HUP0201091A2 - Novel active carrier and process for immobilization of combinatorial compounds and compound libraries - Google Patents
Novel active carrier and process for immobilization of combinatorial compounds and compound librariesInfo
- Publication number
- HUP0201091A2 HUP0201091A2 HU0201091A HUP0201091A HUP0201091A2 HU P0201091 A2 HUP0201091 A2 HU P0201091A2 HU 0201091 A HU0201091 A HU 0201091A HU P0201091 A HUP0201091 A HU P0201091A HU P0201091 A2 HUP0201091 A2 HU P0201091A2
- Authority
- HU
- Hungary
- Prior art keywords
- group
- active solid
- reacted
- solid support
- carrier
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 6
- 150000001875 compounds Chemical class 0.000 title 2
- 239000003814 drug Substances 0.000 abstract 5
- 229940079593 drug Drugs 0.000 abstract 5
- 239000007787 solid Substances 0.000 abstract 5
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 230000001588 bifunctional effect Effects 0.000 abstract 2
- 239000003153 chemical reaction reagent Substances 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 150000007522 mineralic acids Chemical class 0.000 abstract 2
- 150000007524 organic acids Chemical class 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 abstract 1
- SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 abstract 1
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 abstract 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 238000003491 array Methods 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005530 etching Methods 0.000 abstract 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 abstract 1
- 125000000524 functional group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000002493 microarray Methods 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- 150000002924 oxiranes Chemical class 0.000 abstract 1
- 239000002516 radical scavenger Substances 0.000 abstract 1
- ACECBHHKGNTVPB-UHFFFAOYSA-N silylformic acid Chemical class OC([SiH3])=O ACECBHHKGNTVPB-UHFFFAOYSA-N 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/543—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
- G01N33/54353—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals with ligand attached to the carrier via a chemical coupling agent
Landscapes
- Health & Medical Sciences (AREA)
- Immunology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Chemical & Material Sciences (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Cell Biology (AREA)
- Food Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Peptides Or Proteins (AREA)
Abstract
A találmány tárgya eljárás gyógyszermolekulák kovalens kötéssel valómegkötésére alkalmas aktív szilárd hordozó előállítására, olyan módon,hogy a) egy előnyösen erősen lúgos vagy savas közegben végzettmaratással előkészített szilárd hordozót egy poliamin-funkcionalizáltalkoxi-szilán-származékkal, előnyösen 3-[2-(2aminoetilamino)-etilamino]propil-trimetoxi-szilánnal reagáltatnak, majd a kapottterméket mossák és szárítják és b1) az (a) pont szerinti eljárássalkészített hordozót egy (I) általános képletű - ahol a képletben Zjelentése = kötés vagy -CO vagy -CNR1 csoport és Rl csoport alkil-,aralkil- vagy arilcsoportot jelent; B jelentése = kötés vagy -(CH2)n-vagy -(CH2)n-O-(CH2)n- csoport; A jelentése = elágazó vagy el nemágazó 1-5 szénatomszámú alkil vagy helyettesített aril vagy aralkilcsoport; D jelentése halogén vagy -O-A csoport és n jelentése 0, 1, 2,egész szám - bifunkcionális reagenssel, előnyösen akriloil-kloriddalvagy 1,4-butándiol diakriláttal szervetlen vagy szerves savmegkötőjelenlétében reagáltatják, vagy b2) az (a) pontban leírt eljárássalelőkészített hordozót egy olyan bifunkcionális reagenssel, előnyösen1,4-butándiol-diglicidil-éterrel vagy epiklórhidrinnel reagáltatjákszervetlen vagy szerves savmegkötő jelenlétében, amely epoxidterminális csoportot, valamint egy aminocsoport reaktív molekularészttartalmaz. A találmány továbbá az aktív szilárd hordozó, melyet afenti eljárásváltozatok valamelyikével állítják elő, valamint a fentiaktív szilárd hordozó alkalmazása kémiai arrayk, kombinatorikus kémiaimikroarrayk előállítására. A találmány tárgya továbbá eljárás 1500 Daalatti, előnyösen 250-750 Da méretű, un. kis molekulatömegű szervesvegyületek immobilizálására, amely abban áll, hogy a fentiekbendefiniált aktív szilárd hordozóra egy módosítatlan gyógyszer vagygyógyszerjelölt molekulát, előnyösen mikroméretű robotizált kapcsolásitechnikával, a gyógyszer vagy gyógyszerjelölt molekula megfelelőfunkciós csoportjai addicionálásával rögzítenek. ÓThe subject of the invention is a method for the production of an active solid support suitable for binding drug molecules by covalent bonding, in such a way that a) a solid support prepared by etching in a preferably strongly alkaline or acidic medium is treated with a polyamine-functionalized carboxysilane derivative, preferably 3-[2-(2aminoethylamino)- are reacted with ethylamino]propyltrimethoxysilane, then the resulting product is washed and dried and b1) the carrier prepared by the process according to point (a) has a general formula (I) - where Z in the formula means bond or -CO or -CNR1 group and Rl group alkyl - represents an aralkyl or aryl group; B = bond or -(CH2)n- or -(CH2)n-O-(CH2)n- group; A means = branched or unbranched C1-C5 alkyl or substituted aryl or aralkyl group; D means halogen or -O-A group and n means 0, 1, 2, whole number - they are reacted with a bifunctional reagent, preferably acryloyl chloride or 1,4-butanediol diacrylate in the presence of an inorganic or organic acid binder, or b2) the carrier prepared by the method described in point (a) is reacted with a bifunctional reagent, preferably 1,4-butanediol diglycidyl ether or epichlorohydrin in the presence of an inorganic or organic acid scavenger, which contains an epoxide terminal group and an amino group reactive molecular moiety. The invention is also the active solid carrier, which is produced by one of the aforementioned process variants, as well as the use of the active solid carrier for the production of chemical arrays and combinatorial chemical microarrays. The subject of the invention is also a method of 1500 Da, preferably 250-750 Da size, so-called. for the immobilization of low molecular weight organic compounds, which consists in attaching an unmodified drug or candidate drug molecule to the above-defined active solid support, preferably with a micro-scale robotic coupling technique, by adding the appropriate functional groups of the drug or candidate drug molecule. HE
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU0201091A HU226993B1 (en) | 2002-03-29 | 2002-03-29 | Novel active carrier and process for immobilization of combinatorial compounds and compound libraries |
| AU2003226574A AU2003226574A1 (en) | 2002-03-29 | 2003-03-28 | Active solid support and method for surface immobilization of combinatorial compounds or libraries |
| PCT/HU2003/000025 WO2003083477A2 (en) | 2002-03-29 | 2003-03-28 | Active solid support and method for surface immobilization of combinatorial compounds or libraries |
| EP03745343A EP1493031A2 (en) | 2002-03-29 | 2003-03-28 | Active solid support and method for surface immobilization of combinatorial compounds or libraries |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU0201091A HU226993B1 (en) | 2002-03-29 | 2002-03-29 | Novel active carrier and process for immobilization of combinatorial compounds and compound libraries |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| HU0201091D0 HU0201091D0 (en) | 2002-06-29 |
| HUP0201091A2 true HUP0201091A2 (en) | 2003-12-29 |
| HUP0201091A3 HUP0201091A3 (en) | 2007-08-28 |
| HU226993B1 HU226993B1 (en) | 2010-04-28 |
Family
ID=89980305
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0201091A HU226993B1 (en) | 2002-03-29 | 2002-03-29 | Novel active carrier and process for immobilization of combinatorial compounds and compound libraries |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1493031A2 (en) |
| AU (1) | AU2003226574A1 (en) |
| HU (1) | HU226993B1 (en) |
| WO (1) | WO2003083477A2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008023208A1 (en) | 2006-08-22 | 2008-02-28 | Avicor Kft. | Active carrier, its production and its use |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7217512B2 (en) | 2002-05-09 | 2007-05-15 | Corning Incorporated | Reagent and method for attaching target molecules to a surface |
| US7723126B2 (en) * | 2004-03-24 | 2010-05-25 | Wisconsin Alumni Research Foundation | Plasma-enhanced functionalization of inorganic oxide surfaces |
| US20060147943A1 (en) * | 2004-12-30 | 2006-07-06 | Lewis Mark A | Substrates having pendant epoxide groups for binding biomolecules and methods of making and using thereof |
| US7396676B2 (en) | 2005-05-31 | 2008-07-08 | Agilent Technologies, Inc. | Evanescent wave sensor with attached ligand |
| US20070099180A1 (en) * | 2005-10-31 | 2007-05-03 | Robotti Karla M | Evanescent wave sensor with attached ligand |
| US8029902B2 (en) | 2006-12-11 | 2011-10-04 | Wisconsin Alumni Research Foundation | Plasma-enhanced functionalization of substrate surfaces with quaternary ammonium and quaternary phosphonium groups |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5624711A (en) * | 1995-04-27 | 1997-04-29 | Affymax Technologies, N.V. | Derivatization of solid supports and methods for oligomer synthesis |
| US5919626A (en) * | 1997-06-06 | 1999-07-06 | Orchid Bio Computer, Inc. | Attachment of unmodified nucleic acids to silanized solid phase surfaces |
| US6372813B1 (en) * | 1999-06-25 | 2002-04-16 | Motorola | Methods and compositions for attachment of biomolecules to solid supports, hydrogels, and hydrogel arrays |
-
2002
- 2002-03-29 HU HU0201091A patent/HU226993B1/en not_active IP Right Cessation
-
2003
- 2003-03-28 WO PCT/HU2003/000025 patent/WO2003083477A2/en not_active Application Discontinuation
- 2003-03-28 EP EP03745343A patent/EP1493031A2/en not_active Withdrawn
- 2003-03-28 AU AU2003226574A patent/AU2003226574A1/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008023208A1 (en) | 2006-08-22 | 2008-02-28 | Avicor Kft. | Active carrier, its production and its use |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2003083477A2 (en) | 2003-10-09 |
| HUP0201091A3 (en) | 2007-08-28 |
| HU226993B1 (en) | 2010-04-28 |
| AU2003226574A1 (en) | 2003-10-13 |
| WO2003083477A3 (en) | 2004-05-06 |
| AU2003226574A8 (en) | 2003-10-13 |
| HU0201091D0 (en) | 2002-06-29 |
| EP1493031A2 (en) | 2005-01-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GB9A | Succession in title |
Owner name: MTA SZEGEDI BIOLOGIAI KOEZPONT, HU Free format text: FORMER OWNER(S): COMGENEX RT., HU; AMRI HUNGARY ZRT, HU; MTA SZEGEDI BIOLOGIAI KOEZPONT, HU; COMGENEX RT., HU |
|
| HC9A | Change of name, address |
Owner name: MTA SZEGEDI BIOLOGIAI KOEZPONT, HU Free format text: FORMER OWNER(S): COMGENEX RT., HU; AMRI HUNGARY ZRT, HU; MTA SZEGEDI BIOLOGIAI KOEZPONT, HU; COMGENEX RT., HU |
|
| MM4A | Lapse of definitive patent protection due to non-payment of fees |