coupling agent for bonding an organic polymer to an inorganic surface |
| DE3172839D1 (en) | 1980-09-11 | 1985-12-12 | Atomic Energy Authority Uk | Improvements in or relating to composite materials |
| GB2088392B (en) | 1980-12-03 | 1984-05-02 | Sumitomo Chemical Co | Production of hydrogels |
| JPS57158209A (en) | 1981-03-25 | 1982-09-30 | Kao Corp | Production of bead-form highly water-absorbing polymer |
| US4438239A (en) * | 1981-03-30 | 1984-03-20 | California Institute Of Technology | Microsphere coated substrate containing reactive aldehyde groups |
| JPS57195105A (en) * | 1981-05-26 | 1982-11-30 | Kuraray Co Ltd | Preparation of modified cis-1,4-polyisoprene rubber |
| GB8311018D0 (en) | 1983-04-22 | 1983-05-25 | Amersham Int Plc | Detecting mutations in dna |
| FI71768C (fi) | 1984-02-17 | 1987-02-09 | Orion Yhtymae Oy | Foerbaettrade nykleinsyrareagenser och foerfarande foer deras framstaellning. |
| JPS61275355A (ja) | 1985-05-29 | 1986-12-05 | Kao Corp | 吸収性物品 |
| US4908512A (en) * | 1985-08-21 | 1990-03-13 | Kratos Analytical Limited | Apparatus and methods of use in the mass analysis of chemical samples |
| US5336742A (en) | 1987-03-13 | 1994-08-09 | Minnesota Mining And Manufacturing Company | Polymeric supports |
| US5700637A (en) | 1988-05-03 | 1997-12-23 | Isis Innovation Limited | Apparatus and method for analyzing polynucleotide sequences and method of generating oligonucleotide arrays |
| SE462408B (sv) | 1988-11-10 | 1990-06-18 | Pharmacia Ab | Optiskt biosensorsystem utnyttjande ytplasmonresonans foer detektering av en specific biomolekyl, saett att kalibrera sensoranordningen samt saett att korrigera foer baslinjedrift i systemet |
| SE462454B (sv) * | 1988-11-10 | 1990-06-25 | Pharmacia Ab | Maetyta foer anvaendning i biosensorer |
| SE8804074D0 (sv) | 1988-11-10 | 1988-11-10 | Pharmacia Ab | Sensorenhet och dess anvaendning i biosensorsystem |
| GB2226032B (en) | 1988-12-16 | 1993-08-18 | Urs Heimgartner | Detection of glycoproteins |
| US5237016A (en) | 1989-01-05 | 1993-08-17 | Siska Diagnostics, Inc. | End-attachment of oligonucleotides to polyacrylamide solid supports for capture and detection of nucleic acids |
| US5744101A (en) | 1989-06-07 | 1998-04-28 | Affymax Technologies N.V. | Photolabile nucleoside protecting groups |
| US5871928A (en) | 1989-06-07 | 1999-02-16 | Fodor; Stephen P. A. | Methods for nucleic acid analysis |
| GB2236186B (en) | 1989-08-22 | 1994-01-05 | Finnigan Mat Gmbh | Process and device for laser desorption of analyte molecular ions, especially of biomolecules |
| GB2236185B (en) | 1989-08-22 | 1994-03-23 | Finnigan Mat Gmbh | Process,specimen and device for making an analyte available for an investigation |
| US5045694A (en) | 1989-09-27 | 1991-09-03 | The Rockefeller University | Instrument and method for the laser desorption of ions in mass spectrometry |
| US5532279A (en) | 1990-05-03 | 1996-07-02 | Dionex Corporation | Ion-exchange composition employing resin attachment to dispersant and method for forming the same |
| US5196302A (en) | 1990-08-29 | 1993-03-23 | The United States Of America As Represented By The Sectetary Of The Navy | Enzymatic assays using superabsorbent materials |
| US5639620A (en) | 1990-10-31 | 1997-06-17 | Coulter Corporation | Polymeric particles having a biodegradable gelatin or aminodextran coating and process for making same |
| JP3217171B2 (ja) * | 1992-04-14 | 2001-10-09 | 住友化学工業株式会社 | 樹脂組成物およびそれから作られた二次加工品 |
| US5268097A (en) | 1992-06-19 | 1993-12-07 | Sepracor Inc. | Passivated and stabilized porous mineral oxide supports and method for the preparation and use of same |
| US5266097A (en) * | 1992-12-31 | 1993-11-30 | The Vigoro Corporation | Aminoureaformaldehyde fertilizer method and composition |
| US5744306A (en) * | 1993-04-19 | 1998-04-28 | Emory University | Methods for nucleic acid detection, sequencing, and cloning using exonuclease |
| US5512492A (en) | 1993-05-18 | 1996-04-30 | University Of Utah Research Foundation | Waveguide immunosensor with coating chemistry providing enhanced sensitivity |
| PT700521E (pt) | 1993-05-28 | 2003-10-31 | Baylor College Medicine | Metodo e espectrometro de massa para dessorcao e ionizacao de analitos |
| US5438161A (en) * | 1993-06-04 | 1995-08-01 | S&C Electric Company | Apparatus with interconnection arrangement |
| CA2131047A1 (en) | 1993-09-01 | 1995-03-02 | Takashi Sanada | Thermoplastic resin composition |
| US6015880A (en) | 1994-03-16 | 2000-01-18 | California Institute Of Technology | Method and substrate for performing multiple sequential reactions on a matrix |
| US5807522A (en) | 1994-06-17 | 1998-09-15 | The Board Of Trustees Of The Leland Stanford Junior University | Methods for fabricating microarrays of biological samples |
| JPH10510053A (ja) | 1994-11-29 | 1998-09-29 | アナロジック コーポレーション | 粒子凝集検定系 |
| US5786439A (en) | 1996-10-24 | 1998-07-28 | Minimed Inc. | Hydrophilic, swellable coatings for biosensors |
| GB9518429D0 (en) * | 1995-09-08 | 1995-11-08 | Pharmacia Biosensor | A rapid method for providing kinetic and structural data in molecular interaction analysis |
| US6013855A (en) | 1996-08-06 | 2000-01-11 | United States Surgical | Grafting of biocompatible hydrophilic polymers onto inorganic and metal surfaces |
| US5905024A (en) | 1996-12-17 | 1999-05-18 | University Of Chicago | Method for performing site-specific affinity fractionation for use in DNA sequencing |
| NZ516848A (en) | 1997-06-20 | 2004-03-26 | Ciphergen Biosystems Inc | Retentate chromatography apparatus with applications in biology and medicine |
| WO1999036576A1 (en) | 1998-01-20 | 1999-07-22 | Packard Bioscience Company | Gel pad arrays and methods and systems for making them |
| AU4025300A (en) | 1999-03-24 | 2000-10-09 | Packard Bioscience Company | Continuous porous matrix arrays |
| DE60045816D1 (de) * | 1999-04-27 | 2011-05-19 | Bio Rad Laboratories | Probenhalter für ein gasphaseionenspektrometer |
| JP2005526972A (ja) * | 2002-05-02 | 2005-09-08 | シファーゲン バイオシステムズ， インコーポレイテッド | 多糖系ヒドロゲルをコーティングした表面を有するバイオチップ |
-
2000
- 2000-04-27 DE DE60045816T patent/DE60045816D1/de not_active Expired - Lifetime
- 2000-04-27 US US09/560,715 patent/US6897072B1/en not_active Expired - Lifetime
- 2000-04-27 EP EP00928521A patent/EP1173878B1/en not_active Expired - Lifetime
- 2000-04-27 CA CA002368247A patent/CA2368247A1/en not_active Abandoned
- 2000-04-27 CN CNB008094241A patent/CN1204592C/zh not_active Expired - Lifetime
- 2000-04-27 AU AU46750/00A patent/AU774336B2/en not_active Ceased
- 2000-04-27 KR KR1020017013828A patent/KR100713786B1/ko not_active Expired - Fee Related
- 2000-04-27 AT AT00928521T patent/ATE504937T1/de not_active IP Right Cessation
- 2000-04-27 JP JP2000615142A patent/JP2003524772A/ja not_active Withdrawn
- 2000-04-27 WO PCT/US2000/011452 patent/WO2000066265A2/en not_active Ceased
-
2004
- 2004-10-06 US US10/960,222 patent/US7205156B2/en not_active Expired - Lifetime
-
2007
- 2007-03-02 US US11/681,377 patent/US7479631B2/en not_active Expired - Lifetime
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Wörz et al. | Protein-resistant polymer surfaces | |
| Patil et al. | On-demand degrafting and the study of molecular weight and grafting density of poly (methyl methacrylate) brushes on flat silica substrates | |
| JP2003524772A (ja) | 気相イオン分析計のためのプローブ | |
| Tanaka et al. | Effect of water structure on blood compatibility—thermal analysis of water in poly (meth) acrylate | |
| Akkahat et al. | Development of a novel antifouling platform for biosensing probe immobilization from methacryloyloxyethyl phosphorylcholine-containing copolymer brushes | |
| JP3422463B2 (ja) | グラフト表面固体とその製造方法 | |
| Shi et al. | Control the wettability of poly (n-isopropylacrylamide-co-1-adamantan-1-ylmethyl acrylate) modified surfaces: the more Ada, the bigger impact? | |
| Eckert et al. | Surface-modification of polystyrene-microtitre plates via grafting of glycidylmethacrylate and coating of poly-glycidylmethacrylate | |
| JP2005526972A (ja) | 多糖系ヒドロゲルをコーティングした表面を有するバイオチップ | |
| JP4630817B2 (ja) | 物質固定化剤、それを用いた物質固定化方法及びそれを用いた物質固定化基体 | |
| Tiwari et al. | Responsive materials and methods: state-of-the-art stimuli-responsive materials and their applications | |
| Benetti | Quasi‐3D‐Structured Interfaces by Polymer Brushes | |
| US20030133963A1 (en) | Methods and apparatus for coating surfaces to reduce protein adsorption and cell adhesion and present ligands | |
| Basinska | Hydrophilic Core‐Shell Microspheres: A Suitable Support for Controlled Attachment of Proteins and Biomedical Diagnostics | |
| KR20220049558A (ko) | 표면 관능화 기재 및 이의 제조 방법 | |
| Mohan et al. | Swelling and diffusion characteristics of novel semi‐interpenetrating network hydrogels composed of poly [(acrylamide)‐co‐(sodium acrylate)] and poly [(vinylsulfonic acid), sodium salt] | |
| Larsson et al. | UV-patterned poly (ethylene glycol) matrix for microarray applications | |
| JP2009537218A5 (cg-RX-API-DMAC10.html) | ||
| JP2005514583A5 (cg-RX-API-DMAC10.html) | ||
| JP4630865B2 (ja) | 物質固定化剤、それを用いた物質固定化方法及びそれを用いた物質固定化基体 | |
| JP2007525681A (ja) | 有機表面への生体分子の共有結合的固定化方法 | |
| JP2006322709A (ja) | 物質固定化基板 | |
| Kursun et al. | Glycopolymer brushes with specific protein recognition property | |
| Serizawa et al. | Cell-adhesive and blood-coagulant properties of ultrathin poly (methyl methacrylate) stereocomplex films | |
| JP2006322708A (ja) | 物質固定化方法 |