JPH0452546A - Hydrocarbon compound sensor - Google Patents
Hydrocarbon compound sensorInfo
- Publication number
- JPH0452546A JPH0452546A JP16216290A JP16216290A JPH0452546A JP H0452546 A JPH0452546 A JP H0452546A JP 16216290 A JP16216290 A JP 16216290A JP 16216290 A JP16216290 A JP 16216290A JP H0452546 A JPH0452546 A JP H0452546A
- Authority
- JP
- Japan
- Prior art keywords
- cyclodextrin
- hydrocarbon
- sensor
- hydrocarbon compound
- compound
- 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.)
- Pending
Links
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 20
- 229920000858 Cyclodextrin Polymers 0.000 claims abstract description 11
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000013078 crystal Substances 0.000 claims description 10
- 229930195733 hydrocarbon Natural products 0.000 abstract description 5
- 239000004215 Carbon black (E152) Substances 0.000 abstract description 4
- 238000005259 measurement Methods 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 230000002209 hydrophobic effect Effects 0.000 abstract description 3
- 239000010453 quartz Substances 0.000 abstract description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract description 3
- 230000035945 sensitivity Effects 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- -1 CH2OH radical Chemical class 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 1
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 12
- 239000007864 aqueous solution Substances 0.000 description 7
- 235000012000 cholesterol Nutrition 0.000 description 6
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- YVXDRFYHWWPSOA-BQYQJAHWSA-N 1-methyl-4-[(e)-2-phenylethenyl]pyridin-1-ium Chemical group C1=C[N+](C)=CC=C1\C=C\C1=CC=CC=C1 YVXDRFYHWWPSOA-BQYQJAHWSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000004382 Amylase Substances 0.000 description 1
- 102000013142 Amylases Human genes 0.000 description 1
- 108010065511 Amylases Proteins 0.000 description 1
- 241000193830 Bacillus <bacterium> Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000001116 FEMA 4028 Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 235000019418 amylase Nutrition 0.000 description 1
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 1
- 235000011175 beta-cyclodextrine Nutrition 0.000 description 1
- 229960004853 betadex Drugs 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 description 1
- 229940080345 gamma-cyclodextrin Drugs 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
Landscapes
- Investigating Or Analysing Biological Materials (AREA)
Abstract
Description
【発明の詳細な説明】 ［産業上の利用分野〕 本発明は、炭化水素系化合物センサに関する。[Detailed description of the invention] [Industrial application field] The present invention relates to a hydrocarbon compound sensor.
更に詳しくは、水溶液中などの炭化水素系化合物分の測
定を簡易化させる炭化水素系化合物センサに関する。More specifically, the present invention relates to a hydrocarbon compound sensor that facilitates the measurement of hydrocarbon compounds in an aqueous solution.
〔従来の技術〕および〔発明が解決しようとする課題〕
水溶液中に存在するコレステロール、トリハロメタンな
どの炭化水素系化合物（炭化水素誘導体）分を測定する
方法としては、従来全有機炭素計を用いる方法が代表的
であるが、この方法は装置的にも大型となり、コストも
かがるという問題がある。[Prior art] and [Problem to be solved by the invention]
Conventionally, the typical method for measuring the content of hydrocarbon compounds (hydrocarbon derivatives) such as cholesterol and trihalomethane in aqueous solutions is to use a total organic carbon meter, but this method is also large in terms of equipment. Therefore, there is a problem that the cost increases.
本発明は、例えば血液中のにコレステロールを測定する
場合に緩衝液で希釈した液のような水溶液中などの炭化
水素系化合物分の測定を簡易化させる炭化水素系化合物
センサを提供することを目的としている。An object of the present invention is to provide a hydrocarbon compound sensor that facilitates the measurement of hydrocarbon compounds in an aqueous solution such as a solution diluted with a buffer solution when measuring cholesterol in blood, for example. It is said that
かかる本発明の目的は、水晶振動子表面にシクロデキス
トリンを固定化させた炭化水素系化合物センサによって
達成される。This object of the present invention is achieved by a hydrocarbon compound sensor in which cyclodextrin is immobilized on the surface of a crystal resonator.
シクロデキストリンは、Ｄ−グルコースの６〜８分子が
α−１，４結合により環状に連結した化合物であり、Ｄ
−グルコースの６分子、７分子または８分子からなるも
のをそれぞれα−２β−またはγ−シクロデキストリン
と呼んでいる。これは、でん粉にＢａｃｉｌｌｕｓ ｍ
ａｃｅｒａｎｓのアミラーゼを作用させることにより得
られる。その構造は円筒状で１円筒の上部にはＯＨ基が
、また下部にはＣＨ２０Ｈ基が配列されており、分子全
体としては親水性であるが内部は疎水性である。この疎
水性の内部に、炭化水素または炭化水素基をとらえ、包
接化合物を形成する。このような性質を利用することに
より、炭化水素センサを構成させることができる。Cyclodextrin is a compound in which 6 to 8 molecules of D-glucose are connected in a ring through α-1,4 bonds.
- Consisting of 6, 7 or 8 molecules of glucose is called α-2β- or γ-cyclodextrin, respectively. This is because starch contains Bacillus m.
It is obtained by reacting with amylase of P. acerans. Its structure is cylindrical, with OH groups arranged in the upper part of the cylinder and CH20H groups arranged in the lower part, and the molecule as a whole is hydrophilic, but the inside is hydrophobic. Hydrocarbons or hydrocarbon groups are trapped inside this hydrophobic region, forming an clathrate. By utilizing such properties, a hydrocarbon sensor can be constructed.
シクロデキストリンの水晶振動子表面への固定化は、シ
クロデキストリンをレジスト（光架橋性樹脂）、接着剤
などに約１〜１０重量２の濃度で混合し、この混合物を
スピナ上にクランプした水晶振動子表面に滴下しながら
、約１０００〜５０００ｒｐｍの回転数で約１〜６０秒
間回転塗布し、その後光照射または乾燥させることによ
り、膜厚約１〜１００μ閣程度の膜中に固定化させるこ
とにより行われる。光架橋性樹脂が用いられる場合には
、例えば分子中に光架橋性基としてスチルバゾリウム基
、ジアゾ基などの感光性基、好ましくはスチルバゾリウ
ム基を有するポリビニルアルコール、ポリエチレングリ
コールなどの水溶性光架橋性樹脂が一般に用いられる。Cyclodextrin is immobilized on the surface of a crystal resonator by mixing cyclodextrin with a resist (photocrosslinkable resin), adhesive, etc. at a concentration of about 1 to 10 weight 2, and clamping this mixture on a spinner. By applying it by spinning at a rotation speed of about 1000 to 5000 rpm for about 1 to 60 seconds while dropping it onto the surface of the film, and then fixing it in a film with a thickness of about 1 to 100 μm by irradiating it with light or drying it. It will be done. When a photocrosslinkable resin is used, for example, a water-soluble photocrosslinkable resin such as polyvinyl alcohol or polyethylene glycol having a photosensitive group such as a stilbazolium group or a diazo group as a photocrosslinkable group in the molecule, preferably a stilbazolium group. is commonly used.
水晶振動子として−は、ＡＴカット、振動周波数５ＭＨ
ｚ以上のものが好んで用いられ、それの使用態様の一例
が第１図に平面図として示されており、例えば表面積が
約０．６４ｄの水晶面２１の真中に銀電極２２が取付け
られ、裏面側にも取付けられた銀電極のそれぞれから、
リード線２３．２３’が引き出されている。As a crystal oscillator - AT cut, vibration frequency 5MH
z or more is preferably used, and an example of its usage is shown in a plan view in FIG. From each of the silver electrodes attached to the back side,
Lead wires 23, 23' are drawn out.
〔作用〕および〔発明の効果〕
水晶振動子は、下記式に示されるように、表面に付着し
た物質の重量変化に対応して、その周波数が変化するの
で、このような原理に基いて水溶液中などの炭化水素系
化合物置を感度良く、簡易化されたセンサで測定するこ
とができる。[Operation] and [Effects of the Invention] As shown in the formula below, the frequency of a crystal oscillator changes in response to changes in the weight of the substance attached to its surface. It is possible to measure hydrocarbon compounds such as inside with a highly sensitive and simplified sensor.
ΔＦ＝に争Δｍ ΔＦ：周波数変化量 Δｍ：付着重量変化量 に：定数 〔実施例〕 次に、実施例について本発明を説明する。ΔF= dispute Δm ΔF: Frequency change amount Δm: Amount of change in attached weight to: constant 〔Example〕 Next, the present invention will be explained with reference to examples.
実施例
水溶性光架橋性樹脂（光架橋性スチルバゾリウム基含有
ポリビニルアルコール）の１０重量％水溶液１ｍΩ中に
β−シクロデキストリン５ｍｇを分散させた分散液をｔ
ＩＲＩｌ！シ、この分散液２００μｇを、スピナ上にク
ランプした第１図に示される形状の水晶振動子（へ雲通
信工業製、ＡＴカット、振動周波数６ＭＨｚ）の電極表
面上に滴下し、３０００ｒｐｍ、３０秒間の条件下で回
転塗布した後、室温で１時間乾燥し、波長４０００人の
紫外線を３０秒間露光した。Example A dispersion in which 5 mg of β-cyclodextrin was dispersed in 1 mΩ of a 10% by weight aqueous solution of a water-soluble photocrosslinkable resin (photocrosslinkable stilbazolium group-containing polyvinyl alcohol) was
IRIl! 200 μg of this dispersion was dropped onto the electrode surface of a quartz crystal resonator having the shape shown in Figure 1 (manufactured by Heku Tsushin Kogyo, AT cut, vibration frequency 6 MHz) clamped on a spinner, and heated at 3000 rpm for 30 seconds. After spin coating under the following conditions, it was dried at room temperature for 1 hour and exposed to ultraviolet light with a wavelength of 4000 for 30 seconds.
このようにして表面にβ−シクロデキストリン分散膜（
厚さ約１０μ諺）を形成させた１個の水晶振動子２５を
用いた周波数測定回路の一例が第２図に示されており、
測定された周波数が周波数カウンタ２６によって計測さ
れるようにした周波数測定装置を用いて、水溶液中のコ
レステロール量を測定した。In this way, a β-cyclodextrin-dispersed film (
An example of a frequency measuring circuit using one crystal resonator 25 formed with a thickness of approximately 10 μm is shown in FIG.
The amount of cholesterol in the aqueous solution was measured using a frequency measuring device in which the measured frequency was measured by a frequency counter 26.
コレステロールは、−旦エタノールに溶かした後、最終
濃度が０．００２．０．００４．０．００６．０．００
８または０．０１重量％の水溶液となるように＊ａされ
た。After dissolving cholesterol in ethanol, the final concentration is 0.002.0.004.0.006.0.00.
*a to give an aqueous solution of 8 or 0.01% by weight.
このようなコレステロール水溶液中に炭化水素系化合物
センサを９０秒間浸漬し、その周波数変化の差（ΔＦ）
をプロットすると、第３図のグラフに示されるように良
好な直線関係（感度的−１０Ｈｚ１０．００１重量％）
が得られた。なお、応答が一定になる迄の応答速度は約
６０秒であった。A hydrocarbon compound sensor is immersed in such an aqueous cholesterol solution for 90 seconds, and the difference in frequency change (ΔF) is measured.
When plotted, there is a good linear relationship (sensitivity -10Hz 10.001% by weight) as shown in the graph of Figure 3.
was gotten. Note that the response speed until the response became constant was about 60 seconds.
第１図は、本発明で用いられる水晶振動子の一態様の平
面図である。第２図は、本発明に係る炭化水素系化合物
センサの周波数測定回路の一例である。また、第３図は
、水溶液中のコレステロール濃度と周波数変化との関係
を示すグラフである。
（符号の説明）
２１・・・・・水晶面
２２・・・・・銀電極
２４・・・・・水晶振動子
２５・・・・・炭化水素系化合物センサ２６・・・・・
周波数カウンタFIG. 1 is a plan view of one embodiment of a crystal resonator used in the present invention. FIG. 2 is an example of a frequency measurement circuit for a hydrocarbon compound sensor according to the present invention. Moreover, FIG. 3 is a graph showing the relationship between cholesterol concentration in an aqueous solution and frequency change. (Explanation of symbols) 21...Crystal surface 22...Silver electrode 24...Crystal resonator 25...Hydrocarbon compound sensor 26...
frequency counter
Claims (1)
なる炭化水素系化合物センサ。1. A hydrocarbon compound sensor with cyclodextrin immobilized on the surface of a crystal resonator.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16216290A JPH0452546A (en) | 1990-06-20 | 1990-06-20 | Hydrocarbon compound sensor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16216290A JPH0452546A (en) | 1990-06-20 | 1990-06-20 | Hydrocarbon compound sensor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0452546A true JPH0452546A (en) | 1992-02-20 |
Family
ID=15749209
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16216290A Pending JPH0452546A (en) | 1990-06-20 | 1990-06-20 | Hydrocarbon compound sensor |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0452546A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001004631A1 (en) * | 1999-07-08 | 2001-01-18 | Radiometer Medical A/S | A sensor comprising a hydrophilic matrix material |
| US6582583B1 (en) | 1998-11-30 | 2003-06-24 | The United States Of America As Represented By The Department Of Health And Human Services | Amperometric biomimetic enzyme sensors based on modified cyclodextrin as electrocatalysts |
| US7202954B2 (en) | 2002-12-13 | 2007-04-10 | Fuji Photo Film Co., Ltd. | Target detecting apparatus, target detection method and target detection substrate |
-
1990
- 1990-06-20 JP JP16216290A patent/JPH0452546A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6582583B1 (en) | 1998-11-30 | 2003-06-24 | The United States Of America As Represented By The Department Of Health And Human Services | Amperometric biomimetic enzyme sensors based on modified cyclodextrin as electrocatalysts |
| WO2001004631A1 (en) * | 1999-07-08 | 2001-01-18 | Radiometer Medical A/S | A sensor comprising a hydrophilic matrix material |
| US7202954B2 (en) | 2002-12-13 | 2007-04-10 | Fuji Photo Film Co., Ltd. | Target detecting apparatus, target detection method and target detection substrate |
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