JP2005201901A5 - - Google Patents
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- Publication number
- JP2005201901A5 JP2005201901A5 JP2005005638A JP2005005638A JP2005201901A5 JP 2005201901 A5 JP2005201901 A5 JP 2005201901A5 JP 2005005638 A JP2005005638 A JP 2005005638A JP 2005005638 A JP2005005638 A JP 2005005638A JP 2005201901 A5 JP2005201901 A5 JP 2005201901A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- dianhydride
- solid support
- anhydride
- biomolecule
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 claims 42
- -1 silane anhydride Chemical class 0.000 claims 16
- 239000007787 solid Substances 0.000 claims 16
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims 16
- 229910000077 silane Inorganic materials 0.000 claims 11
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims 10
- 239000000243 solution Substances 0.000 claims 10
- 150000001718 carbodiimides Chemical class 0.000 claims 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 8
- 229960002317 succinimide Drugs 0.000 claims 8
- 239000011248 coating agent Substances 0.000 claims 7
- 238000000576 coating method Methods 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 6
- LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide Chemical compound CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 claims 4
- 125000002877 alkyl aryl group Chemical group 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 150000008064 anhydrides Chemical group 0.000 claims 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 230000003100 immobilizing effect Effects 0.000 claims 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims 3
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims 2
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 239000007864 aqueous solution Substances 0.000 claims 2
- 125000000732 arylene group Chemical group 0.000 claims 2
- 238000005229 chemical vapour deposition Methods 0.000 claims 2
- 238000003618 dip coating Methods 0.000 claims 2
- 125000000524 functional group Chemical group 0.000 claims 2
- 230000007062 hydrolysis Effects 0.000 claims 2
- 238000006460 hydrolysis reaction Methods 0.000 claims 2
- 230000003301 hydrolyzing effect Effects 0.000 claims 2
- 238000002493 microarray Methods 0.000 claims 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 102000004169 proteins and genes Human genes 0.000 claims 2
- 108090000623 proteins and genes Proteins 0.000 claims 2
- 239000007921 spray Substances 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- IZRJPHXTEXTLHY-UHFFFAOYSA-N triethoxy(2-triethoxysilylethyl)silane Chemical compound CCO[Si](OCC)(OCC)CC[Si](OCC)(OCC)OCC IZRJPHXTEXTLHY-UHFFFAOYSA-N 0.000 claims 2
- ZGCCAVQFEWDVEB-UHFFFAOYSA-N 1-hydroxy-2,5-dioxopyrrolidine-3-sulfonic acid pyrrolidine-2,5-dione Chemical compound ON1C(C(CC1=O)S(=O)(=O)O)=O.C1(CCC(N1)=O)=O ZGCCAVQFEWDVEB-UHFFFAOYSA-N 0.000 claims 1
- GVJXGCIPWAVXJP-UHFFFAOYSA-N 2,5-dioxo-1-oxoniopyrrolidine-3-sulfonate Chemical compound ON1C(=O)CC(S(O)(=O)=O)C1=O GVJXGCIPWAVXJP-UHFFFAOYSA-N 0.000 claims 1
- GWHLJVMSZRKEAQ-UHFFFAOYSA-N 3-(2,3-dicarboxyphenyl)phthalic acid Chemical compound OC(=O)C1=CC=CC(C=2C(=C(C(O)=O)C=CC=2)C(O)=O)=C1C(O)=O GWHLJVMSZRKEAQ-UHFFFAOYSA-N 0.000 claims 1
- GXDMUOPCQNLBCZ-UHFFFAOYSA-N 3-(3-triethoxysilylpropyl)oxolane-2,5-dione Chemical group CCO[Si](OCC)(OCC)CCCC1CC(=O)OC1=O GXDMUOPCQNLBCZ-UHFFFAOYSA-N 0.000 claims 1
- MEJQNPUKRTVBDA-UHFFFAOYSA-N 3-methylcyclobutane-1,1,2,2-tetracarboxylic acid Chemical compound CC1CC(C(O)=O)(C(O)=O)C1(C(O)=O)C(O)=O MEJQNPUKRTVBDA-UHFFFAOYSA-N 0.000 claims 1
- FYYYKXFEKMGYLZ-UHFFFAOYSA-N 4-(1,3-dioxo-2-benzofuran-5-yl)-2-benzofuran-1,3-dione Chemical compound C=1C=C2C(=O)OC(=O)C2=CC=1C1=CC=CC2=C1C(=O)OC2=O FYYYKXFEKMGYLZ-UHFFFAOYSA-N 0.000 claims 1
- UITKHKNFVCYWNG-UHFFFAOYSA-N 4-(3,4-dicarboxybenzoyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 UITKHKNFVCYWNG-UHFFFAOYSA-N 0.000 claims 1
- AVCOFPOLGHKJQB-UHFFFAOYSA-N 4-(3,4-dicarboxyphenyl)sulfonylphthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1S(=O)(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 AVCOFPOLGHKJQB-UHFFFAOYSA-N 0.000 claims 1
- APXJLYIVOFARRM-UHFFFAOYSA-N 4-[2-(3,4-dicarboxyphenyl)-1,1,1,3,3,3-hexafluoropropan-2-yl]phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(C(O)=O)C(C(O)=O)=C1 APXJLYIVOFARRM-UHFFFAOYSA-N 0.000 claims 1
- YGYCECQIOXZODZ-UHFFFAOYSA-N 4415-87-6 Chemical compound O=C1OC(=O)C2C1C1C(=O)OC(=O)C12 YGYCECQIOXZODZ-UHFFFAOYSA-N 0.000 claims 1
- QQGYZOYWNCKGEK-UHFFFAOYSA-N 5-[(1,3-dioxo-2-benzofuran-5-yl)oxy]-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(OC=2C=C3C(=O)OC(C3=CC=2)=O)=C1 QQGYZOYWNCKGEK-UHFFFAOYSA-N 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- 239000004698 Polyethylene Substances 0.000 claims 1
- 239000004743 Polypropylene Substances 0.000 claims 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 1
- 125000002723 alicyclic group Chemical group 0.000 claims 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims 1
- WKDNYTOXBCRNPV-UHFFFAOYSA-N bpda Chemical compound C1=C2C(=O)OC(=O)C2=CC(C=2C=C3C(=O)OC(C3=CC=2)=O)=C1 WKDNYTOXBCRNPV-UHFFFAOYSA-N 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- OBKARQMATMRWQZ-UHFFFAOYSA-N naphthalene-1,2,5,6-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 OBKARQMATMRWQZ-UHFFFAOYSA-N 0.000 claims 1
- DOBFTMLCEYUAQC-UHFFFAOYSA-N naphthalene-2,3,6,7-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C=C2C=C(C(O)=O)C(C(=O)O)=CC2=C1 DOBFTMLCEYUAQC-UHFFFAOYSA-N 0.000 claims 1
- YTVNOVQHSGMMOV-UHFFFAOYSA-N naphthalenetetracarboxylic dianhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=C2C(=O)OC(=O)C1=C32 YTVNOVQHSGMMOV-UHFFFAOYSA-N 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 229920000058 polyacrylate Polymers 0.000 claims 1
- 229920000515 polycarbonate Polymers 0.000 claims 1
- 239000004417 polycarbonate Substances 0.000 claims 1
- 229920000728 polyester Polymers 0.000 claims 1
- 229920000573 polyethylene Polymers 0.000 claims 1
- 229920001155 polypropylene Polymers 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 claims 1
- 239000004814 polyurethane Substances 0.000 claims 1
- 125000006160 pyromellitic dianhydride group Chemical group 0.000 claims 1
- 229910052710 silicon Inorganic materials 0.000 claims 1
- 239000010703 silicon Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020040001963A KR100580642B1 (ko) | 2004-01-12 | 2004-01-12 | 표면에 활성화된 카르복실기를 갖는 기판을 이용하여 생물분자를 고체 기판상에 고밀도로 고정화하는 방법 및 그에 의하여 제조되는 마이크로어레이 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005201901A JP2005201901A (ja) | 2005-07-28 |
| JP2005201901A5 true JP2005201901A5 (enExample) | 2006-04-20 |
| JP4045276B2 JP4045276B2 (ja) | 2008-02-13 |
Family
ID=34588143
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2005005638A Expired - Fee Related JP4045276B2 (ja) | 2004-01-12 | 2005-01-12 | 表面に活性化されたカルボキシル基を有する固体基板を利用して生体分子を前記固体基板上に高密度で固定化する方法及びそれによって製造されるマイクロアレイ |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US7195924B2 (enExample) |
| EP (1) | EP1553415B1 (enExample) |
| JP (1) | JP4045276B2 (enExample) |
| KR (1) | KR100580642B1 (enExample) |
| CN (1) | CN100392099C (enExample) |
| DE (1) | DE602005000189T2 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100657907B1 (ko) * | 2004-11-03 | 2006-12-14 | 삼성전자주식회사 | 신규한 링커 화합물, 상기 화합물이 코팅되어 있는 기판,상기 화합물을 이용하여 마이크로어레이를 제조하는 방법및 그에 의하여 제조된 마이크로어레이 |
| GB2420849B (en) * | 2004-12-02 | 2007-06-27 | Schlumberger Holdings | Optical pH sensor |
| KR100738083B1 (ko) * | 2005-12-20 | 2007-07-12 | 삼성전자주식회사 | 마이크로어레이용 기판 및 그의 제조방법 |
| KR100829574B1 (ko) | 2006-01-03 | 2008-05-14 | 삼성전자주식회사 | 마이크로어레이용 기판, 그 마이크로어레이용 기판을이용하여 생분자를 분석하는 방법, 및 그 마이크로어레이용기판을 포함하는 랩온어칩 |
| US7493199B2 (en) * | 2006-10-17 | 2009-02-17 | Trw Automotive U.S. Llc | Method of controlling a roll control system for improved vehicle dynamic control |
| KR100843147B1 (ko) * | 2007-02-12 | 2008-07-03 | 삼성전자주식회사 | 올리고머 프로브 어레이용 기판과 올리고머 프로브 어레이및 이들의 제조 방법 |
| JP4805283B2 (ja) * | 2007-03-22 | 2011-11-02 | 信越化学工業株式会社 | マイクロアレイ作製用基板の製造方法 |
| JP5388462B2 (ja) * | 2008-03-24 | 2014-01-15 | 富士フイルム株式会社 | 担体及びその製造方法 |
| JP5344835B2 (ja) * | 2008-03-24 | 2013-11-20 | 富士フイルム株式会社 | 固定化方法、生理活性物質固定化担体及び固定用担体 |
| EP2270507A4 (en) | 2008-03-24 | 2013-02-27 | Fujifilm Corp | IMMOBILIZING METHOD, PHYSIOLOGICALLY ACTIVE SUBSTANCE SUPPORTING MEDIUM, HOLDING MEDIUM, SUPPORT AND SUPPORT MANUFACTURING METHOD |
| DE102010049807A1 (de) | 2010-10-27 | 2012-05-03 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Verfahren zur Immobilisierung mindestens einer Substanz auf Oberflächen |
| JP5462919B2 (ja) * | 2011-10-31 | 2014-04-02 | アークレイ株式会社 | 基材の修飾方法 |
| CN104027852B (zh) * | 2014-06-26 | 2015-09-23 | 淮阴工学院 | 生物材料的表面改性方法 |
| KR101603602B1 (ko) | 2014-07-09 | 2016-03-16 | 한국원자력연구원 | 방사선 조사를 이용한 폴리도파민 코팅 고분자 기질 및 이의 제조 방법 |
| CN105854962B (zh) * | 2016-03-28 | 2018-01-19 | 北京瑞联安科技有限公司 | 一种生物识别分子固定到生物芯片的方法 |
| US11312831B2 (en) | 2016-11-18 | 2022-04-26 | Toyo Seikan Group Holdings, Ltd. | Carrier for bio-related molecule immobilization |
| JP2018078864A (ja) * | 2016-11-18 | 2018-05-24 | 東洋製罐グループホールディングス株式会社 | 生体関連分子固定化用担体 |
| JP6931181B2 (ja) * | 2016-12-20 | 2021-09-01 | 東洋製罐グループホールディングス株式会社 | 生体関連分子固定化用担体 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1259312A (en) * | 1985-11-11 | 1989-09-12 | Jaroslav Kahovec | Silane reagents containing a complexion grouping and inorganic material modified with these reagents |
| JPH0637609B2 (ja) * | 1986-01-24 | 1994-05-18 | マサチユ−セツツ インスチチユ−ト オブ テクノロジ− | 接着促進剤 |
| FR2630329B1 (fr) * | 1988-04-20 | 1991-07-05 | Merieux Inst | Conjugues macromoleculaires d'hemoglobine, leur procede de preparation et leurs applications |
| DE3814370A1 (de) | 1988-04-28 | 1989-11-09 | Boehringer Mannheim Gmbh | Testtraeger fuer die analyse einer probenfluessigkeit, verfahren zur durchfuehrung einer solchen analyse und herstellungsverfahren |
| US5744101A (en) * | 1989-06-07 | 1998-04-28 | Affymax Technologies N.V. | Photolabile nucleoside protecting groups |
| US5143854A (en) * | 1989-06-07 | 1992-09-01 | Affymax Technologies N.V. | Large scale photolithographic solid phase synthesis of polypeptides and receptor binding screening thereof |
| JP2979414B2 (ja) | 1989-09-29 | 1999-11-15 | 富士レビオ株式会社 | 磁性粒子およびそれを用いた免疫測定法 |
| CA2064683A1 (en) * | 1992-03-26 | 1993-09-27 | Krishna Mohan Rao Kallury | Formation of thermostable enzymes with extra-ordinary heat tolerance by immobilization on phospholipid matrices |
| US5350800A (en) * | 1993-01-19 | 1994-09-27 | Medtronic, Inc. | Method for improving the biocompatibility of solid surfaces |
| US5643721A (en) * | 1994-02-09 | 1997-07-01 | Abbott Laboratories | Bioreagent immobilization medium |
| US5760130A (en) * | 1997-05-13 | 1998-06-02 | Molecular Dynamics, Inc. | Aminosilane/carbodiimide coupling of DNA to glass substrate |
| US6506594B1 (en) * | 1999-03-19 | 2003-01-14 | Cornell Res Foundation Inc | Detection of nucleic acid sequence differences using the ligase detection reaction with addressable arrays |
| US6413722B1 (en) | 2000-03-22 | 2002-07-02 | Incyte Genomics, Inc. | Polymer coated surfaces for microarray applications |
| US6528264B1 (en) * | 2000-11-01 | 2003-03-04 | Corning Incorporated | Polymer support for DNA immobilization |
| US6989267B2 (en) * | 2001-07-02 | 2006-01-24 | Agilent Technologies, Inc. | Methods of making microarrays with substrate surfaces having covalently bound polyelectrolyte films |
| JP2003261823A (ja) * | 2002-03-12 | 2003-09-19 | Mitsui Chemicals Inc | 多孔質膜形成用塗布液の製造方法および該塗布液、並びに多孔質膜の製造方法および多孔質膜 |
-
2004
- 2004-01-12 KR KR1020040001963A patent/KR100580642B1/ko not_active Expired - Fee Related
-
2005
- 2005-01-04 US US11/028,822 patent/US7195924B2/en not_active Expired - Fee Related
- 2005-01-07 DE DE602005000189T patent/DE602005000189T2/de not_active Expired - Lifetime
- 2005-01-07 EP EP05000285A patent/EP1553415B1/en not_active Expired - Lifetime
- 2005-01-12 JP JP2005005638A patent/JP4045276B2/ja not_active Expired - Fee Related
- 2005-01-12 CN CNB2005100044744A patent/CN100392099C/zh not_active Expired - Fee Related
-
2007
- 2007-02-23 US US11/678,275 patent/US20070141556A1/en not_active Abandoned
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