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US5246846A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for immobilizing proteins on a support containing amino, mercapto or hydroxy groups

Assignee: Individual
•
Filing: 1990-04-04
•
Granted: 1993-09-21
•
Expires: 2010-04-04
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Abstract

Abstract Reactants containing amino, mercapto or hydroxy groups such as proteins, peptides, ligands, coenzymes or enzymes are immobilized on a support containing amino, mercapto or hydroxy groups by coupling the reactant to the support with a compound having the following formula (I) or (IA): ##STR1## wherein X is a halogen and R 1 , R 2 are the same or different and are X, R, COR, COOR, wherein R is C 1 -C 8 alkyl, COOH, CNS, N 3 or CN. The support may be first reacted with the compound to produce a derivatized support which is then reacted the reactant or the reactant may be first reacted with the compound and the resultant product then reacted with the support. An electrochemical biosensor can be prepared by using a conductive support.

Inventors

  • 👤 Fritz Pittner
  • 👤 Thomas Schalkhammer
  • 👤 Gerald Urban
  • 👤 Eva Mann-Buxbaum

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 08:19
CPC Classifications
C; C12; C12Q; C12Q1/00; C12Q1/001; C12Q1/002; C12Q1/003; C12N; C12N11/00; C12N11/02; C12N11/06; C12N11/14; Y; Y10; Y10S; Y10S530/00; Y10S530/81; Y10S530/811; Y10S530/812; Y10S530/815; Y10S530/816

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 109 words
A process for immobilizing a reactant on a support having amino, mercapto or hydroxy groups comprising (i) reacting a support having an amino, mercapto or hydroxy group with a compound having the formula (I) or (IA) ##STR5## wherein X is a halogen and R 1 , R 2 are the same or different and are X, R, COR, COOR, wherein R is C 1 -C 8 alkyl, COOH, CNS, N 3 or CN to form a derivatized support, and (ii) reacting a reactant to be immobilized having an amino, mercapto or hydroxy group with the halogen in ortho or para position to the C═O group of said derivatized support.
Claim 2
Dependent Claim 109 words
A process for immobilizing a reactant on a support having amino, mercapto or hydroxy groups comprising (i) reacting a support having an amino, mercapto or hydroxy group with a compound having the formula (I) or (IA) ##STR5## wherein X is a halogen and R 1 , R 2 are the same or different and are X, R, COR, COOR, wherein R is C 1 -C 8 alkyl, COOH, CNS, N 3 or CN to form a derivatized support, and (ii) reacting a reactant to be immobilized having an amino, mercapto or hydroxy group with the halogen in ortho or para position to the C═O group of said derivatized support.
Claim 3
Dependent Claim 14 words
A process according to claim 1, wherein said compound of formula (I) is 2,3,5,6-tetrachlorocyclohexadien-1,4-dione.
Claim 4
Dependent Claim 16 words
A process according to claim 1, wherein said compound of formula (IA) is 3,4,5,6-tetrachlorocyclohexadien-1,2-dione or 3,4,5,6-tetrabromocyclohexadien-1,2-dione.
Claim 5
Dependent Claim 12 words
A process according to claim 1, wherein said reactant is a protein.
Claim 6
Dependent Claim 12 words
A process according to claim 1, wherein said reactant is a ligand.
Claim 7
Dependent Claim 12 words
A process according to claim 1, wherein said reactant is a coenzyme.
Claim 8
Dependent Claim 13 words
A process according to claim 1, wherein said reactant is a redox enzyme.
Claim 9
Dependent Claim 16 words
A process as in claim 1, wherein said derivatized support is dried prior to step (ii).
Claim 10
Dependent Claim 18 words
A process according to claim 1, wherein step (i) is performed in organic or organically aqueous mixed phases.
Claim 11
Dependent Claim 15 words
A process according to claim 9, wherein step (i) is performed in anhydrous organic solvents.
Claim 12
Dependent Claim 19 words
A process according to claim 1, wherein step (i) is performed at temperatures between -10° C. and reflux temperature.
Claim 13
Dependent Claim 31 words
A process according to claim 1, wherein said reactant is a redoxenzyme selected from the group consisting of glucoseoxidase, galactoseoxidase, amino acid oxidase, xanthinoxidase, cholesteroloxidase, uricase and ascorbatoxidase and their apoenzymes.
Claim 14
Dependent Claim 14 words
A process according to claim 1, wherein said reactant is an antigen or antibody.
Claim 15
Dependent Claim 26 words
A process according to claim 1, wherein said reactant is a naringinase, alpha- or beta-glucosidase, glycosidase, galactosidase, lipase, pectinase, esterase, penicillininase, ammonialysase, urease or a phosphatase.
Claim 16
Dependent Claim 33 words
A process according to claim 1, further comprising after step (i) partially deactivating the surface of said derivatized support by photochemical reaction or by use of alkaline reagents or low-molecular amines or thiols.
Claim 17
Dependent Claim 59 words
A process according to claim 1, further comprising after step (ii) carrying out the steps of (iii) reacting the product of step ii) with said compound, and (iv) reacting a reactant to be immobilized having an amine, mercapto or hydroxy group with the halogen in ortho or para position to the C═O group of the product of step iii).
Claim 18
Dependent Claim 106 words
A process for immobilizing a reactant on a support having amino, mercapto or hydroxy groups comprising (i) reacting a reactant to be immobilized having an amino, mercapto or hydroxy group with a compound having the formula (I) or (IA) ##STR6## wherein X is a halogen and R 1 , R 2 are the same or different and are X, R, COR, COOR, wherein R is C 1 -C 8 alkyl, COOH, CNS, N 3 or CN, and (ii) reacting a support having an amine, mercapto or hydroxy group with the halogen in ortho or para position to the C═O group of the product of step i).
Claim 19
Dependent Claim 106 words
A process for immobilizing a reactant on a support having amino, mercapto or hydroxy groups comprising (i) reacting a reactant to be immobilized having an amino, mercapto or hydroxy group with a compound having the formula (I) or (IA) ##STR6## wherein X is a halogen and R 1 , R 2 are the same or different and are X, R, COR, COOR, wherein R is C 1 -C 8 alkyl, COOH, CNS, N 3 or CN, and (ii) reacting a support having an amine, mercapto or hydroxy group with the halogen in ortho or para position to the C═O group of the product of step i).

References Cited (Backward Citations)

US4229537A Cited
SU777041A1 Cited
GB2163434A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-09-20 1997-03-22 1997-09-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-09-20 2001-03-22 2001-09-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-09-20 2005-03-22 2005-09-21 $7700.00 Window Closed / Lapsed

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