EP0937243A1 - Biocapteur contenant un tensioactif - Google Patents
Biocapteur contenant un tensioactifInfo
- Publication number
- EP0937243A1 EP0937243A1 EP97911321A EP97911321A EP0937243A1 EP 0937243 A1 EP0937243 A1 EP 0937243A1 EP 97911321 A EP97911321 A EP 97911321A EP 97911321 A EP97911321 A EP 97911321A EP 0937243 A1 EP0937243 A1 EP 0937243A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- sensor
- membrane
- enzyme
- surfactant
- analyte
- 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- Withdrawn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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/001—Enzyme electrodes
- C12Q1/002—Electrode membranes
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/001—Enzyme electrodes
- C12Q1/004—Enzyme electrodes mediator-assisted
Definitions
- the present invention relates to a sensor and more particularly to a biosensor.
- Biosensors are used for determining the presence and/or amount of a selected analyte in a sample.
- the particular type of biosensor to which the present invention relates comprises an enzyme which is specific for the analyte to be determined and which interacts therewith to produce a chemical change indicative of the presence and/or amount of the analyte.
- the change may be detected by any suitable means, e.g. an electrode arrangement.
- an enzyme electrode system for the determination of glucose comprises an enzyme layer incorporating glucose oxidase which catalyses the oxidation of glucose by molecular oxygen lo produce gluconic acid and hydrogen peroxide, either of which may be determined by an amperometric electrode.
- the enzyme be provided with any substance essential to its activity for effecting the chemical change which forms the basis of the detection procedure.
- examples of such substances include enzyme co- factors and electron transfer mediators.
- Such substances are generally provided in the sample being analysed and. in the case where the biosensor includes a diffusion limiting membrane between the enzyme and sample, diffuse through the membrane so as to be available for the enzyme.
- a biosensor for the determination of a selected analyte in a sample, the bio-sensor comprising an enzyme layer incorporating an enzyme which is capable of interacting with said analyte to provide a detectable change, detecting means on one side of said layer for detecting said change, and an outer diffusion limiting barrier membrane which is provided on the opposite side of said layer to the detecting means, said membrane incorporating a surfactant so as to render it permeable to said analyte wherein said enzyme layer incorporates at least one substance essential to enzyme activity and the nature and amount oi " said surfactant is such that the membrane inhibits release of said substance into the sample whilst retaining permeability to the analyte.
- surfactant incorporating membranes may be produced which are capable of permitting sufficient diffusion of analyte species whilst nevertheless inhibiting diffusion of substances essential to enzyme activity (e.g. enzyme co-factors, electron transfer mediators, coenzymes and activators).
- substances essential to enzyme activity e.g. enzyme co-factors, electron transfer mediators, coenzymes and activators.
- Non-limiting examples of enzymes which may be used in the sensor of the invention are given in Table 1 below together with examples of co-factors etc. essential for their activity which are incorporated, together with the enzyme in the enzyme layer. TABLE 1
- the combinations (i), (ii) and (iii) may be used in sensors for determination of pyruvate, lactate and malate respectively.
- cofactors may be additionally or alternatively used within the enzymes described in Table 1. These include:- for (ii) NADH for (iii) NADH, NADPH and/or NADP +
- enzymes requiring cofactors/mediators may be suitably used according to the invention.
- Further examples include a variety of other dehydrogenase enzymes (e.g. glucose, alcohol, fructose or glutamate dehydrogenases) which require cofactors similar to (ii) or (iii) in Table 1 above.
- Kinases such as pyruvate kinase or protein kinase
- Such kinases usually require cofactors such as Mg ADP and/or ATP.
- membranes incorporating a surfactant according to the invention greatly expand the range of enzymes that may be used in such sensors.
- the surfactant may be a non-ionic, cationic. anionic or zwitter ionic surfactant and will generally be present in the membrane in an amount of 10% to 60% based on the total weight of the membrane.
- a preferred cationic surfactant is a methyl mixed trialkyl quaternary ammonium salt (e.g. the chloride) in which the said alky] groups each have up to 100, preferably 10 to 100 carbon atoms.
- Adogen 464 One example of such a surfactant which we have found to be useful is that available under the name Adogen 464.
- a further surfactant which may be used is Aliquat 336.
- a preferred non-ionic surfactant is a polyoxyethylene sorbitan monooleate having for example 15 to 25 oxyethylene units in the chain, e.g. polyoxyethylene 20 sorbitan monooleate.
- a suitable example of such a surfactant is available under the name Tween-80.
- the membrane is cellulose acetate modified by a methyl trialkyl quaternary ammonium chloride (e.g. Adogen 464), most preferably such that the surfactant provides about 50% by weight of the total weight of the membrane.
- Adogen 464 methyl trialkyl quaternary ammonium chloride
- the membrane comprises cellulose acetate modified with a polyoxyethylene sorbitan monooleate (e.g.
- Tween 80 most preferably such that the surfactant provides about 50% by weight of the total weight of the membrane.
- a membrane incorporating a cationic surfactant has the ability to select between similar sized organic molecules such as malate and pyruvate, possibly on the basis of the extent of ionisation at a given pH (malic acid being diabasic and pyruvic acid being monobasic).
- a biosensor for the determination of a selected analyte in a sample
- the bio- sensor comprising an enzyme layer incorporating an enzyme which is capable of interacting with said analyte to provide a detectable change, detecting means on one side of said layer for detecting said change, and an outer diffusion limiting barrier membrane which is provided on the opposite side of said layer to the detecting means, said membrane incorporating a surfactant so as to render it permeable to said analyte wherein said surfactant is a cationic surfactant.
- the enzyme layer of the sensor of the second aspect of the invention preferably (but not necessarily) incorporates substances essential for the activity of the enzyme, i.e. as described for the first aspect of the invention. If such substances are not incorporated in the enzyme layer they may be provided in the sample to be analysed.
- the preferred surfactant for use in the sensor of the second aspect of the invention is a methyl trialkyl quaternary ammonium salt of the type discussed above.
- a membrane for use in a biosensor said membrane incorporating a methyl trialkyl quaternary ammonium salt.
- the preferred base material for the membrane of any aspect of the invention is a cellulosic material, e.g. cellulose, cellulose nitrate or a cellulose ester such as cellulose acetate or cellulose butyrate.
- the preferred material is cellulose acetate, preferably having an acetyl content of about 40%.
- the membrane preferably contains 10% to 60% by weight of the surfactant based on the total weight of the membrane.
- Membranes for any aspect of the present invention may be produced by conventional casting techniques in which a solution (in a volatile solvent)of the base material of the membrane (e.g. cellulose acetate) and the requisite amount of surfactant is cast onto a flat surface and the solvent evaporated.
- a solution in a volatile solvent
- the membrane is produced by applying a solution (of the type defined in the previous sentence) to a flat surface which is then rotated (usually about a vertical axis) at a speed which causes the solution to be evenly distributed and the solvent to be evaporated so as to produce a membrane of uniform thickness.
- the membrane for any aspect of the invention will have a thickness of 0.1 to 200 microns, preferably 4 to 50 microns.
- the enzyme layer may be produced by immobilisation of the enzyme (and any substances necessary for the activity thereof) using conventional techniques, e.g. by incorporation in a cross-linked glutaraldehyde matrix.
- the enzyme layer may be laminated to at least one highly permeable support layer, e.g. a dialysis membrane.
- the senor of the invention may incorporate an inner membrane between the enzyme layer and the detection means for selectively preventing the passage to the detector of interferant species.
- the detecting means may be an electrochemical means, most preferably of the non-potentiometric type. An amperometric detection is preferred.
- Adogen also referred to as MTAC
- concentrations are to the composition of the casting solution.
- reference in Fig. 1 to 5% CA/5% MTAC is to a membrane corresponding to (a) above.
- Pyruvate oxidase (EC 1.2.3.3) from Pediococcits species (75% protein, 80 U.mg " protein), albumin (Bovine. Fraction V powder. 98-99% albumin), pyruvic acid (sodium salt, 99+%), cocarboxylase (thiamine pyrophosphate chloride, 98%), flavin adenine dinucleotide (FAD) (>94%). were obtained from Sigma (Poolc. UK). Hydrochloric acid, cellulose acetate (39.8% acetyl content), acetone (99.9+%, HPLC grade) and Adogen 464 were from Aldrich (Poole. UK). Sodium dihydrogen- phosphate, disodium hydrogen-phosphate, magnesium chloride, sodium hydroxide, glutaraldehyde (25% solution, EM grade), aluminium oxide were from BDH (Poole, UK). Buffer
- a buffer comprising 18.4 " mmoles 1 " ' NaH 2 P0 4 .H 2 ⁇ . 81.6 mmoles 1 " ' MgCl 2 was prepared in distilled water and adjusted to pH 7.0 with HCl or NaOH. All solutions were made up in this buffer.
- the outer membrane was formed by spin-coating 1 ml of 5% w/v cellulose acetate in acetone solution containing 1 -5% v/v Adogen 464 onto a 1 cm " piece of Cuprophan dialysis membrane (Gambro. Lund. Sweden) at 1000 rpm for 60s using a photo-resist spinner (E/C101D-R485. Headway Research Inc.. Garland. Texas. USA).
- a composite solution of pyruvate oxidase (POD) 200 U ml " ). cocarboxylase (5 mmoles 1 " ), Fad (5 mniole l “ 1 ). MgCl 2 (1 mmole 1 " ) and albumin (0.1 g ml “1 ) was prepared in buffer solution. lO ⁇ L of POD-albumin solution and 5 ⁇ l of glutaraldehyde (5% v/v in buffer) were mixed rapidly and placed on a 1 cm " portion of dialysis membrane. A further 1 cm “ portion of dialysis membrane was then placed on top, and glass plates were used to compress the enzyme film so that it was evenly distributed between the membranes. The crosslinked enzyme / membrane laminate was allowed to air-dry for 10 min then washed in buffer to remove excess glutaraldehyde. The laminate was used in all experiments, with the additional modified cellulose acetate- coated membrane placed on the upperside.
- the amperometric cell (Rank Brothers, Bottisham, UK) consisted of a central 2 mm diameter platinum working electrode with an outer concentric 12 mm diameter and 1 mm wide silver ring (Ag/Ag Cl) as a counter / reference electrode. Before use, electrodes were polished with wet and then dry aluminium oxide powder. The electrodes were then covered with a small volume of buffer ad the enzyme laminate plus the additional outer membrane was placed over the electrodes. The working electrode was polarised at + 650 mV (vs. Ag/AgCl) for the oxidation of enzymatically generated H 2 0 2 , using a potentiostat (Chemistry Workshops. University of Newcastle, UK) with an output to a chart recorder (Lloyd Instruments, Fareham, UK) for recording of the current/time response.
- a potentiostat Choemistry Workshops. University of Newcastle, UK
- Baseline current in buffer ( ⁇ 5 nA) was attained before measurement. 1 ml of 5 mmoles 1 " of buffered pyruvate solution ⁇ vas added to the sample chamber and the current/time response was monitored. Between successive exposures the sample chamber was rinsed three times with buffer and left to recondition for 30 min.
- Fig. 1 shows the ability of the CA/ Adogen (MTAC) membrane to retain the essential cofactors (cocarboxylase. FAD. Mg " ) allowing a reagentless, reusable pyruvate sensor. With a dialysis outer membrane only, the sensor rapidly loses activity as the cofactors are lost.
- Fig. 2 shows a similar effect for a range of Adogen concentrations and contrasts with unmodified cellulose acetate where cofactors are retained but the membrane is very impermeable to pyruvate.
- the most effective membrane for a reagentless lactate sensor was found to be 5%CA/5% Adogen.
- the method of fabricating the membrane/sensor was the same as for pyruvate except:
- the optimum membrane for a reagentless malate sensor was found to be 5%CA/5% Tween-80.
- Fig. 3 shows how NAD and ferricyanide are rapidly lost from a sensor when a dialysis membrane is used as an outer membrane. Note that the sensor is regenerated by the addition of NAD/ferricyanide in solution.
- Fig. 4 shows the effect of varying Tween content. If the Tween content is too high the membrane is too permeable and the cofactor/mediator are lost, and if the Tween content is too low the membrane is impermeable to malate.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- Physics & Mathematics (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- Biophysics (AREA)
- Analytical Chemistry (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Investigating Or Analysing Biological Materials (AREA)
Abstract
La présente invention a trait à un biocapteur prévu pour détecter la présence d'un analyte choisi dans un échantillon et qui se compose d'une couche enzymatique comprenant une enzyme capable d'interaction avec ledit analyte pour engendrer un changement détectable, un dispositif de détection se trouvant sur une des surfaces de ladite couche pour détecter ledit changement, et une membrane barrière limitant une diffusion extérieure se situant sur la surface opposée de ladite couche. La membrane contient un tensioactif qui la rend perméable audit analyte. Quant à la couche enzymatique, elle contient au moins une substance indispensable à l'activité de l'enzyme (par exemple un cofacteur). La nature et la quantité du tensioactif sont telles que la membrane inhibe la libération de la substance indispensable à l'activité de l'enzyme dans un échantillon tout en conservant la perméabilité à l'analyte.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9623149 | 1996-11-07 | ||
GBGB9623149.3A GB9623149D0 (en) | 1996-11-07 | 1996-11-07 | Sensor |
PCT/GB1997/002948 WO1998020332A1 (fr) | 1996-11-07 | 1997-11-05 | Biocapteur contenant un tensioactif |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0937243A1 true EP0937243A1 (fr) | 1999-08-25 |
Family
ID=10802556
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97911321A Withdrawn EP0937243A1 (fr) | 1996-11-07 | 1997-11-05 | Biocapteur contenant un tensioactif |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0937243A1 (fr) |
AU (1) | AU720663B2 (fr) |
CA (1) | CA2271149A1 (fr) |
GB (1) | GB9623149D0 (fr) |
NZ (1) | NZ335886A (fr) |
WO (1) | WO1998020332A1 (fr) |
Families Citing this family (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2398810A1 (fr) * | 2000-02-01 | 2001-08-09 | Spectrx, Inc. | Membranes a diffusion limitee d'analysats deposes au moyen de monomeres hydrophiles photopolymerisables |
US6833362B2 (en) * | 2000-06-12 | 2004-12-21 | Ward Beryl Bowen, Jr. | Method and composition for the accelerated in vivo removal of ethanol |
US8641644B2 (en) | 2000-11-21 | 2014-02-04 | Sanofi-Aventis Deutschland Gmbh | Blood testing apparatus having a rotatable cartridge with multiple lancing elements and testing means |
US9427532B2 (en) | 2001-06-12 | 2016-08-30 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
US9795747B2 (en) | 2010-06-02 | 2017-10-24 | Sanofi-Aventis Deutschland Gmbh | Methods and apparatus for lancet actuation |
US7025774B2 (en) | 2001-06-12 | 2006-04-11 | Pelikan Technologies, Inc. | Tissue penetration device |
US9226699B2 (en) | 2002-04-19 | 2016-01-05 | Sanofi-Aventis Deutschland Gmbh | Body fluid sampling module with a continuous compression tissue interface surface |
US9314194B2 (en) | 2002-04-19 | 2016-04-19 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
US7226461B2 (en) | 2002-04-19 | 2007-06-05 | Pelikan Technologies, Inc. | Method and apparatus for a multi-use body fluid sampling device with sterility barrier release |
US8702624B2 (en) | 2006-09-29 | 2014-04-22 | Sanofi-Aventis Deutschland Gmbh | Analyte measurement device with a single shot actuator |
US9795334B2 (en) | 2002-04-19 | 2017-10-24 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for penetrating tissue |
US8579831B2 (en) | 2002-04-19 | 2013-11-12 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for penetrating tissue |
US7547287B2 (en) | 2002-04-19 | 2009-06-16 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
US9248267B2 (en) | 2002-04-19 | 2016-02-02 | Sanofi-Aventis Deustchland Gmbh | Tissue penetration device |
US8784335B2 (en) | 2002-04-19 | 2014-07-22 | Sanofi-Aventis Deutschland Gmbh | Body fluid sampling device with a capacitive sensor |
US8574895B2 (en) | 2002-12-30 | 2013-11-05 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus using optical techniques to measure analyte levels |
WO2006001797A1 (fr) | 2004-06-14 | 2006-01-05 | Pelikan Technologies, Inc. | Element penetrant peu douloureux |
EP1671096A4 (fr) | 2003-09-29 | 2009-09-16 | Pelikan Technologies Inc | Procede et appareil permettant d'obtenir un dispositif de capture d'echantillons ameliore |
EP1680014A4 (fr) | 2003-10-14 | 2009-01-21 | Pelikan Technologies Inc | Procede et appareil fournissant une interface-utilisateur variable |
EP1706026B1 (fr) | 2003-12-31 | 2017-03-01 | Sanofi-Aventis Deutschland GmbH | Procédé et appareil permettant d'améliorer le flux fluidique et le prélèvement d'échantillons |
EP1751546A2 (fr) | 2004-05-20 | 2007-02-14 | Albatros Technologies GmbH & Co. KG | Hydrogel imprimable pour biocapteurs |
WO2005120365A1 (fr) | 2004-06-03 | 2005-12-22 | Pelikan Technologies, Inc. | Procede et appareil pour la fabrication d'un dispositif d'echantillonnage de liquides |
US9775553B2 (en) | 2004-06-03 | 2017-10-03 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for a fluid sampling device |
WO2009126900A1 (fr) | 2008-04-11 | 2009-10-15 | Pelikan Technologies, Inc. | Procédé et appareil pour dispositif de détection d’analyte |
CA2730544C (fr) | 2008-07-11 | 2017-08-29 | Universal Biosensors Pty Ltd | Capteur ameliore pour test immunologique |
US9375169B2 (en) | 2009-01-30 | 2016-06-28 | Sanofi-Aventis Deutschland Gmbh | Cam drive for managing disposable penetrating member actions with a single motor and motor and control system |
US8965476B2 (en) | 2010-04-16 | 2015-02-24 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
US20160252515A1 (en) * | 2013-11-08 | 2016-09-01 | The Board Of Trustees Of The University Of Illinois | Personal glucose meters for detection and quantification of enzymes and metabolites based on coenzyme detection |
GB2538731B (en) | 2015-05-26 | 2019-05-22 | Imperial Innovations Ltd | Methods |
US20220338768A1 (en) * | 2021-04-09 | 2022-10-27 | Medtronic Minimed, Inc. | Hexamethyldisiloxane membranes for analyte sensors |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5664789A (en) * | 1979-11-01 | 1981-06-02 | Toshiba Corp | Dried immobilized enzyme membrane and its preparation |
JPS60173457A (ja) * | 1984-02-20 | 1985-09-06 | Matsushita Electric Ind Co Ltd | バイオセンサ |
US5540828A (en) * | 1987-06-08 | 1996-07-30 | Yacynych; Alexander | Method for making electrochemical sensors and biosensors having a polymer modified surface |
US5196340A (en) * | 1989-08-04 | 1993-03-23 | Nec Corporation | Enzyme electrode containing an enzyme and a coenzyme immobilized in separate layers of a membrane |
JPH0752177B2 (ja) * | 1990-07-11 | 1995-06-05 | 山口県 | エタノールセンサー |
JP2550463B2 (ja) * | 1992-09-25 | 1996-11-06 | 株式会社エー・アンド・デイ | 酵素電極 |
US5628890A (en) * | 1995-09-27 | 1997-05-13 | Medisense, Inc. | Electrochemical sensor |
-
1996
- 1996-11-07 GB GBGB9623149.3A patent/GB9623149D0/en active Pending
-
1997
- 1997-11-05 WO PCT/GB1997/002948 patent/WO1998020332A1/fr not_active Application Discontinuation
- 1997-11-05 NZ NZ335886A patent/NZ335886A/xx unknown
- 1997-11-05 EP EP97911321A patent/EP0937243A1/fr not_active Withdrawn
- 1997-11-05 AU AU48736/97A patent/AU720663B2/en not_active Ceased
- 1997-11-05 CA CA002271149A patent/CA2271149A1/fr not_active Abandoned
Non-Patent Citations (1)
Title |
---|
See references of WO9820332A1 * |
Also Published As
Publication number | Publication date |
---|---|
AU4873697A (en) | 1998-05-29 |
NZ335886A (en) | 2000-10-27 |
WO1998020332A1 (fr) | 1998-05-14 |
CA2271149A1 (fr) | 1998-05-14 |
GB9623149D0 (en) | 1997-01-08 |
AU720663B2 (en) | 2000-06-08 |
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