DE10350484B4 - Verfahren und Vorrichtung zur Markierung von Proteinen - Google Patents
Verfahren und Vorrichtung zur Markierung von Proteinen Download PDFInfo
- Publication number
- DE10350484B4 DE10350484B4 DE10350484A DE10350484A DE10350484B4 DE 10350484 B4 DE10350484 B4 DE 10350484B4 DE 10350484 A DE10350484 A DE 10350484A DE 10350484 A DE10350484 A DE 10350484A DE 10350484 B4 DE10350484 B4 DE 10350484B4
- Authority
- DE
- Germany
- Prior art keywords
- capillary
- mixer
- volume
- reaction
- solution
- 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 - Fee Related
Links
- 102000004169 proteins and genes Human genes 0.000 title claims abstract description 29
- 108090000623 proteins and genes Proteins 0.000 title claims abstract description 29
- 238000000034 method Methods 0.000 title claims abstract description 20
- 238000002372 labelling Methods 0.000 title claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 21
- 239000003550 marker Substances 0.000 claims description 18
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- 239000011541 reaction mixture Substances 0.000 claims description 6
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 239000003153 chemical reaction reagent Substances 0.000 claims description 4
- 238000007669 thermal treatment Methods 0.000 claims description 3
- 238000013375 chromatographic separation Methods 0.000 claims description 2
- 239000012752 auxiliary agent Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 25
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 12
- 239000000975 dye Substances 0.000 description 11
- 238000013459 approach Methods 0.000 description 7
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 5
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 239000000523 sample Substances 0.000 description 4
- 239000000872 buffer Substances 0.000 description 3
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 3
- MHMNJMPURVTYEJ-UHFFFAOYSA-N fluorescein-5-isothiocyanate Chemical compound O1C(=O)C2=CC(N=C=S)=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 MHMNJMPURVTYEJ-UHFFFAOYSA-N 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000002953 phosphate buffered saline Substances 0.000 description 3
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 2
- 239000004472 Lysine Substances 0.000 description 2
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 description 2
- -1 NHS ester Chemical class 0.000 description 2
- 239000004696 Poly ether ether ketone Substances 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 238000011010 flushing procedure Methods 0.000 description 2
- 150000002540 isothiocyanates Chemical class 0.000 description 2
- 238000003475 lamination Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920002530 polyetherether ketone Polymers 0.000 description 2
- 239000012460 protein solution Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 239000012089 stop solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 150000003923 2,5-pyrrolediones Chemical class 0.000 description 1
- 241000283707 Capra Species 0.000 description 1
- 108010043121 Green Fluorescent Proteins Proteins 0.000 description 1
- 102000003992 Peroxidases Human genes 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 210000003714 granulocyte Anatomy 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 230000000394 mitotic effect Effects 0.000 description 1
- 239000003068 molecular probe Substances 0.000 description 1
- 108040007629 peroxidase activity proteins Proteins 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011896 sensitive detection Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000011895 specific detection Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000012549 training Methods 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0093—Microreactors, e.g. miniaturised or microfabricated reactors
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
- B01J2219/00277—Apparatus
- B01J2219/0054—Means for coding or tagging the apparatus or the reagents
- B01J2219/00572—Chemical means
- B01J2219/00576—Chemical means fluorophore
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00781—Aspects relating to microreactors
- B01J2219/00788—Three-dimensional assemblies, i.e. the reactor comprising a form other than a stack of plates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00781—Aspects relating to microreactors
- B01J2219/00851—Additional features
- B01J2219/00858—Aspects relating to the size of the reactor
- B01J2219/0086—Dimensions of the flow channels
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00781—Aspects relating to microreactors
- B01J2219/00873—Heat exchange
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00781—Aspects relating to microreactors
- B01J2219/00889—Mixing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00781—Aspects relating to microreactors
- B01J2219/0095—Control aspects
- B01J2219/00984—Residence time
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Dot-Matrix Printers And Others (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10350484A DE10350484B4 (de) | 2003-12-20 | 2003-12-20 | Verfahren und Vorrichtung zur Markierung von Proteinen |
| DE502004008602T DE502004008602D1 (de) | 2003-12-20 | 2004-10-28 | Verfahren und vorrichtung zur markierung von biomolekuelen |
| US10/583,524 US20080058506A1 (en) | 2003-12-20 | 2004-10-28 | Method and Device for Marking Biomolecules |
| PCT/EP2004/012172 WO2005064335A2 (de) | 2003-12-20 | 2004-10-28 | Verfahren und vorrichtung zur markierung von biomolekülen |
| AT04790945T ATE416382T1 (de) | 2003-12-20 | 2004-10-28 | Verfahren und vorrichtung zur markierung von biomolekuelen |
| EP04790945A EP1697747B1 (de) | 2003-12-20 | 2004-10-28 | Verfahren und vorrichtung zur markierung von biomolekuelen |
| JP2006544232A JP2007518071A (ja) | 2003-12-20 | 2004-10-28 | 生体分子のマーキング方法および装置 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10350484A DE10350484B4 (de) | 2003-12-20 | 2003-12-20 | Verfahren und Vorrichtung zur Markierung von Proteinen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE10350484A1 DE10350484A1 (de) | 2005-07-28 |
| DE10350484B4 true DE10350484B4 (de) | 2006-02-02 |
Family
ID=34706241
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE10350484A Expired - Fee Related DE10350484B4 (de) | 2003-12-20 | 2003-12-20 | Verfahren und Vorrichtung zur Markierung von Proteinen |
| DE502004008602T Expired - Lifetime DE502004008602D1 (de) | 2003-12-20 | 2004-10-28 | Verfahren und vorrichtung zur markierung von biomolekuelen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE502004008602T Expired - Lifetime DE502004008602D1 (de) | 2003-12-20 | 2004-10-28 | Verfahren und vorrichtung zur markierung von biomolekuelen |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20080058506A1 (https=) |
| EP (1) | EP1697747B1 (https=) |
| JP (1) | JP2007518071A (https=) |
| AT (1) | ATE416382T1 (https=) |
| DE (2) | DE10350484B4 (https=) |
| WO (1) | WO2005064335A2 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102005049294C5 (de) * | 2005-10-14 | 2012-05-03 | Ehrfeld Mikrotechnik Bts Gmbh | Verfahren zur Herstellung organischer Peroxide mittels Mikroreaktionstechnik |
| CN111246936B (zh) * | 2017-10-25 | 2022-05-03 | 深圳华大生命科学研究院 | 用于核酸合成的微流控芯片 |
| CN108927082A (zh) * | 2018-07-03 | 2018-12-04 | 江苏省原子医学研究所 | 一种氟化铝标记的微流反应装置 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4408729A1 (de) * | 1994-03-15 | 1995-09-21 | Hoechst Ag | Nichtcyclische Chelatbildner auf Basis von Aminodialkylphosphoroxiden zur Herstellung von Technetium- oder Rheniumkomplexen |
| DE19840489A1 (de) * | 1998-09-04 | 2000-03-09 | Basf Ag | Wirkstoffzubereitungen sowie ein Verfahren zu deren Herstellung |
| DE69702398T2 (de) * | 1996-08-28 | 2001-02-15 | Immunomedics, Inc. | Stabile radioiodium-konjugate und verfahren zu deren herstellung |
| DE69528705T2 (de) * | 1994-08-01 | 2003-07-03 | Ut-Battelle, Llc. | Verfahren und vorrichtung zum ausführen von mikrofluidmanipulationen für chemische analyse und synthese |
| DE69814629T2 (de) * | 1997-07-22 | 2004-03-25 | Qiagen Genomics, Inc., Bothell | Verfahren und verbindungen zur analysierung von nukleinsaeuren durch massenspektrometrie |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5244816A (en) * | 1989-10-11 | 1993-09-14 | Akzo N.V. | Method for purifying chelator conjugated compounds |
| CA2223835A1 (en) * | 1995-06-07 | 1996-12-19 | Egisto Boschetti | On line detection of a desired solute in an effluent stream using fluorescence spectroscopy |
-
2003
- 2003-12-20 DE DE10350484A patent/DE10350484B4/de not_active Expired - Fee Related
-
2004
- 2004-10-28 EP EP04790945A patent/EP1697747B1/de not_active Expired - Lifetime
- 2004-10-28 WO PCT/EP2004/012172 patent/WO2005064335A2/de not_active Ceased
- 2004-10-28 AT AT04790945T patent/ATE416382T1/de not_active IP Right Cessation
- 2004-10-28 DE DE502004008602T patent/DE502004008602D1/de not_active Expired - Lifetime
- 2004-10-28 JP JP2006544232A patent/JP2007518071A/ja active Pending
- 2004-10-28 US US10/583,524 patent/US20080058506A1/en not_active Abandoned
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4408729A1 (de) * | 1994-03-15 | 1995-09-21 | Hoechst Ag | Nichtcyclische Chelatbildner auf Basis von Aminodialkylphosphoroxiden zur Herstellung von Technetium- oder Rheniumkomplexen |
| DE69528705T2 (de) * | 1994-08-01 | 2003-07-03 | Ut-Battelle, Llc. | Verfahren und vorrichtung zum ausführen von mikrofluidmanipulationen für chemische analyse und synthese |
| DE69702398T2 (de) * | 1996-08-28 | 2001-02-15 | Immunomedics, Inc. | Stabile radioiodium-konjugate und verfahren zu deren herstellung |
| DE69814629T2 (de) * | 1997-07-22 | 2004-03-25 | Qiagen Genomics, Inc., Bothell | Verfahren und verbindungen zur analysierung von nukleinsaeuren durch massenspektrometrie |
| DE19840489A1 (de) * | 1998-09-04 | 2000-03-09 | Basf Ag | Wirkstoffzubereitungen sowie ein Verfahren zu deren Herstellung |
Non-Patent Citations (2)
| Title |
|---|
| Brinkley,M., A Brief Survey of Methods for Prepa- ring Protein Conjugates with Dyes, Haptens, and Cross-Linking Reagents, Bioconjugate Chem, Vol.3, No.1, 1992, S.2-13 * |
| Haugland, R.P., Coupling of Monoclonal Antibodies with Fluorophores, Molecular Biologiy, 1995, 45, S.205-221 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2007518071A (ja) | 2007-07-05 |
| WO2005064335A2 (de) | 2005-07-14 |
| WO2005064335A3 (de) | 2005-09-22 |
| US20080058506A1 (en) | 2008-03-06 |
| EP1697747B1 (de) | 2008-12-03 |
| EP1697747A2 (de) | 2006-09-06 |
| ATE416382T1 (de) | 2008-12-15 |
| DE502004008602D1 (de) | 2009-01-15 |
| DE10350484A1 (de) | 2005-07-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |