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WO2009140559A1 - Pastille de détection optique multicouche et bouchon de retenue associé - Google Patents

Pastille de détection optique multicouche et bouchon de retenue associé Download PDF

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Publication number
WO2009140559A1
WO2009140559A1 PCT/US2009/044048 US2009044048W WO2009140559A1 WO 2009140559 A1 WO2009140559 A1 WO 2009140559A1 US 2009044048 W US2009044048 W US 2009044048W WO 2009140559 A1 WO2009140559 A1 WO 2009140559A1
Authority
WO
WIPO (PCT)
Prior art keywords
optical sensing
porous polymer
support membrane
polymer support
sensing patch
Prior art date
Application number
PCT/US2009/044048
Other languages
English (en)
Inventor
James A. Kane
Original Assignee
Polestar Technologies, Inc.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from PCT/US2008/006383 external-priority patent/WO2008144031A2/fr
Priority claimed from US12/152,746 external-priority patent/US8313710B2/en
Application filed by Polestar Technologies, Inc. filed Critical Polestar Technologies, Inc.
Publication of WO2009140559A1 publication Critical patent/WO2009140559A1/fr

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Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
    • G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
    • G01N21/78—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator producing a change of colour
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
    • G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
    • G01N21/7703—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator using reagent-clad optical fibres or optical waveguides
    • G01N2021/7706—Reagent provision
    • G01N2021/773—Porous polymer jacket; Polymer matrix with indicator
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
    • G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
    • G01N2021/7769—Measurement method of reaction-produced change in sensor
    • G01N2021/7786—Fluorescence
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
    • G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
    • G01N21/78—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator producing a change of colour
    • G01N21/80—Indicating pH value

Definitions

  • the present invention provides a multilayered optical sensing patch, for the measurement of conditions, such as pH, oxygen level, etc, within containers, as well as a retaining plug for securing same to a container of interest.
  • a multilayered optical sensing patch is provided, having a heat sealable polymer substrate layer, and a polymeric sensing membrane attached to the heat sealable polymer substrate layer, the polymeric sensing membrane comprised of a porous polymer support membrane having an optical sensing composition covalently bonded thereto.
  • a retaining plug capable of retaining the optical sensing patch in contact with a solution to be measured, and of being heat welded to a container, is provided.
  • Optical sensing patches have conventionally been provided for the detection/ measurement of oxygen, carbon dioxide and pH.
  • Multilayered oxygen and pH sensing patches are currently sold which, for example, have either a glass or polyester substrate film, upon which is deposited a layer of silicone rubber impregnated with a fluorescent indicator that undergoes oxygen dependent quenching resulting in a reduction in the fluorescence lifetime and emission intensity.
  • Conventional pH sensing patches also use polyester substrates, on which is deposited a hydrogel layer containing a fluorescent pH sensitive indicator.
  • Some conventional patches are affixed to the inner wall of the container of interest by use of an adhesive that is applied to the patch substrate by the end user.
  • Other conventional oxygen and pH sensing patches have a multilayer design, with a polyester substrate. However, these patches are supplied with an adhesive layer in a peel and stick type format.
  • a multilayered optical sensing patch capable of being bonded to the inner layer of bioreactor bags, while also being capable of securing, in a protective manner, the optical sensing composition of interest. Accordingly, in a first embodiment of the present invention, a multilayered optical sensing patch comprising:
  • a porous polymer support membrane layer having a plurality of pores disposed therein (i) a porous polymer support membrane layer having a plurality of pores disposed therein; and (ii) an optical sensing composition comprising a reactive indicator capable of covalently bonding to chemical groups on the porous polymer support membrane.
  • the mult i layered optical sensing patch of the first embodiment above wherein the reactive indicator of the optical sensing composition comprises a fluorescent or colorimetric sensing composition for the detection or measurement of oxygen, pH, carbon dioxide, ammonia, alkali and alkaline-earth metal ions, nutrients such as glucose, or metabolites such as lactate, acetate.
  • the reactive indicator of the optical sensing composition comprises a fluorescent or colorimetric sensing composition for the detection or measurement of oxygen, pH, carbon dioxide, ammonia, alkali and alkaline-earth metal ions, nutrients such as glucose, or metabolites such as lactate, acetate.
  • the multilayered optical sensing patch of the first embodiment above wherein the reactive indicator comprises one or more of isothiocyanates, isocyanates, succinimidyl esters, sulfonyl chloride, and vinyl sulfoesters.
  • the multilayered optical sensing patch of the third embodiment above is provided, wherein the reactive indicator is one or more of 8-hydroxypyrene-l,3,6-trisulfonyl chloride, fluorescein isothiocyanate, Oregon Green ® isothiocyanate, Oregon Green ® carboxylic acid, succinimidyl ester (5 or 6 isomer), 5-(and 6)-carboxy SNAFL ® -1, succinimidyl ester, and 5-(and 6)-carboxy SNAFL®-1, succinimidyl ester.
  • the reactive indicator is one or more of 8-hydroxypyrene-l,3,6-trisulfonyl chloride, fluorescein isothiocyanate, Oregon Green ® isothiocyanate, Oregon Green ® carboxylic acid, succinimidyl ester (5 or 6 isomer), 5-(and 6)-carboxy SNAFL ® -1, succinimidyl ester, and 5-(and 6)-carboxy S
  • the multilayered optical sensing patch of the first embodiment above is provided, wherein the heat sealable polymer substrate layer is comprised of one or more of a polyether, polyamide, polyvinyl or polyolefin.
  • the multilayered optical sensing patch of the first embodiment above is provided, wherein the heat sealable polymer substrate has an optical transparency of 50% or greater over the spectral range of interest,
  • the multilayered optical sensing patch of the first embodiment above is provided, wherein the porous polymer support membrane is comprised of nylon, polyester, cellulous acetate, or nitrocellulous.
  • the multilayered optical sensing patch of the first embodiment above is provided, wherein the porous polymer support membrane has a pore size of from about 0.1 to about 20 ⁇ m.
  • the multilayered optical sensing patch of the first embodiment above is provided, wherein the porous polymer support membrane has an onset melt temperature of 200 degrees centigrade or greater.
  • the multilayered optical sensing patch of the first embodiment above is provided, wherein the porous polymer support membrane is attached to the heat sealable polymer membrane at an interpenetrating interfacial region, said interfacial region being formed by percolation of the heat sealable polymer membrane into the pores of the porous polymer support membrane during heating.
  • the multilayered optical sensing patch of the first through third embodiments above is provided, wherein the optical sensing composition is directly chemically bonded to the porous polymer support membrane, by covalently bonding of the reactive indicator directly to active (free) amines or hydroxyl groups on the porous polymer support membrane.
  • the multi layered optical sensing patch of the first embodiment above wherein the heat sealable polymer substrate is polyethylene, the porous polymer support membrane is a microporous nylon, and the optical sensing composition is comprised of particles, said particles being covalently bonded to microporous nylon.
  • a method of manufacturing the multilayered optical sensing patch of the first embodiment above comprising the steps of:
  • an optical sensing patch retaining plug comprising: a plug body having a plug face; an optical sensing patch in communication with the plug face; and a fiber optic insertion channel disposed within said plug body, said fiber optic insertion channel being disposed adjacent to the optical sensing patch, wherein at least a portion of the plug face not in communication with the optical sensing patch may be welded to a bioreactor bag or other container of interest.
  • the optical sensing patch retaining plug of the fourteenth embodiment is provided, wherein the plug body is comprised of heat sealable material.
  • the optical sensing patch retaining plug of the fourteenth embodiment is provided, wherein the heat sealable material is comprised of one or more of polypropylene, low density polyethylene, linear low density polyethylene, ethyl vinyl acetate, hydrolyzed ethylene vinyl acetate, low vinyl acetate ethylene-vinyl acetate copolymer, polyvinylidene fluoride, styrene butadiene copolymers, ionomers, acid copolymers, thermoplastic elastomers, and plastomers.
  • the heat sealable material is comprised of one or more of polypropylene, low density polyethylene, linear low density polyethylene, ethyl vinyl acetate, hydrolyzed ethylene vinyl acetate, low vinyl acetate ethylene-vinyl acetate copolymer, polyvinylidene fluoride, styrene butadiene copolymers, ionomers, acid copolymers, thermoplastic elastomers,
  • the optical sensing patch retaining plug of the fourteenth embodiment is provided, wherein the fiber optic insertion channel comprises a means for securely retaining a fiber optic device therein.
  • the optical sensing patch retaining plug of the seventeenth embodiment is provided, wherein the means for securely retaining a fiber optic device comprises threaded members, compression fit retaining devices and/or adhesives.
  • Figure 1 is a cross-sectional drawing of the multilayered optical sensing patch of with covalently attached indicator of the present invention.
  • Figure 2 is a cross sectional view of the optical sensing patch retaining plug of the present invention, having the multilayered optical sensing patch of the present invention attached thereto, which is capable of retaining a fiber optic device adjacent to the optical sensing patch.
  • Figure 3 is a plot shows the Signal Magnitude Ratio (SMR) of the film as a function of solution pH.
  • Figure 5 is a plot illustrating the response of a sensing patch containing covalently attached 8-hydroxvpyrenel,3,6-trisulfonic acid (HPTS).
  • the present invention provides multilayered optical sensing patches having three basic polymeric layers.
  • the multilayered optical sensing patch 11 of the present invention includes a heat sealable polymer substrate layer 15, and a polymeric sensing membrane 14 attached to the heat sealable polymer substrate layer 15.
  • the polymeric sensing membrane 14 is formed of a porous polymer support membrane layer having one or more optical sensing compositions covalently bonded thereto, and coating the pores thereof.
  • the heat sealable polymer substrate layer 15 allows the multilayered optical sensing patch 11 of the present invention to be securely adhered to the inner layer of bioreactor containers/bags.
  • the polymeric sensing membrane layer 14 of the present invention significantly enhances protection against damage to the optical sensing composition (which is bonded to the polymeric sensing membrane layer 14) by providing a robust scaffold upon which the optical sensing composition can be deployed. Specifically, covalent bonding of the optical sensing composition to the polymeric sensing membrane 14 moves the more fragile optical sensing compositions) away from the surface where abrasive contact can occur.
  • the heat sealable polymer substrate layer 15 may be comprised of a polyether, polyamide, or polyolefin.
  • the heat sealable polymer substrate layer 15 should have good optical transparency, to allow for optical measurement therethrough. In particular, an optical transparency of 50% or greater over the spectral range of interest is preferred.
  • the heat sealable layer polymer substrate layer 15 should have a low processing temperature, to enable it to heat seal with the porous polymer support membrane of the polymeric sensing membrane layer 5 without damaging the support membrane layer. In particular, a processing temperature of 180 degrees centigrade or less is preferred.
  • the polymeric sensing membrane layer 14 is heat sealed to the heat sealable polymer substrate layer 15.
  • the heat sealable layer 15 is disposed adjacent the polymeric sensing membrane layer 14, and both layers are heated to a temperature higher than the onset melting point of the heat sealable layer 15, but lower than the melt temperature of the polymeric sensing membrane layer 14.
  • a portion of the molten heat sealable layer 15 percolates into the porous polymer support layer of the polymeric sensing membrane layer 5 such that, upon cooling, a strong mechanical bond is formed between the two layers.
  • the porous polymer support membrane may be comprised of nylon, polyester, cellulous acetate, or nitrocellulous.
  • the porous polymer support membrane is comprised of nylon.
  • the porous polymer support membrane has a plurality of pores formed therein, each pore preferredly having a pore size of between about 0.1 and about 20 ⁇ m, so as to be capable of allowing the polymeric sensing membrane layer 7 to be immobilized therein.
  • the porous polymer support membrane layer of the polymeric sensing layer 14 should have a high melt and/or decomposition temperature.
  • the melt temperature of the porous polymer support membrane be higher than that of the heat sealable layer 15, so as to allow the porous polymer support membrane to withstand the heat sealing process described above.
  • the porous polymer support membrane have an onset melt temperature of 200 degrees centigrade or greater.
  • the porous polymer support membrane of the polymeric sensing membrane layer 14 is formed of woven plastic (i.e., nylon).
  • such support structure could be used in place of the macro- porous polymer support membrane layer described above.
  • the polymeric sensing membrane layer 14 is a vehicle for immobilizing the indicator chemistry (i.e., the optical sensing composition) used for sensing.
  • the reactive indicator is directly chemically attached to the porous polymer membrane.
  • the reactive indicator is covalently bonded to the porous polymer support membrane 14.
  • the polymeric sensing membrane layer 14 contains one or more optical sensing compositions, which comprise reactive indicators, covalently bonded to the surface of the porous polymer support membrane layer.
  • the reactive indicators of the optical sensing composition generally comprise one or more of a fluorescent or colorimetric sensing composition for the detection or measurement of oxygen, pH, carbon dioxide, ammonia, alkali and alkaline-earth metal ions, nutrients such as glucose, or metabolites such as lactate, acetate.
  • the reactive indicators are comprised of one or more of isothiocyanates, isocyanates, succinimidyl esters, sulfonyl chloride, and vinyl sulfoesters.
  • the reactive indicators are one or more of 8-hydroxypyrene- 1,3,6- trisulfonyl chloride, fluorescein isothiocyanate, Oregon Green ® isothiocyanate, Oregon Green ® carboxylic acid, succinimidyl ester (5 or 6 isomer), 5-(and 6)-carboxy SNAFL ® - 1, succinimidyl ester, and 5-(and 6)-carboxy SNAFL ⁇ -1, succinimidyl ester.
  • the polymeric sensing membrane layer 14, having the reactive indicator(s) covalently bonded thereto, is attached to the heat sealable layer IS by the formation of an interpenetrating interfacial region, formed by percolation of the material of the heat sealable layer 15 into the polymeric sensing membrane layer 14 during heating.
  • porous membranes used to construct the multilayered optical sensing patches of the present invention include those from GE OSMONICS®.
  • the porous membrane is comprised of GE Osmonics® Magna® nylon, having varying porosity.
  • the optical sensing composition (comprising the reactive indicator) can be covalently bonded to the porous polymer support membrane layer before or after heat sealing thereof with the polyolefin comprising the heat sealable layer 15.
  • the polymeric sensing membrane layer 14, containing the optical sensing composition can be heat sealed directly to the films used to construct bag-type bioreactors, or via a polyolefin layer heat sealed prior to coupling with bag films. It has been found that each approach yields a strong mechanical bond between the sensing film and the bag film.
  • a multilayered fluorescence sensing film which combines a porous sensing layer support element and a transparent substrate layer, using a thin layer of adhesive, rather than heat sealing, to bond the two films together.
  • sensing films have been made with both stainless steel and nylon mesh.
  • woven mesh tends to yield sensing layers that are thicker than what are possible with the macro-porous membranes described above, which results in longer response times.
  • the woven mesh also fails to provide as much protection against abrasive damage to the polymeric sensing membrane layer as the porous polymer substrate membrane layer described above.
  • optical sensing patch retaining plug In order to retain the optical sensing patch of the present invention, as described above, securely against a bioreactor bag or other container of interest, the present inventor has developed an optical sensing patch retaining plug.
  • this optical sensing patch retaining plug allows the optical sensing patch of the present invention to come into contact with the solution of interest, via a hole formed in the wall of the bioreactor bag or container of interest, to which the retaining plug is securedly attached.
  • the retaining plug is heat welded to the bioreactor bag or container of interest around the periphery of the plug face, thereby allowing the optical sensing patch to come into direct contact with the contents of the bioreactor bag, while simultaneously allowing the optical sensing patch to be illuminated by a fiber optic device, emissions thereof measured, and provide an airtight seal.
  • an optical sensing patch retaining plug 20 is provided, comprised of a plug body 22.
  • the plug body 22 has a plug face 24 formed continuously therewith.
  • the plug body 22 is comprised of heat sealable material, enabling heat welding thereof to a bioreactor bag or other container with which an optical sensing patch may be used.
  • the plug body 22 is comprised of one or more of polypropylene, low density polyethylene, linear low density polyethylene, ethyl vinyl acetate, hydrolyzed ethylene vinyl acetate, low vinyl acetate ethylene- vinyl acetate copolymer, polyvinylidene fluoride, styrene butadiene copolymers, ionomers, acid copolymers, thermoplastic elastomers, and plastomers. These material are capable of formed a strong weld to other heat sealable materials, which bioreactors bags, etc., are usually formed of.
  • An optical sensing patch 26 is disposed adjacent the plug face 24.
  • the optical sensing patch retaining may be a conventional optical sensing patch.
  • the optical sensing patch 26 is the optical sensing patch of the present invention as described above.
  • a fiber optic insertion channel 28 Disposed within the plug body 22 is a fiber optic insertion channel 28.
  • the fiber optic insertion channel 28 is defined by the material comprising the plug body 22.
  • the fiber optic insertion channel 28 is disposed within the plug body 22 adjacent to the area on the plug body 22 where the optical sensing patch 26 is attached/disposed adjacent to, so that the fiber optic may emit light upon the optical sensing patch 26. This may be achieved by forming the fiber optic insertion channel 28 completely through the plug body 22.
  • a small wall of material forming the plug body 22 is disposed between the fiber optic insertion channel 28 and the area on the plug body 22 where the optical sensing patch 26 is attached/disposed adjacent to.
  • the plug body 22 is formed of a material having an optical transparency sufficient to allow the fiber optic device (not illustrated) disposed within the fiber optic insertion channel 28 to adequately illuminate the optical sensing patch 26
  • the fiber optic insertion channel 28 comprises a means for securedly retaining a fiber optic device therein.
  • threaded members may be formed in the material defining the fiber optic channel 28, so as to allow a fiber optic device to be screwed therein.
  • a compression fit retaining device may be disposed within the channel 28, so as to allow the fiber optic device to be securedly held within the channel 28.
  • the geometry of the channel 28 may be configured so as to provide a secure fit for the fiber optic device, or the fiber optic device may be secured within the channel 28 using one or more adhesive compositions.
  • the present invention provides a method of manufacturing the multilayered optical sensing patch of the present invention.
  • the method of the present invention includes, in a first step, soaking the porous polymer support membrane in a pH buffer composition, dimethyl formamide, or triethylamine in water solution. Then, in a second step, the porous polymer support membrane is placed in a solution comprising the reactive indicator. The porous polymer support membrane is allowed to soak in the solution for a time period sufficient to allow the reactive indicator to covalently bond to the free amines present on the surface of the porous polymer support membrane.
  • unbound reactive indicator molecules are removed from the polymer sensing membrane layer by decanting the solution and/or rinsing the solution from the porous polymer support membrane.
  • the heat sealable polymer substrate film is laminated to the porous polymer support membrane layer, having pores therein, using a combination of heat and pressure.
  • a GE Osmonics ® Magna ® nylon film is soaked in pH 8 buffer for about 30 minutes, so as to provide a presoaked nylon film.
  • the presoaked nylon film (having a area of -100 cm 2 ) is then immersed in a dye solution containing ⁇ 4 mg Oregon Green® 488 carboxylic acid, succinimidyl ester, or fluorescein 5 -EX succinimidyl ester, dissolved in 100 mL of pH 8 phosphate buffer (0.1 M KH2PO4 + 0.1 N NaOH -> pH 8).
  • the nylon film is then allowed to react overnight, away from light, though surface primary amino groups.
  • the dye solution is then decanted, and the film rinsed several times in deionized water, thereby providing a polymeric sensing membrane layer.
  • a nylon film having an area of about 100 cm 2 is soaked in DMF (dimethylformamide) for at least 1 hour prior, to obtain a presoaked nylon film.
  • the presoaked Nylon film (—100 cm 2 ) is then immersed in a dye solution containing about -4 mg Oregon Green® 488 carboxylic acid, succinimidyl ester, or fluorescein 5-EX succinimidyl ester, or acetylated 8-hydroxypyrene-l,3,6-trisulfonyl chloride dissolved in about 100 mL of DMF.
  • the nylon film is allowed to react with the reactive indicators in the dye solution overnight, while refrigerated and away from light, though surface primary amino group.
  • the film is then allowed to warm to room temperature, and allowed to react for several more hours.
  • the dye solution is then decanted, and the film is rinsed in a small quantity of DMF.
  • the DMF is then decanted, and the film is rinsed in several aliquots of deionized water, thereby providing a polymer sensing membrane layer.
  • Nylon film having an area of -100 cm 2 is soaked in pH 8.5 buffer for at least 30 min prior, to obtain a presoaked nylon film.
  • the presoaked nylon film is then added to a dye solution containing about ⁇ 4 mg fluorescein isothiocyanate (FITC) dissolved in about 100 mL pH 8.5 phosphate buffer.
  • FITC fluorescein isothiocyanate
  • the film is then allowed to react with the reactive indicator of the dye solution overnight, away from light, though surface primary amino groups.
  • the dye solution is then decanted, and the film rinsed several times in deionized water, thereby providing a polymer sensing membrane layer.
  • a polymeric sensing membrane layer film was prepared using the aqueous preparation method described above, using Oregon Green® 488 carboxylic acid, succinimidyl ester as the reactive indicator. The response of same was then tested, by measuring the Signal Magnitude Ratio (SMR) of the film as a function of solution pH.
  • SMR Signal Magnitude Ratio
  • SMR measurements are made by first measuring the fluorescence signal strength of the sensing film while exciting the film with light whose wavelength is 435nm, then measuring the signal strength while exciting with light whose wavelength is 490nm, and finally taking the ratio of the signal strengths observed under the two different excitation conditions.
  • the results of these measurements for the exemplary film prepared as described above are shown in Figure 3 herein.
  • both excitation light sources were light emitting diodes (LED).
  • LED light emitting diodes
  • Other light sources and/or filter combinations could be used in place of the LED's.
  • a fluorescein modified pH sensing membrane layer film was prepared using the isothiocyanate group method disclosed above. The response of same was then tested, by measuring the Signal Magnitude Ratio (SMR) of the film as a function of solution pH, as described above. A plot of the response of a fluorescein isothiocyanate as a function of pH is shown in Figure 4. These data points were collected by excitation of the film in the same fashion and using the same wavelengths of light as were used to study the Oregon Green® film mentioned above.
  • SMR Signal Magnitude Ratio
  • a polymeric sensing membrane film was prepared using the non-aqueous preparation method disclosed above using acetylated 8-hydroxypyrene-l,3,6-trisulfonyl chloride as the reactive indicator.
  • the sensing membrane was soaked overnight in 100 ml DMF containing 4 mg of acetylated 8-hydroxypyrene-l,3,6-trisulfonyl chloride then rinsed with distilled water to remove the DMF and finally soaked pH 9 phosphate buffer to hydrolyze the acetylated hydroxide and unreacted sulfonyl chloride groups to yield covalently attached 8-hydroxypyrene-l,3,6-trisulfonic acid.

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  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Plasma & Fusion (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Immunology (AREA)
  • Pathology (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)

Abstract

L'invention concerne une pastille de détection optique multicouche, pour la mesure de conditions, tel que le pH, le taux d'oxygène, etc., dans des contenants. La pastille de détection optique multicouche de la présente invention est constituée d'une couche de substrat polymère thermoscellable et d'une membrane de détection polymère fixée ultérieurement sur cette dernière. La couche de membrane de détection polymère est constituée d'une membrane de support polymère poreuse et d'une composition de détection optique (comprenant un indicateur réactif) liée de manière covalente à cette dernière. La couche de substrat polymère thermoscellable peut être liée solidement à la couche intérieure de poches de bioréacteur, ainsi qu'à la couche de substrat de support polymère. En outre, la couche de membrane de support polymère poreuse constitue une structure de support ferme pour la couche de détection polymère, protégeant ainsi la composition de détection optique à l'intérieur contre une dégradation/un endommagement.
PCT/US2009/044048 2008-05-15 2009-05-15 Pastille de détection optique multicouche et bouchon de retenue associé WO2009140559A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
PCT/US2008/006383 WO2008144031A2 (fr) 2007-05-15 2008-05-15 Pastille de détection optique multicouche, et bouchon de retenue destiné à celle-ci
USPCT/US2008/000638 2008-05-15
US12/152,746 2008-05-16
US12/152,746 US8313710B2 (en) 2007-05-15 2008-05-16 Multilayered optical sensing patch and retaining plug therefor

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WO2009140559A1 true WO2009140559A1 (fr) 2009-11-19

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102013108659B3 (de) * 2013-08-09 2014-07-03 Presens - Precision Sensing Gmbh Optischer Sensor und Messanordnung zum quantitativen Nachweis eines Analyten in einer Probe
DE102014107837A1 (de) 2014-06-04 2015-12-17 Presens Precision Sensing Gmbh Optischer Sensor zum quantitativen Nachweis eines Analyten in einer Probe und Verfahren zur Herstellung des Sensors
EP3168616A1 (fr) 2015-11-10 2017-05-17 PreSens Precision Sensing GmbH Polymère réticulé optiquement actif

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JPH01162151A (ja) * 1987-12-18 1989-06-26 Fuji Photo Film Co Ltd 乾式液体分析要素
JPH0526875A (ja) * 1991-07-24 1993-02-02 Fuji Photo Film Co Ltd 一体型多層分析要素
US20020142485A1 (en) * 2000-10-09 2002-10-03 Yung-Hsiang Liu Immunological analytical method and device for the determination of glycosylated protein
JP2006521823A (ja) * 2003-04-02 2006-09-28 コレステック コーポレイション 高密度リポタンパク質に関連する血清コレステロールを測定するためのアッセイデバイス中の多孔性および生物学的活性を保持する接着膜

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01162151A (ja) * 1987-12-18 1989-06-26 Fuji Photo Film Co Ltd 乾式液体分析要素
JPH0526875A (ja) * 1991-07-24 1993-02-02 Fuji Photo Film Co Ltd 一体型多層分析要素
US20020142485A1 (en) * 2000-10-09 2002-10-03 Yung-Hsiang Liu Immunological analytical method and device for the determination of glycosylated protein
JP2006521823A (ja) * 2003-04-02 2006-09-28 コレステック コーポレイション 高密度リポタンパク質に関連する血清コレステロールを測定するためのアッセイデバイス中の多孔性および生物学的活性を保持する接着膜

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102013108659B3 (de) * 2013-08-09 2014-07-03 Presens - Precision Sensing Gmbh Optischer Sensor und Messanordnung zum quantitativen Nachweis eines Analyten in einer Probe
WO2015019260A1 (fr) 2013-08-09 2015-02-12 Presens Precision Sensing Gmbh Capteur optique et système de mesure utilisés pour la détection quantitative d'un analyte dans un échantillon
DE102014107837A1 (de) 2014-06-04 2015-12-17 Presens Precision Sensing Gmbh Optischer Sensor zum quantitativen Nachweis eines Analyten in einer Probe und Verfahren zur Herstellung des Sensors
DE102014107837B4 (de) 2014-06-04 2021-09-02 Presens Precision Sensing Gmbh Optischer Sensor zum quantitativen Nachweis eines Analyten in einer Probe und Verfahren zur Herstellung des Sensors
EP3168616A1 (fr) 2015-11-10 2017-05-17 PreSens Precision Sensing GmbH Polymère réticulé optiquement actif

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