JPH04215043A - Acid material deteting element - Google Patents
Acid material deteting elementInfo
- Publication number
- JPH04215043A JPH04215043A JP40129190A JP40129190A JPH04215043A JP H04215043 A JPH04215043 A JP H04215043A JP 40129190 A JP40129190 A JP 40129190A JP 40129190 A JP40129190 A JP 40129190A JP H04215043 A JPH04215043 A JP H04215043A
- Authority
- JP
- Japan
- Prior art keywords
- sour
- fluorescent substance
- substance
- thin film
- substrate
- 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
- 239000000463 material Substances 0.000 title claims abstract description 14
- 239000002253 acid Substances 0.000 title abstract 5
- 150000002632 lipids Chemical class 0.000 claims abstract description 19
- 230000005284 excitation Effects 0.000 claims abstract description 11
- 239000000126 substance Substances 0.000 claims description 60
- 239000000758 substrate Substances 0.000 claims description 24
- 239000010409 thin film Substances 0.000 claims description 23
- 238000001514 detection method Methods 0.000 claims description 17
- 239000010408 film Substances 0.000 claims description 15
- 238000007711 solidification Methods 0.000 abstract description 2
- 230000008023 solidification Effects 0.000 abstract description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 26
- 239000000975 dye Substances 0.000 description 19
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 14
- 239000010410 layer Substances 0.000 description 13
- -1 borosilicate glass Chemical compound 0.000 description 10
- RNPXCFINMKSQPQ-UHFFFAOYSA-N dicetyl hydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCCCCCC RNPXCFINMKSQPQ-UHFFFAOYSA-N 0.000 description 9
- 239000012528 membrane Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 235000019614 sour taste Nutrition 0.000 description 6
- 239000010453 quartz Substances 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 235000019640 taste Nutrition 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- TZCPCKNHXULUIY-RGULYWFUSA-N 1,2-distearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC TZCPCKNHXULUIY-RGULYWFUSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- ZWZWYGMENQVNFU-UHFFFAOYSA-N Glycerophosphorylserin Natural products OC(=O)C(N)COP(O)(=O)OCC(O)CO ZWZWYGMENQVNFU-UHFFFAOYSA-N 0.000 description 2
- 235000019631 acid taste sensations Nutrition 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 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 2
- 230000008021 deposition Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- 239000001022 rhodamine dye Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- KILNVBDSWZSGLL-KXQOOQHDSA-N 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC KILNVBDSWZSGLL-KXQOOQHDSA-N 0.000 description 1
- WTBFLCSPLLEDEM-JIDRGYQWSA-N 1,2-dioleoyl-sn-glycero-3-phospho-L-serine Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC WTBFLCSPLLEDEM-JIDRGYQWSA-N 0.000 description 1
- SNKAWJBJQDLSFF-NVKMUCNASA-N 1,2-dioleoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC SNKAWJBJQDLSFF-NVKMUCNASA-N 0.000 description 1
- NRJAVPSFFCBXDT-HUESYALOSA-N 1,2-distearoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC NRJAVPSFFCBXDT-HUESYALOSA-N 0.000 description 1
- ZPJLDMNVDPGZIU-UHFFFAOYSA-N 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline Chemical compound C1=NC(Cl)=C2C=C(OCCOC)C(OCCOC)=CC2=N1 ZPJLDMNVDPGZIU-UHFFFAOYSA-N 0.000 description 1
- SRRQYYJNSLAZQX-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCN(CC)C(C=C1)=CC(O2)=C1C(C(C=CC=C1)=C1C([O-])=O)=C(C=C1)C2=CC1=[N+](CC)CCCCCCCCCCCCCCCCCC Chemical compound CCCCCCCCCCCCCCCCCCN(CC)C(C=C1)=CC(O2)=C1C(C(C=CC=C1)=C1C([O-])=O)=C(C=C1)C2=CC1=[N+](CC)CCCCCCCCCCCCCCCCCC SRRQYYJNSLAZQX-UHFFFAOYSA-N 0.000 description 1
- KLFKZIQAIPDJCW-HTIIIDOHSA-N Dipalmitoylphosphatidylserine Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC KLFKZIQAIPDJCW-HTIIIDOHSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- WFFZELZOEWLYNK-CLFAGFIQSA-N bis[(z)-octadec-9-enyl] hydrogen phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(O)(=O)OCCCCCCCC\C=C/CCCCCCCC WFFZELZOEWLYNK-CLFAGFIQSA-N 0.000 description 1
- 239000005388 borosilicate glass Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052594 sapphire Inorganic materials 0.000 description 1
- 239000010980 sapphire Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 150000003627 tricarboxylic acid derivatives Chemical class 0.000 description 1
- 235000019583 umami taste Nutrition 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
Landscapes
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
Abstract
Description
【０００１】0001
【産業上の利用分野】本発明は、酸味物質を検知するた
めの素子に関し、より特定的には、蛍光強度を測定する
ことにより酸味物質を検知する酸味物質検知素子に関す
る。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an element for detecting sour substances, and more particularly to an element for detecting sour substances by measuring fluorescence intensity.
【０００２】0002
【従来の技術】人間が感じ得る味は、甘味、苦味、酸味
、塩味及び旨味の５種の基本味に分類されるが、これら
の味を有する物質を客観的に検出し得る素子の登場が望
まれている。ところで、上記基本味のうち、酸味の強さ
はｐＨ値と相関性を有する。人間が感じ得るのは、ｐＨ
値が３程度よりも小さい場合であり、ｐＨ値が小さい程
酸味を強く感じる。従って、人間が感じる酸味の強さを
検知するには、ｐＨ＝０〜３の範囲で、ｐＨ値を簡便に
測定することができればよい。[Prior Art] The tastes that humans can sense are classified into five basic tastes: sweet, bitter, sour, salty, and umami. desired. By the way, among the basic tastes mentioned above, the strength of sourness has a correlation with the pH value. Humans can sense pH
This is a case where the pH value is less than about 3, and the lower the pH value, the stronger the sourness is felt. Therefore, in order to detect the strength of sour taste felt by humans, it is only necessary to easily measure the pH value in the range of pH=0 to 3.
【０００３】従来より、ｐＨ値を簡便に測定するための
器具としては、ガラス電極を用いて構成されたｐＨ電極
やｐＨ試験紙等がある。Conventionally, as instruments for easily measuring pH values, there have been a pH electrode constructed using a glass electrode, a pH test paper, and the like.
【０００４】0004
【発明が解決しようとする課題】しかしながら、ｐＨ電
極は、通常、ガラス電極を用いて構成されているため、
小型化が難しく、また割れやすいため取扱に注意を払わ
ねばならないという問題があった。他方、ｐＨ試験紙で
は、取扱は簡便であるが、色のついた試料の場合には正
確に読み取れない場合があること、並びに他の基本味を
検知する素子と組み合わせることが難しいこと等の問題
があった。[Problems to be Solved by the Invention] However, since pH electrodes are usually constructed using glass electrodes,
There are problems in that it is difficult to miniaturize and must be handled with care because it is easily broken. On the other hand, pH test paper is easy to handle, but has problems such as the fact that it may not be able to accurately read colored samples, and it is difficult to combine it with elements that detect other basic tastes. was there.
【０００５】よって、本発明の目的は、小型化及び取扱
が容易であり、色のついた試料においても酸味を正確に
検知し得る、酸味物質検知素子を提供することにある。[0005] Accordingly, an object of the present invention is to provide a sour substance sensing element that is miniaturized and easy to handle, and that can accurately detect sour taste even in colored samples.
【０００６】[0006]
【課題を解決するための手段及び作用】本発明の酸味物
質検知素子は、蛍光物質から発せられる蛍光を測定する
ことにより、酸味物質を検出することを特徴とするもの
であり、本願の第１，第２の発明は、それぞれ、下記の
構成を備える。第１の発明は、使用する蛍光物質を励起
するための励起光及び蛍光物質から発せられる蛍光を透
過し、かつ前記励起光により蛍光を発しない材料で構成
された基板と、基板上に形成されており、かつ脂質と蛍
光物質とからなる混合膜とを備える。[Means and effects for solving the problems] The sour substance detection element of the present invention is characterized in that it detects sour substances by measuring fluorescence emitted from a fluorescent substance, and is characterized in that it detects sour substances by measuring fluorescence emitted from a fluorescent substance. , the second invention each have the following configurations. A first invention provides a substrate made of a material that transmits excitation light for exciting a fluorescent substance to be used and fluorescence emitted from the fluorescent substance, and does not emit fluorescence due to the excitation light, and a substrate formed on the substrate. and a mixed membrane consisting of a lipid and a fluorescent substance.
【０００７】また、第２の発明の酸味物質検知素子は、
第１の発明の場合と同様に構成された基板と、該基板上
に形成されており、かつ蛍光物質よりなる第１の薄膜と
、該第１の薄膜上に形成された脂質よりなる第２の薄膜
とを備える。以下、本発明の構成を、より詳細に説明す
る。上記基板としては、使用する蛍光物質を励起するた
めの励起光及び蛍光物質から発せられる蛍光を透過し、
かつ励起光により蛍光を発しない材料であれば、適宜の
材料からなるものが用いられる。例えば、石英ガラス、
硼硅酸ガラス、合成サファイア、マイカ、ポリメタクリ
ル酸メタクリレート（ＰＭＭＡ）、ポリカーボネートま
たはポリエチレンテレフタレート（ＰＥＴ）等からなる
ものが用いられる。[0007] Furthermore, the sour substance detection element of the second invention includes:
A substrate configured in the same manner as in the case of the first invention, a first thin film formed on the substrate and made of a fluorescent substance, and a second thin film made of a lipid formed on the first thin film. and a thin film. Hereinafter, the configuration of the present invention will be explained in more detail. The above-mentioned substrate transmits excitation light for exciting the fluorescent substance used and fluorescence emitted from the fluorescent substance,
Any suitable material may be used as long as it does not emit fluorescence when excited by excitation light. For example, quartz glass,
Materials such as borosilicate glass, synthetic sapphire, mica, polymethacrylic acid methacrylate (PMMA), polycarbonate, or polyethylene terephthalate (PET) are used.
【０００８】次に、第１、第２の発明で用いられる脂質
及び蛍光物質を説明する。脂質としては、分子内に炭素
数１２〜２０の長鎖の飽和もしくは不飽和炭化水素基を
２個または３個有し、カルボキシル基もしくはカルボン
酸とのエステル結合又はリン酸とのエステル結合を有す
る化合物が用いられる。特に、−ＣＯＯＨやNext, the lipids and fluorescent substances used in the first and second inventions will be explained. As a lipid, it has two or three long-chain saturated or unsaturated hydrocarbon groups with 12 to 20 carbon atoms in the molecule, and has an ester bond with a carboxyl group or carboxylic acid, or an ester bond with phosphoric acid. A compound is used. In particular, -COOH and
【０００９
】0009
]
【化１】[Chemical formula 1]
【００１０】等の酸性の官能基を有するものが望ましく
、具体的には、ホスファチジルコリンやホスファチジル
セリン等と長鎖カルボン酸とのエステル、長鎖アルコー
ルとリン酸、ジカルボン酸もしくはトリカルボン酸との
エステル等を使用することができる。使用し得るホスフ
ァチジルコリンとしては、ジパルミトイルホスファチジ
ルコリン、ジステアロイルホスファチジルコリン、ジオ
レオイルホスファチジルコリン等が挙げられる。また、
ホスファチジルセリンとしては、ジパルミトイルホスフ
ァチジルセリン、ジステアロイルホスファチジルセリン
、ジオレオイルホスファチジルセリン等が挙げられる。
リン酸エステルとしては、ジ−ｎ−ヘキサデシルホスフ
ェート、ジ−ｎ−オクタデシルホスフェート、ジオレイ
ルホスフェート等が挙げられる。また、ジカルボン酸エ
ステルとしては、マロン酸またはコハク酸のパルミチル
エステル、ステアリルエステルまたはオレイルエステル
等が挙げられる。Those having acidic functional groups such as [0010] are desirable, and specifically, esters of phosphatidylcholine, phosphatidylserine, etc. and long-chain carboxylic acids, esters of long-chain alcohols and phosphoric acid, dicarboxylic acid, or tricarboxylic acid, etc. can be used. Examples of the phosphatidylcholine that can be used include dipalmitoylphosphatidylcholine, distearoylphosphatidylcholine, dioleoylphosphatidylcholine, and the like. Also,
Examples of phosphatidylserine include dipalmitoylphosphatidylserine, distearoylphosphatidylserine, dioleoylphosphatidylserine, and the like. Examples of the phosphoric acid ester include di-n-hexadecyl phosphate, di-n-octadecyl phosphate, dioleyl phosphate, and the like. Examples of dicarboxylic acid esters include palmityl ester, stearyl ester, and oleyl ester of malonic acid or succinic acid.
【００１１】なお、上記のような各種脂質化合物は、単
独で用いてもよく、あるいは２以上の上記脂質化合物を
混合して用いてもよく、さらに、これらの脂質化合物と
コレステロール等との混合物を用いてもよい。本発明に
おいて用いられる蛍光物質としては、シアニン系色素、
メロシアニン系色素、ローダミン系色素、オキソノール
系色素もしくはスチリル系色素等の各種色素類、アント
ラセン、ピレンもしくはペリレン等の縮合芳香環誘導体
、または有機金属錯体等を用いることができる。[0011] The above-mentioned various lipid compounds may be used alone, or two or more of the above-mentioned lipid compounds may be used as a mixture. Furthermore, a mixture of these lipid compounds and cholesterol etc. May be used. The fluorescent substances used in the present invention include cyanine dyes,
Various dyes such as merocyanine dyes, rhodamine dyes, oxonol dyes, or styryl dyes, fused aromatic ring derivatives such as anthracene, pyrene, or perylene, or organometallic complexes can be used.
【００１２】上記のうち、シアニン系色素としては、３
，３´−ジオクタデシル−２，２´−オキザカルボシア
ニン、１，１´−ジオクタデシル−３，３，３´，３´
−テトラメチル−２，２´−インドカルボシアニン、ま
たは１，１´−ジオクタデシル−３，３，３´，３´−
テトラメチル−２，２´−（４，５，４´，５´−ジベ
ンゾ）−インドジカルボシアニン等の塩が挙げられる。
また、メロシアニン系色素としては、３−カルボキシメ
チル−５−〔２−（３−オクタデシル−２−ベンゾチア
ゾリニリデン）エチリデン〕−ロ−ダミン等が挙げられ
、ローダミン系色素としては、〔９−（ｏ−カルボキシ
フェニル）−６−ジエチルアミノ−３Ｈ−キサンテン−
３−イリデン〕−Ｎ−エチル−Ｎ−オクタデシルアンモ
ニウム、または〔９−（ｏ−カルボキシフェニル）−６
−（Ｎ−エチル−Ｎ−オクタデシルアミノ）−３Ｈ−キ
サンテン−３−イリデン〕−Ｎ−エチル−Ｎ−オクタデ
シルアンモニウム等が挙げられる。Among the above, as cyanine dyes, 3
, 3'-dioctadecyl-2,2'-oxacarbocyanine, 1,1'-dioctadecyl-3,3,3',3'
-tetramethyl-2,2'-indocarbocyanine, or 1,1'-dioctadecyl-3,3,3',3'-
Examples include salts such as tetramethyl-2,2'-(4,5,4',5'-dibenzo)-indodicarbocyanine. Examples of merocyanine dyes include 3-carboxymethyl-5-[2-(3-octadecyl-2-benzothiazolinylidene)ethylidene]-rhodamine, and examples of rhodamine dyes include [9 -(o-carboxyphenyl)-6-diethylamino-3H-xanthene-
3-ylidene]-N-ethyl-N-octadecylammonium, or [9-(o-carboxyphenyl)-6
-(N-ethyl-N-octadecylamino)-3H-xanthene-3-ylidene]-N-ethyl-N-octadecylammonium and the like.
【００１３】第１の発明では、上述した脂質及び蛍光物
質からなる混合膜が、基板上に形成されている。この混
合膜は、種々の方法で形成することができ、ＬＢ法（Ｌ
ａｎｇｍｕｉｒ−Ｂｌｏｄｇｅｔｔ法）で成膜すること
が望ましいが、脂質膜を形成した後に、蛍光物質を染色
等の方法により該脂質膜中に含有させてもよい。さらに
二層又は三層の混合膜を積層した構造を有し、かつ表面
が親水性であることが好ましい。[0013] In the first invention, a mixed film made of the above-mentioned lipid and fluorescent substance is formed on a substrate. This mixed film can be formed by various methods, including the LB method (L
Although it is desirable to form the membrane by the Angmuir-Blodgett method, after the lipid membrane is formed, a fluorescent substance may be incorporated into the lipid membrane by a method such as staining. Furthermore, it is preferable that the membrane has a structure in which two or three layers of mixed membranes are laminated, and that the surface is hydrophilic.
【００１４】また、第２の発明では、上述した基板上に
、まず蛍光物質よりなる第１の薄膜が形成され、しかる
後脂質よりなる第２の薄膜が形成されている。この第１
，第２の薄膜の形成についても、ＬＢ法により順次成膜
して積層形成することが好ましい。さらに、第１の薄膜
は一層又は二層構造とし、他方第２の薄膜は二層の脂質
膜を積層形成したものが好ましく、また第２の薄膜の表
面は親水性であることが望ましい。上述したように、本
願の第１の発明では、基板上に脂質及び蛍光物質からな
る上記混合膜が形成された構造を有し、他方、第２の発
明では基板上に蛍光物質よりなる第１の薄膜及び脂質よ
りなる第２の薄膜が積層形成されている構造を有し、共
に、蛍光物質の蛍光強度を測定することにより酸味物質
量を検出する方法であるため、酸味物質の検知素子の固
体化・小型化を容易に図ることができる。Furthermore, in the second invention, a first thin film made of a fluorescent material is first formed on the above-mentioned substrate, and then a second thin film made of a lipid is formed. This first
, Regarding the formation of the second thin film, it is also preferable to form the second thin film sequentially by the LB method to form a layered film. Furthermore, it is preferable that the first thin film has a single-layer or two-layer structure, while the second thin film has two layers of lipid membranes laminated, and the surface of the second thin film is preferably hydrophilic. As described above, the first invention of the present application has a structure in which the above-mentioned mixed film made of a lipid and a fluorescent substance is formed on a substrate, while the second invention has a structure in which the above-mentioned mixed film made of a lipid and a fluorescent substance is formed on a substrate. It has a structure in which a thin film of 1 and a second thin film of lipid are laminated, and the method detects the amount of sour substances by measuring the fluorescence intensity of the fluorescent substance. Solidification and miniaturization can be easily achieved.
【００１５】[0015]
【実施例】以下、本発明の非限定的な実施例を説明する
ことにより、本発明を明らかにする。
実施例１
脂質として、ジ−ｎ−ヘキサデシルホスフェート、蛍光
物質として下記の式（Ａ）で示すシアニン系色素、すな
わち３，３´−ジオクタデシル−２，２´−オキザカル
ボシアニン・パークロレート（以下、シアニン系色素Ａ
と略す）を用いた。EXAMPLES The present invention will now be explained by describing non-limiting examples thereof. Example 1 Di-n-hexadecyl phosphate was used as the lipid, and a cyanine dye represented by the following formula (A) was used as the fluorescent substance, that is, 3,3'-dioctadecyl-2,2'-oxacarbocyanine perchlorate. (Hereinafter, cyanine dye A
) was used.
【００１６】[0016]
【化２】[Case 2]
【００１７】ジヘキサデシルホスフェート（分子量；５
４６．８６）を１．６ｍｇ、シアニン系色素Ａ（分子量
８８１．７２）を２．６ｍｇ混合し、クロロホルム１０
ｍｌに溶解した。得られた溶液４０μｌを、ＬＢ膜成膜
装置の水面上に展開し、表面圧を４０ｍＮ／ｍに保ち、
ＬＢ法により透明石英基板上に一層目は基板を上に引き
上げつつ、二層目は基板を押し下げながら二層膜を形成
した。
このようにして透明基板上に混合膜を形成した構造を図
１に略図的に示す。図１において、１は透明石英基板を
、２はジヘキサデシルホスフェート分子を、３はシアニ
ン系色素Ａ分子を、４は混合膜を、５は酸味物質検知素
子を示す。Dihexadecyl phosphate (molecular weight: 5
46.86) and 2.6 mg of cyanine dye A (molecular weight 881.72) were mixed, and chloroform 10
ml. 40 μl of the obtained solution was spread on the water surface of the LB film deposition apparatus, and the surface pressure was maintained at 40 mN/m.
A two-layer film was formed on a transparent quartz substrate by the LB method, with the first layer being pulled up and the second layer being pushed down. A structure in which a mixed film is formed on a transparent substrate in this manner is schematically shown in FIG. In FIG. 1, 1 is a transparent quartz substrate, 2 is a dihexadecyl phosphate molecule, 3 is a cyanine dye A molecule, 4 is a mixed film, and 5 is an acid taste substance sensing element.
【００１８】次に、図１に示した酸味物質検知素子５を
、図２に示すように、測定用セル６内に固定した。測定
用セル６は石英ガラスからなり、該測定用セル６の一の
内壁に、上記検知素子５を接触・固定させた。次に、測
定用セル６内に、酸味物質として、塩酸７を充填し、分
光蛍光光度計（日本分光工業株式会社製；ＦＰ−７７７
）を用いて、蛍光強度を測定した。測定にあたっては、
セル内に充填した塩酸の濃度を変更し、種々の濃度にお
いて、励起光４５０ｎｍとしたときの蛍光波長５９０ｎ
ｍの強度を測定した。Next, the sour substance detection element 5 shown in FIG. 1 was fixed in the measurement cell 6 as shown in FIG. The measurement cell 6 was made of quartz glass, and the detection element 5 was contacted and fixed to one inner wall of the measurement cell 6. Next, the measurement cell 6 was filled with hydrochloric acid 7 as a sour substance, and a spectrofluorometer (manufactured by JASCO Corporation; FP-777
) was used to measure the fluorescence intensity. When measuring,
By changing the concentration of hydrochloric acid filled in the cell, the fluorescence wavelength was 590n when the excitation light was 450nm at various concentrations.
The intensity of m was measured.
【００１９】上記のようにして測定した蛍光強度を、下
記の表１に示す。The fluorescence intensity measured as described above is shown in Table 1 below.
【００２０】[0020]
【表１】[Table 1]
【００２１】表１から明らかなように、酸味物質である
塩酸の濃度の変化に応じて、蛍光強度が変化していくこ
とがわかる。水の場合の蛍光強度をＦ０ 、塩酸に対す
る蛍光強度をＦ１ とし、塩酸濃度に対する蛍光強度の
変化率（Ｆ０ −Ｆ１ ）／Ｆ０ ×１００（％）を、
塩酸濃度に対してプロットしたところ、図３に示す結果
が得られた。酸味の閾値は１×１０−３モル／ｌ（ｐＨ
＝３）程度であるため、図３から、閾値付近の濃度まで
測定し得ることがわかる。また、人間の感じる酸味の強
さは、酸味物質の濃度の対数に比例すると言われている
が、図３の酸味物質検知素子の特性も濃度の対数に依存
しているため、本実施例の酸味物質検知素子によれば、
人間の感じる酸味強度を測定し得ることがわかる。
実施例２
実施例１と同様に、脂質として、ジヘキサデシルホスフ
ェート、蛍光物質としてシアニン系色素Ａを用いた。As is clear from Table 1, the fluorescence intensity changes as the concentration of hydrochloric acid, which is a sour substance, changes. Let F0 be the fluorescence intensity for water and F1 be the fluorescence intensity for hydrochloric acid, and the rate of change in fluorescence intensity with respect to hydrochloric acid concentration (F0 - F1)/F0 x 100 (%) is:
When plotted against the hydrochloric acid concentration, the results shown in FIG. 3 were obtained. The sourness threshold is 1 x 10-3 mol/l (pH
= 3), it can be seen from FIG. 3 that it is possible to measure the concentration up to the vicinity of the threshold value. Furthermore, it is said that the strength of the sour taste felt by humans is proportional to the logarithm of the concentration of the sour substance, but since the characteristics of the sour substance detection element shown in FIG. 3 also depend on the logarithm of the concentration, this example According to the sour substance detection element,
It can be seen that the intensity of sour taste felt by humans can be measured. Example 2 As in Example 1, dihexadecyl phosphate was used as the lipid, and cyanine dye A was used as the fluorescent substance.
【００２２】シアニン系色素Ａ５．４ｍｇをクロロホル
ム１０ｍｌに溶解した。得られた溶液４０μｌを、ＬＢ
膜成膜装置の水面上に展開し、表面圧を４０ｍＮ／ｍに
保ち、ＬＢ法により透明石英基板上に一層目は基板を上
に引き上げつつ、二層目は基板を押し下げながらシアニ
ン系色素Ａの二層膜、すなわち第１の薄膜を形成した。
次に、ジヘキサデシルホスフェート３．３ｍｇをクロロ
ホルム１０ｍｌに溶解し、シアニン系色素Ａの場合と同
様に、表面圧４０ｍＮ／ｍでシアニン系色素Ａの二層膜
上に、一層目は引き上げつつ、二層目は押し下げながら
、ジヘキサデシルホスフェートの二層膜、すなわち第２
の薄膜を形成した。5.4 mg of cyanine dye A was dissolved in 10 ml of chloroform. 40 μl of the obtained solution was added to LB
Cyanine dye A was spread on the water surface of the film deposition apparatus, and the surface pressure was maintained at 40 mN/m, and cyanine dye A was applied onto the transparent quartz substrate using the LB method while pulling the substrate upwards for the first layer and pushing the substrate downwards for the second layer. A two-layer film, that is, a first thin film was formed. Next, 3.3 mg of dihexadecyl phosphate was dissolved in 10 ml of chloroform, and as in the case of cyanine dye A, it was placed on the two-layer film of cyanine dye A at a surface pressure of 40 mN/m while the first layer was pulled up. While pressing down on the second layer, remove the dihexadecyl phosphate bilayer film, i.e. the second layer.
A thin film was formed.
【００２３】このようにして透明基板上に第１、第２の
薄膜を形成した構造を図４に略図的に示す。図４におい
て、１１は透明石英基板を、１２はジヘキサデシルホス
フェート分子を、１３はシアニン系色素Ａ分子、１４は
第１の薄膜、１５は第２の薄膜、１６は酸味物質検知素
子を示す。次に、図４に示した酸味物質検知素子１６を
、実施例１の場合と同様に測定用セル内に固定し、測定
用セル内に、塩酸を充填し、分光蛍光光度計（日本分光
工業株式会社製；ＦＰ−７７７）を用いて、蛍光強度を
測定した。測定にあたっては、セル内に充填した塩酸の
濃度を変更し、種々の濃度において、励起光を４５０ｎ
ｍとしたときの蛍光波長５８０ｎｍの強度を測定した。FIG. 4 schematically shows a structure in which the first and second thin films are formed on a transparent substrate in this manner. In FIG. 4, 11 is a transparent quartz substrate, 12 is a dihexadecyl phosphate molecule, 13 is a cyanine dye A molecule, 14 is a first thin film, 15 is a second thin film, and 16 is an acid taste substance sensing element. . Next, the sour substance detection element 16 shown in FIG. Fluorescence intensity was measured using FP-777 (manufactured by Co., Ltd.). During the measurement, the concentration of the hydrochloric acid filled in the cell was changed, and the excitation light was applied at 450 nm at various concentrations.
The intensity at a fluorescence wavelength of 580 nm was measured, where m is the fluorescence wavelength.
【００２４】上記のようにして測定した蛍光強度を、下
記の表２に示す。The fluorescence intensity measured as described above is shown in Table 2 below.
【００２５】[0025]
【表２】[Table 2]
【００２６】表２から明らかなように、塩酸濃度の変化
に応じて、蛍光強度が変化していくことがわかる。実施
例１と同様に、水の場合の蛍光強度をＦ０ 、塩酸に対
する蛍光強度をＦ１ とし、塩酸濃度に対する蛍光強度
の変化率（Ｆ０ −Ｆ１ ）／Ｆ０ ×１００（％）を
、塩酸濃度に対してプロットしたところ、図５に示す結
果が得られた。図５より本実施例においても閾値付近の
濃度まで測定し得ることがわかる。また、本実施例の酸
味物質検知素子の特性も塩酸濃度の対数に依存している
ため、本実施例の酸味物質検知素子によれば、人間の感
じる酸味強度を測定し得ることがわかる。As is clear from Table 2, the fluorescence intensity changes as the hydrochloric acid concentration changes. As in Example 1, the fluorescence intensity for water is F0 and the fluorescence intensity for hydrochloric acid is F1. When plotted, the results shown in FIG. 5 were obtained. It can be seen from FIG. 5 that in this example as well, it is possible to measure concentrations up to the vicinity of the threshold value. Furthermore, since the characteristics of the sour substance detection element of this example also depend on the logarithm of the hydrochloric acid concentration, it can be seen that the sour taste intensity felt by humans can be measured with the sour substance detection element of this example.
【００２７】[0027]
【発明の効果】本願の第１の発明によれば、基板上に上
記した脂質及び蛍光物質からなる混合膜を形成すること
により、また、第２の発明によれば基板上に蛍光物質よ
りなる第１の薄膜及び脂質よりなる第２の薄膜を形成す
ることにより、酸味物質検知素子が構成されており、上
記蛍光物質から発せられる蛍光強度を測定することによ
り酸味物質量が検出される。従って、酸味物質検知素子
の固体化を図ることができる。よって、従来のｐＨ電極
では取扱に際し割れ易かったのに対し、本発明の酸味物
質検知素子は、固体素子として構成され得るため、取扱
いの際に割れ等が生じ難い。また、実施例１，２から明
らかなように、本願の第１，第２の発明の酸味物質検知
素子によれば、人間の感じる酸味の強さに相関するよう
に、酸味物質量を検出することができる。Effects of the Invention According to the first invention of the present application, by forming a mixed film made of the above-mentioned lipid and fluorescent substance on a substrate, and according to the second invention, A sour substance detection element is constructed by forming the first thin film and a second thin film made of lipid, and the amount of sour substances is detected by measuring the fluorescence intensity emitted from the fluorescent substance. Therefore, it is possible to solidify the sour substance detection element. Therefore, whereas conventional pH electrodes are prone to cracking when handled, the sour substance sensing element of the present invention can be configured as a solid element, and therefore is less likely to crack when handled. Further, as is clear from Examples 1 and 2, the sour substance detection elements of the first and second inventions of the present application detect the amount of sour substances so as to correlate with the intensity of sour taste felt by humans. be able to.
【図１】実施例１で用意された酸味物質検知素子の構成
を略図的に示す図。FIG. 1 is a diagram schematically showing the configuration of a sour substance detection element prepared in Example 1.
【図２】実施例１において蛍光強度を測定する工程を説
明するための略図的平面図。FIG. 2 is a schematic plan view for explaining the step of measuring fluorescence intensity in Example 1.
【図３】実施例１の結果を示し、塩酸濃度と蛍光強度の
変化率との関係を示す図。FIG. 3 is a diagram showing the results of Example 1 and showing the relationship between the hydrochloric acid concentration and the rate of change in fluorescence intensity.
【図４】実施例２で用意された酸味物質検知素子の構成
を略図的に示す図。FIG. 4 is a diagram schematically showing the configuration of a sour substance detection element prepared in Example 2.
【図５】実施例２の結果を示し、塩酸濃度と蛍光強度の
変化率との関係を示す図。FIG. 5 is a diagram showing the results of Example 2 and showing the relationship between the hydrochloric acid concentration and the rate of change in fluorescence intensity.
１ 透明石英基板
２ ジヘキサデシルホスフェート分子３
シアニン系色素Ａ分子
４ 混合膜
５ 酸味物質検知素子
６ 測定用セル
７ 塩酸1 Transparent quartz substrate 2 Dihexadecyl phosphate molecule 3
Cyanine dye A molecule 4 Mixed membrane 5 Sour substance detection element 6 Measurement cell 7 Hydrochloric acid
Claims (2)
ることにより酸味物質を検知する酸味物質検知素子であ
って、使用する蛍光物質を励起するための励起光及び蛍
光物質から発せられる蛍光を透過し、かつ前記励起光に
より蛍光を発しない材料で構成された基板と、前記基板
上に形成されており、かつ脂質と蛍光物質とからなる混
合膜とを備えることを特徴とする、酸味物質検知素子。Claim 1: A sour substance detection element that detects a sour substance by measuring fluorescence emitted from a fluorescent substance, which transmits excitation light for exciting the fluorescent substance used and fluorescence emitted from the fluorescent substance. and a substrate made of a material that does not emit fluorescence by the excitation light, and a mixed film formed on the substrate and made of a lipid and a fluorescent substance. .
ることにより酸味物質を検知する酸味物質検知素子であ
って、使用する蛍光物質を励起するための励起光及び蛍
光物質から発せられる蛍光を透過し、かつ前記励起光に
より蛍光を発しない材料で構成された基板と、前記基板
上に形成されており、かつ蛍光物質よりなる第１の薄膜
と、前記第１の薄膜上に形成されており、かつ脂質より
なる第２の薄膜とを備えることを特徴とする、酸味物質
検知素子。2. A sour substance detection element that detects a sour substance by measuring fluorescence emitted from a fluorescent substance, which transmits excitation light for exciting the fluorescent substance used and fluorescence emitted from the fluorescent substance. , and a substrate made of a material that does not emit fluorescence by the excitation light, a first thin film formed on the substrate and made of a fluorescent substance, and formed on the first thin film, and a second thin film made of lipid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP40129190A JPH04215043A (en) | 1990-12-11 | 1990-12-11 | Acid material deteting element |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP40129190A JPH04215043A (en) | 1990-12-11 | 1990-12-11 | Acid material deteting element |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04215043A true JPH04215043A (en) | 1992-08-05 |
Family
ID=18511133
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP40129190A Pending JPH04215043A (en) | 1990-12-11 | 1990-12-11 | Acid material deteting element |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04215043A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017534890A (en) * | 2014-11-13 | 2017-11-24 | マーケット ユニバーシティー | Adapter for spectrofluorometer cell holder |
-
1990
- 1990-12-11 JP JP40129190A patent/JPH04215043A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017534890A (en) * | 2014-11-13 | 2017-11-24 | マーケット ユニバーシティー | Adapter for spectrofluorometer cell holder |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US6984528B2 (en) | Method for detecting an analyte by fluorescence | |
| Stelzle et al. | Sensitive detection of protein adsorption to supported lipid bilayers by frequency-dependent capacitance measurements and microelectrophoresis | |
| Raghuraman et al. | Monitoring the looping up of acyl chain labeled NBD lipids in membranes as a function of membrane phase state | |
| Mukherjee et al. | Organization and dynamics of N-(7-nitrobenz-2-oxa-1, 3-diazol-4-yl)-labeled lipids: a fluorescence approach | |
| JP3782780B2 (en) | Sensors for optical emission measurements of analytes | |
| JP2008509402A (en) | Many different species detection methods | |
| Vitha et al. | Comparison of excitation and emission ratiometric fluorescence methods for quantifying the membrane dipole potential | |
| US20120028823A1 (en) | pH MODULATION METHOD TO DETECT LIGAND-RECEPTOR BINDING | |
| US20090062141A1 (en) | Method for evaluating drug candidates | |
| JP2011047923A (en) | Liposome composition, method for producing the same, and method for analyzing analyte by using the same | |
| JPH04215043A (en) | Acid material deteting element | |
| You et al. | Fluorescent, Synthetic Amphiphilic Heptapeptide Anion Transporters: Evidence for Self‐Assembly and Membrane Localization in Liposomes | |
| Schrems et al. | Liposome fusion on proteinaceous S-layer lattices triggered via β-diketone ligand–europium (III) complex formation | |
| US20070172813A1 (en) | Method for Evaluating Drug Candidates | |
| EP2547785A2 (en) | Assay for analytes based on aggregation | |
| Song et al. | Detection of multivalent interactions through two-tiered energy transfer | |
| Kurihara et al. | Exploration of interactions between membrane proteins embedded in supported lipid bilayers and their antibodies by reflectometric interference spectroscopy-based sensing | |
| JPH04215042A (en) | Bitter material detecting element | |
| JPH04340444A (en) | Detection element and detection method of bitter substance | |
| Gorbenko et al. | Resonance energy transfer study of lysozyme–lipid interactions | |
| Nikolelis et al. | Biosensors for the rapid repetitive detection of adrenaline using stabilized bilayer lipid membranes (BLMs) with incorporated calix [4] resorcinarene receptor | |
| JP2009198283A (en) | Measuring method of analyte | |
| Večeř et al. | Diffusion membrane potential in liposomes: setting by ion gradients, absolute calibration and monitoring of fast changes by spectral shifts of diS-C3 (3) fluorescence maximum | |
| Epand et al. | Acid-induced fusion of liposomes: studies with 2, 3-seco-5α-cholestan-2, 3-dioic acid | |
| Faggiano et al. | Phospholipid components of the synthetic pulmonary surfactant CHF5633 probed by fluorescence spectroscopy |