CA2322454C - Sensor with improved shelf life - Google Patents

Sensor with improved shelf life Download PDF

Info

Publication number: CA2322454C
Authority: CA; Canada
Prior art keywords: coating; metal electrode; sulfur containing; containing moiety; group
Prior art date: 1998-03-20
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 - Lifetime

Application number

CA002322454A

Other languages

English (en)

French (fr)

Other versions

CA2322454A1 (en

Inventor

Alastair Mcindoe Hodges

Ronald Christopher Chatelier

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

LifeScan Inc

Original Assignee

LifeScan 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.)

1998-03-20

Filing date

1999-03-16

Publication date

2008-01-08

1999-03-16 Application filed by LifeScan Inc filed Critical LifeScan Inc

1999-09-30 Publication of CA2322454A1 publication Critical patent/CA2322454A1/en

2008-01-08 Application granted granted Critical

2008-01-08 Publication of CA2322454C publication Critical patent/CA2322454C/en

2019-03-16 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

238000000576 coating method Methods 0.000 claims abstract description 50
239000011248 coating agent Substances 0.000 claims abstract description 44
229910052751 metal Inorganic materials 0.000 claims abstract description 43
239000002184 metal Substances 0.000 claims abstract description 43
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 37
239000011593 sulfur Substances 0.000 claims abstract description 25
229910052717 sulfur Inorganic materials 0.000 claims abstract description 25
150000001875 compounds Chemical class 0.000 claims abstract description 17
229960003067 cystine Drugs 0.000 claims abstract description 11
LEVWYRKDKASIDU-QWWZWVQMSA-N D-cystine Chemical compound OC(=O)[C@H](N)CSSC[C@@H](N)C(O)=O LEVWYRKDKASIDU-QWWZWVQMSA-N 0.000 claims abstract description 10
125000006850 spacer group Chemical group 0.000 claims abstract description 10
XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims abstract description 9
235000018417 cysteine Nutrition 0.000 claims abstract description 9
DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 claims abstract description 8
FFFHZYDWPBMWHY-VKHMYHEASA-N L-homocysteine Chemical compound OC(=O)[C@@H](N)CCS FFFHZYDWPBMWHY-VKHMYHEASA-N 0.000 claims abstract description 6
YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims abstract description 6
150000003573 thiols Chemical class 0.000 claims abstract description 6
150000001412 amines Chemical class 0.000 claims abstract description 5
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 5
DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 claims abstract description 4
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 4
XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims abstract description 4
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims abstract description 4
UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 claims abstract description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
229960003151 mercaptamine Drugs 0.000 claims abstract description 4
YNVOMSDITJMNET-UHFFFAOYSA-N thiophene-3-carboxylic acid Chemical compound OC(=O)C=1C=CSC=1 YNVOMSDITJMNET-UHFFFAOYSA-N 0.000 claims abstract description 4
238000000034 method Methods 0.000 claims description 22
239000000126 substance Substances 0.000 claims description 12
239000010410 layer Substances 0.000 claims description 11
239000004094 surface-active agent Substances 0.000 claims description 10
239000012491 analyte Substances 0.000 claims description 4
230000002123 temporal effect Effects 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 3
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 3
239000000203 mixture Substances 0.000 claims description 3
239000002356 single layer Substances 0.000 claims description 3
125000003118 aryl group Chemical group 0.000 claims description 2
125000004122 cyclic group Chemical group 0.000 claims description 2
238000007598 dipping method Methods 0.000 claims description 2
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 2
238000010422 painting Methods 0.000 claims description 2
238000007639 printing Methods 0.000 claims description 2
238000005507 spraying Methods 0.000 claims description 2
BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims 2
230000008021 deposition Effects 0.000 claims 1
229940117927 ethylene oxide Drugs 0.000 claims 1
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 1
239000005864 Sulphur Substances 0.000 abstract description 12
229930192474 thiophene Natural products 0.000 abstract description 2
241000894007 species Species 0.000 description 8
230000032683 aging Effects 0.000 description 5
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 4
239000008280 blood Substances 0.000 description 4
210000004369 blood Anatomy 0.000 description 4
239000007772 electrode material Substances 0.000 description 4
239000008103 glucose Substances 0.000 description 4
239000000463 material Substances 0.000 description 4
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
239000013504 Triton X-100 Substances 0.000 description 3
229920004890 Triton X-100 Polymers 0.000 description 3
230000000694 effects Effects 0.000 description 3
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
239000000356 contaminant Substances 0.000 description 2
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
229910052737 gold Inorganic materials 0.000 description 2
239000010931 gold Substances 0.000 description 2
-1 thiols Chemical class 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
241000896693 Disa Species 0.000 description 1
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
238000007664 blowing Methods 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
238000011109 contamination Methods 0.000 description 1
LEVWYRKDKASIDU-IMJSIDKUSA-N cystine group Chemical group C([C@@H](C(=O)O)N)SSC[C@@H](C(=O)O)N LEVWYRKDKASIDU-IMJSIDKUSA-N 0.000 description 1
238000013500 data storage Methods 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
230000005660 hydrophilic surface Effects 0.000 description 1
238000007654 immersion Methods 0.000 description 1
230000003993 interaction Effects 0.000 description 1
238000012423 maintenance Methods 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
239000002245 particle Substances 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
125000004354 sulfur functional group Chemical group 0.000 description 1

Classifications

- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/26—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
- G01N27/28—Electrolytic cell components
- G01N27/30—Electrodes, e.g. test electrodes; Half-cells
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/26—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
- G01N27/28—Electrolytic cell components
- G01N27/30—Electrodes, e.g. test electrodes; Half-cells
- G01N27/327—Biochemical electrodes, e.g. electrical or mechanical details for in vitro measurements
- G01N27/3271—Amperometric enzyme electrodes for analytes in body fluids, e.g. glucose in blood

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Physics & Mathematics (AREA)
Chemical Kinetics & Catalysis (AREA)
Electrochemistry (AREA)
Molecular Biology (AREA)
Analytical Chemistry (AREA)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
General Physics & Mathematics (AREA)
Immunology (AREA)
Pathology (AREA)
Battery Electrode And Active Subsutance (AREA)
Electrodes For Compound Or Non-Metal Manufacture (AREA)

CA002322454A 1998-03-20 1999-03-16 Sensor with improved shelf life Expired - Lifetime CA2322454C (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
AUPP2503		1998-03-20
AUPP2503A AUPP250398A0 (en)	1998-03-20	1998-03-20	Sensor with improved shelf life
PCT/AU1999/000166 WO1999049307A1 (en)	1998-03-20	1999-03-16	Sensor with improved shelf life

Publications (2)

Publication Number	Publication Date
CA2322454A1 CA2322454A1 (en)	1999-09-30
CA2322454C true CA2322454C (en)	2008-01-08

Family

ID=3806765

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002322454A Expired - Lifetime CA2322454C (en)	1998-03-20	1999-03-16	Sensor with improved shelf life

Country Status (6)

Country	Link
EP (1)	EP1084397A4 (de)
JP (1)	JP2002507744A (de)
AU (1)	AUPP250398A0 (de)
CA (1)	CA2322454C (de)
TW (1)	TW584724B (de)
WO (1)	WO1999049307A1 (de)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6716577B1 (en)	2000-02-02	2004-04-06	Lifescan, Inc.	Electrochemical test strip for use in analyte determination
US6855243B2 (en)	2001-04-27	2005-02-15	Lifescan, Inc.	Electrochemical test strip having a plurality of reaction chambers and methods for using the same
US6875613B2 (en)	2001-06-12	2005-04-05	Lifescan, Inc.	Biological fluid constituent sampling and measurement devices and methods
US6939310B2 (en)	2001-10-10	2005-09-06	Lifescan, Inc.	Devices for physiological fluid sampling and methods of using the same
US6689411B2 (en)	2001-11-28	2004-02-10	Lifescan, Inc.	Solution striping system
US6749887B1 (en)	2001-11-28	2004-06-15	Lifescan, Inc.	Solution drying system
US6872358B2 (en)	2002-01-16	2005-03-29	Lifescan, Inc.	Test strip dispenser
US20060134713A1 (en)	2002-03-21	2006-06-22	Lifescan, Inc.	Biosensor apparatus and methods of use
US20030186446A1 (en)	2002-04-02	2003-10-02	Jerry Pugh	Test strip containers and methods of using the same
US7291256B2 (en)	2002-09-12	2007-11-06	Lifescan, Inc.	Mediator stabilized reagent compositions and methods for their use in electrochemical analyte detection assays
US20060002817A1 (en)	2004-06-30	2006-01-05	Sebastian Bohm	Flow modulation devices
US20060000710A1 (en)	2004-06-30	2006-01-05	Klaus Peter Weidenhaupt	Fluid handling methods
CN1315216C (zh) *	2005-10-14	2007-05-09	北京工业大学	以半胱氨酸为偶联层铂金双金属电极催化剂及其制备方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5082550A (en) *	1989-12-11	1992-01-21	The United States Of America As Represented By The Department Of Energy	Enzyme electrochemical sensor electrode and method of making it
AUPN980796A0 (en) *	1996-05-13	1996-06-06	Australian Membrane And Biotechnology Research Institute	Improved reservoir components
IL118432A (en) *	1996-05-27	1999-12-31	Yissum Res Dev Co	Electrochemical and photochemical electrodes and their use

1998
- 1998-03-20 AU AUPP2503A patent/AUPP250398A0/en not_active Abandoned
1999
- 1999-03-16 EP EP99910013A patent/EP1084397A4/de not_active Ceased
- 1999-03-16 WO PCT/AU1999/000166 patent/WO1999049307A1/en not_active Ceased
- 1999-03-16 JP JP2000538226A patent/JP2002507744A/ja active Pending
- 1999-03-16 CA CA002322454A patent/CA2322454C/en not_active Expired - Lifetime
- 1999-03-19 TW TW088104370A patent/TW584724B/zh not_active IP Right Cessation

Also Published As

Publication number	Publication date
JP2002507744A (ja)	2002-03-12
EP1084397A4 (de)	2003-06-25
TW584724B (en)	2004-04-21
WO1999049307A1 (en)	1999-09-30
AUPP250398A0 (en)	1998-04-23
CA2322454A1 (en)	1999-09-30
EP1084397A1 (de)	2001-03-21

Legal Events

Date	Code	Title	Description
2003-03-25	EEER	Examination request
2019-05-20	MKEX	Expiry	Effective date: 20190318

Publication	Publication Date	Title
US6652734B1 (en)	2003-11-25	Sensor with improved shelf life
CA2322454C (en)	2008-01-08	Sensor with improved shelf life
Hagenström et al.	1999	Modification of a Au (111) electrode with ethanethiol. 1. Adlayer structure and electrochemistry
Tan et al.	2003	Constructing thromboresistant surface on biomedical stainless steel via layer-by-layer deposition anticoagulant
Ratner et al.	1987	Biomaterial surfaces
Munoz et al.	1983	Silanization of glass in the making of ion-sensitive microelectrodes
Martins et al.	2003	Albumin adsorption on alkanethiols self-assembled monolayers on gold electrodes studied by chronopotentiometry
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Cheng et al.	2004	Comparative study of electrochemically directed assembly versus conventional self-assembly of thioacetyl-terminated oligo (phenylene ethynylene) s on gold and platinum surfaces
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Kikuchi et al.	2005	Quartz crystal microbalance (QCM) sensor for CH3SH gas by using polyelectrolyte-coated sol–gel film
AU745414B2 (en)	2002-03-21	Sensor with improved shelf life
Kaifer	1996	Functionalized Self‐Assembled Monolayers Containing Preformed Binding Sites
AU4884302A (en)	2002-08-08	Sensor with improved shelf life
JP2972858B2 (ja)	1999-11-08	含硫黄有機分子自己組織化膜の動的接触角の測定方法
Hoyer et al.	2001	Effect of the pretreatment of recast nafion membraneson their rejection of the albumin interferencein anodic stripping voltammetry
Yajima et al.	2002	Ion-sensor property and blood compatibility of neutral-carrier-type poly (vinyl chloride) membranes coated by phosphorylcholine polymers
Zeng et al.	2003	Accumulation and stripping behavior of silver ions at dl-dithiothreitol self-assembled monolayer modified gold electrodes
Roush et al.	1994	Application of the quartz crystal microbalance to characterize the interaction of solutes with modified interfaces
Kato et al.	2005	Amperometric nitric oxide microsensor using two-dimensional cross-linked Langmuir–Blodgett films of polysiloxane copolymer
Salmanipour et al.	2011	A catechol-terminated self-assembled monolayer at the surface of a gold electrode and its application for the electrocatalytic determination of dopamine
Huang et al.	2008	Sensitive voltammetric detection of clomipramine at 16-mercapto-hexadecanoic acid self-assembled monolayer modified gold electrode