JPS5935142A - Determination of catecholamine - Google Patents
Determination of catecholamineInfo
- Publication number
- JPS5935142A JPS5935142A JP14653082A JP14653082A JPS5935142A JP S5935142 A JPS5935142 A JP S5935142A JP 14653082 A JP14653082 A JP 14653082A JP 14653082 A JP14653082 A JP 14653082A JP S5935142 A JPS5935142 A JP S5935142A
- Authority
- JP
- Japan
- Prior art keywords
- catecholamine
- derivative
- noradrenaline
- sample
- adrenaline
- 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.)
- Granted
Links
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/52—Use of compounds or compositions for colorimetric, spectrophotometric or fluorometric investigation, e.g. use of reagent paper and including single- and multilayer analytical elements
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hematology (AREA)
- Immunology (AREA)
- Engineering & Computer Science (AREA)
- Urology & Nephrology (AREA)
- Molecular Biology (AREA)
- Chemical & Material Sciences (AREA)
- Biomedical Technology (AREA)
- Physics & Mathematics (AREA)
- Microbiology (AREA)
- Cell Biology (AREA)
- Food Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Biotechnology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は、カテコールアミンの定量法に関し、血液、尿
等の生体試料液中に極めて微量に含有されるカテコール
アミンを液体クロマトグラフィーを利用して分離し、ノ
ルアドレナリン、アドレナリン、ドー・ヘミンの３成分
を定量する方法区間する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for quantifying catecholamines, which uses liquid chromatography to separate catecholamines contained in extremely small amounts in biological sample fluids such as blood and urine. - Describe the method for quantifying the three components of hemin.
従来生体試料液中に含有されるカテコールアミンの定量
法として、高速液体クロマトグラフィーで、ノルアドレ
ナリン、アドレナリン、ドーパミンの３成分を分画し、
これらの各成分の電気化学的性質を利用して検出する方
法（ＶＭＤ法）と、高速液体クロマトグラフィーでノル
アドレナリン、アドレナリン、ドーパミンの３成分に分
画し、次いで蛍光物質に変換した後、その蛍光を検知し
定量する方法（ＴＨＩ法）の工法が実用化されている。Conventionally, as a method for quantifying catecholamines contained in biological sample fluids, three components, noradrenaline, adrenaline, and dopamine, are fractionated using high-performance liquid chromatography.
There is a detection method that utilizes the electrochemical properties of each of these components (VMD method), and a method that uses high-performance liquid chromatography to fractionate into three components, noradrenaline, adrenaline, and dopamine, and then converts them into fluorescent substances, and then detects the fluorescence. A method for detecting and quantifying (THI method) has been put into practical use.
しかしながらＶＭＤ法では、生体試料液中の電気化学的
性質を有する全ての成分を同感度で検出するため、カテ
コールアミンを検出するためにはか々り繁雑な前処理を
必要とする欠点があり。However, since the VMD method detects all components having electrochemical properties in a biological sample liquid with the same sensitivity, it has the disadvantage that it requires extensive pretreatment in order to detect catecholamines.
又血中カテコールアミンけその濃度が１（ｒ１２ｙ（ｐ
π）程度であって極めて微量であるため、アドレナリン
、Ｐ−パミンの検出が困難であった。In addition, the concentration of catecholamines in the blood is 1 (r12y (p
It was difficult to detect adrenaline and P-pamine because they were in very small amounts (about π).
又ＴＩＩＩ法では感度的にＶＭＤより優れ、血中カテコ
ールアミンも、ノルアドレナリン、アドレナリンの検出
が可能である。しかしドーパミンけＴＨＩ物質への変換
効率が悪く、シかも測定波長がノルアドレナリン、アド
レナリンとけ異なるため検出できないという欠点があっ
た。Furthermore, the TIII method is superior in sensitivity to VMD, and can detect blood catecholamines such as noradrenaline and adrenaline. However, the conversion efficiency into dopamine and THI substances is poor, and the measurement wavelength is different from that of noradrenaline and adrenaline, so it cannot be detected.
零発明けＥ記の欠点を解消し、生体試料液中のノルアド
レナリン、アドレナリン、ドー／＜ダンの各成分を液体
クロマトグラフィーにより分画し、これらを化学発光を
利用して検知し、定量する方法を提供することを目的と
する。A method that solves the drawbacks of Zero Invention E and separates each component of noradrenaline, adrenaline, and do/<dane in a biological sample solution by liquid chromatography, and detects and quantifies these components using chemiluminescence. The purpose is to provide
本発明の要旨は、カテコールアミンを含有する試料液中
に、ダンシルハライドを添加してカテコールアミンと反
応させカテコールアミン誘導体を生成させ、このカテコ
ールアミン誘導体を含有する試料液を液体クロマトグラ
フィーにおける分離用カラムに導入してノルアドレナリ
ン誘導体、アドレナリン誘導体、ドーパダン誘導体に分
離し、分離された夫々の誘導体に蓚酸エステルと過酸化
水素を接触させて化学発光を生じさせ、この化学発光を
検知して定量を行うことを特徴とする、カテコールアミ
ンの定量法に存する１、
次に本発明カテコールアミンの定量法について更に詳細
に説明する。The gist of the present invention is to add dansyl halide to a sample liquid containing catecholamine, react with the catecholamine to generate a catecholamine derivative, and introduce the sample liquid containing the catecholamine derivative into a separation column in liquid chromatography. The method is characterized by separating into noradrenaline derivatives, adrenaline derivatives, and dopadane derivatives, contacting each separated derivative with oxalate ester and hydrogen peroxide to generate chemiluminescence, and detecting this chemiluminescence to perform quantitative determination. 1. Next, the method for quantifying catecholamines of the present invention will be explained in more detail.
血液、尿等の生体試料液中にダンシルハライドを添加し
て、試料液中に微量に含有されるカテコ−ＪＬ／アミン
と反応させてダンシル化されたカテコールアミン誘導体
を生成させる。。Dansyl halide is added to a biological sample liquid such as blood or urine, and reacts with catechol-JL/amine contained in a trace amount in the sample liquid to produce a dansylated catecholamine derivative. .
このダンシル化の工程は液体クロマトグラフィーにおけ
る前処理として行うことができる。ダンシルハライドと
しては、ダンジルクロライドが最適である。試料液中の
カテコールアミンのダンシル化は、例えば試料液の水分
量が２０〜４０重量％となるように調整し、ＰＨ８〜９
゜４０〜５０℃、２０分間の加温条件下に、１重量％の
濃度のダンシルハライドのアセトン溶液を少くとも、カ
テコールアミンの６倍モル量を加えればよく、これによ
りカテコールアミンのダンシル化反応を完全に行なわせ
るこ吉ができる。This dansylation step can be performed as a pretreatment in liquid chromatography. As the dansyl halide, dansyl chloride is most suitable. Dansylation of catecholamines in a sample solution is performed by adjusting the water content of the sample solution to 20 to 40% by weight, and adjusting the pH to 8 to 9.
Under heating conditions of 40 to 50°C for 20 minutes, an acetone solution of dansyl halide with a concentration of 1% by weight is added at least 6 times the molar amount of catecholamine, and this completes the dansylation reaction of catecholamine. Kokichi is able to do it.
このようにして得られた、カテコールアミン誘導体、す
なわちダンシル化カテコールアミンを液体クロマトグラ
フィーにおける分離用カラムＫ １１人してノルアドレ
ナリン誘導体、アドレナリン誘導体、ドーパミン誘導体
に分離する。この場合の液体クロマトグラフィ一工程を
第１図に示す。１は溶離液槽であり、例えば水：メタノ
ールコトリエチルアミン混合液が使用され。The catecholamine derivative thus obtained, that is, the dansylated catecholamine, is separated into a noradrenaline derivative, an adrenaline derivative, and a dopamine derivative using a separation column K in liquid chromatography. One step of liquid chromatography in this case is shown in FIG. 1 is an eluent tank in which, for example, a water:methanol cotriethylamine mixture is used.
定流量ポンプ２により送液される。溶離液のＰＨ値、イ
オン強度、イオンの種類、流速等は分離カラムの分１ｌ
ｌＩ！能に応じて調整される。３は試刺注大器であり、
カテコールアミン誘導体を含有する試料液が供給されて
溶離液と混合される。The liquid is fed by a constant flow pump 2. The pH value, ionic strength, type of ion, flow rate, etc. of the eluent are determined by 1 liter per separation column.
lI! Adjusted according to ability. 3 is the test case,
A sample solution containing a catecholamine derivative is provided and mixed with the eluent.
４け分離用カラムであり、例えばオクタデシル基を導入
した多孔性シリカ、ジビニルベンゼン−（メク）アクリ
ル酸共重合体等の粒子が充填されている。It is a four-layer separation column, and is filled with particles such as porous silica into which octadecyl groups have been introduced, divinylbenzene-(mek)acrylic acid copolymer, and the like.
溶離液と混り合った前記試料液は分離用カラムを通過す
ることによりノルアドレナリン誘導体（ダンシル化ノル
アドレナリン）、アドレナリン誘導体（ダンシル化アド
レナリン）、ドーパ５−
ダン１１１体（ダンシル化ドーパミン）の３成分に分離
される。The sample solution mixed with the eluent passes through a separation column and is converted into three components: noradrenaline derivative (dansylated noradrenaline), adrenaline derivative (dansylated adrenaline), and dopa 5-dan 111 body (dansylated dopamine). separated.
本発明においてはこのようにして分離された夫々の誘導
体に蓚酸エステルと過酸化水素を接触させて化学発光を
生じさせる。蓚酸エステルとしては、
０
１１１
Ｒ−０−Ｃ−Ｃ−０−Ｒ
の構造をもつものが用いられるが、好ましくけＲがベン
ゼン環であるものが使用される。又、最適にはビス（２
，４，６−）リクロロフエニ＃）ｇ酸二Ｘ７’ル、ビス
（２，４−ジニトロフェニル）蓚酸エステルが使用され
る。この蓚酸エステルは例えば酢酸エチル等の溶剤に溶
解されて使用される。５は蓚酸エステル溶液槽であり、
定流量ポンプ６により流通管を通じて供給される。In the present invention, each derivative thus separated is brought into contact with oxalic acid ester and hydrogen peroxide to generate chemiluminescence. As the oxalic acid ester, those having the structure 0 111 R-0-C-C-0-R are used, and those in which R is a benzene ring are preferably used. Also, optimally screws (2
,4,6-)lichlorophenylated acid diX7', bis(2,4-dinitrophenyl)oxalate ester is used. This oxalate ester is used after being dissolved in a solvent such as ethyl acetate. 5 is an oxalic acid ester solution tank;
It is supplied through a flow pipe by a constant flow pump 6.
７け過酸化水素溶液槽であり、溶離液と蓚酸エステル溶
液との混合性をよくするために、アセトン、アセトニト
リル、炭素数が１〜５のアル６−
コール等が溶剤として使用され、定流量ポンプ８により
供給される。This is a 7-cell hydrogen peroxide solution tank, and in order to improve the miscibility of the eluent and the oxalic acid ester solution, acetone, acetonitrile, alcohol with 1 to 5 carbon atoms, etc. are used as solvents, and a constant flow rate is used. It is supplied by pump 8.
又、化学発光は弱アルカリ性の条件下で最大強度を示す
ので、例えばトリス塩酸緩衝液等が緩衝液槽９から定流
針ポンプ１０により供給され、ＰＨ値が弱アルカリ性、
望ましくけＰ Ｈ８，０に調整される。In addition, since chemiluminescence shows its maximum intensity under weakly alkaline conditions, for example, a Tris-HCl buffer solution or the like is supplied from the buffer tank 9 by the constant flow needle pump 10, so that the pH value is slightly alkaline,
Desirably, the pH is adjusted to 8.0.
蓚酸エステル溶液と過酸化水素溶液は合流し、蓚酸エス
テルと過酸化水素との反応により１゜２−ジオキセタン
ジオンが生成する。この物質は高エネルギー性物質であ
り、分離されたノルアドレナリン誘導体、アドレナリン
誘導体、１゜−ノ（ミン誘導体にエネルギーを移行させ
、高エネルギー化された夫々の誘導体が発光される。The oxalate ester solution and the hydrogen peroxide solution are combined, and 1°2-dioxetanedione is produced by the reaction between the oxalate ester and hydrogen peroxide. This substance is a high-energy substance, and transfers energy to the separated noradrenaline derivative, adrenaline derivative, and 1°-(min) derivative, and each highly energized derivative emits light.
蓚酸エステルと過酸化水素との反応、及び、これにより
生ずる高エネルギー性物質によるエネルギー移行は非常
に早く行なわれるので、分離された夫々の誘導体を含む
試料液、蓚酸エステル溶液、過酸化水素溶液を同時に合
流させても何ら差支えない。The reaction between oxalate ester and hydrogen peroxide and the resulting energy transfer by the high-energy substance occur very quickly. There is no problem in merging them at the same time.
次いでこの化学発光を検知して定量を行う。１１は検出
器であり、光電子増倍管で検知する。光電子増倍管から
の信号はフォトンカウンターでパルスで処理するのが感
度上有利であるが、分光器のように電流として取出して
も差支えない。This chemiluminescence is then detected and quantified. 11 is a detector, which detects with a photomultiplier tube. Although it is advantageous for sensitivity to process the signal from the photomultiplier tube in the form of pulses using a photon counter, it is also possible to extract the signal as a current as in a spectrometer.
取出された信号は、記録計１２で記録する。The extracted signal is recorded by a recorder 12.
この記録結果に基づいて、例えばフォトンカウンターの
パルス信号故により、ノルアドレナリン誘導体、アドレ
ナリン誘導体、ドーパミン誘導体の量を知ることができ
、これにより知り得た量から生体試料中に元々含有され
ていたノルアドレナリン、アドレナリン、ドーノ鳴ミン
を定量することができる。Based on the recorded results, for example, the amount of noradrenaline derivatives, adrenaline derivatives, and dopamine derivatives can be determined based on the pulse signal of a photon counter, and from the obtained amounts, noradrenaline originally contained in the biological sample can be determined. It is possible to quantify adrenaline and dono-narumin.
本発Ｆ３ＡＶＣよれば試料中に微量にしか含有されない
カテコールアミンにおける、アドレナリン、ノルアドレ
ナリン、ドーノ曵ミンの３成分を同時にかつ高感度に測
定することができる。又測定に際して一つの装置で測定
を行うことができ、測定時間を短縮される等の利点が存
する。According to the present F3AVC, it is possible to simultaneously and highly sensitively measure the three components of catecholamines, adrenaline, noradrenaline, and dominamine, which are contained in only trace amounts in a sample. Further, there are advantages such as being able to perform measurements with one device and shortening the measurement time.
実施例１
健常人３検休の血液５−を真空採血管に採取し、３０分
間室温放置後、３０００ ｒ、 ｐ、 ｍ、で５分間遠
心分離し、血？ｌ！ｔ２−に、２−の０．０１モルトリ
ス塩酸緩衝液（Ｐ Ｈ８，０）を加え、混合した後、１
重量％のダンジルクロライドのアセトン溶液３ｔｎＩ！
を加え、５０℃で２０分間加温し反応させ、カテコール
アミンをダンシル化した。Example 1 Blood sample 5 from healthy person 3 was collected into a vacuum blood collection tube, left at room temperature for 30 minutes, centrifuged at 3000 r, p, m for 5 minutes, and blood was collected. l! Add 2- of 0.01 mol Tris-HCl buffer (PH 8,0) to t2-, mix, and then add 1
Acetone solution of danzyl chloride in weight% 3tnI!
was added and reacted by heating at 50° C. for 20 minutes to dansylate the catecholamine.
こうして得たカテコールアミン誘導体を含有する試料液
１００μｊを高速液体クロマトグラフィーに注入した。100 μj of the sample solution containing the catecholamine derivative thus obtained was injected into a high performance liquid chromatography system.
高速液体クロマトグラフィーにおいて、溶離液槽１から
溶離液として水：メタノール：トリエチルアミン（６０
：３０：１０）を供給し、定流量ポンプ２で流速０．２
ｄ ／分で送給した。In high performance liquid chromatography, water:methanol:triethylamine (60%
:30:10), and the flow rate is 0.2 with constant flow pump 2.
d/min.
分離カラム４としては、オクタデシル基を導入した多孔
性シリカを充填した内径４．６鰭、長さ２５０Ｍのもの
を使用した。As the separation column 4, a column filled with porous silica into which octadecyl groups were introduced and had an inner diameter of 4.6 fins and a length of 250 M was used.
分離用カラム４を出たカテコールアミンのダンシル化誘
導体は、ノルアドレナリン誘導体、ア９−
ドーパミン誘導体、ドーパミン誘導体に分離され、これ
に定流量ポンプ１０によりα１モルトリス塩酸緩衝液（
Ｐ Ｈ８，０）を流速Ｑ １ ｍｅ ／分で送給し、又
定流量ポンプ６により５ミリモルノヒス（２，４，６−
）！Ｉクロロフェニル）蓚酸エステルの酢酸エチル溶液
を流速２．５ｍｌ！／分で送給し、更に１０ミリモルの
過酸化水素のアセトン溶液を定流量ポンプ８により流速
２．５ ｒｎＩ！／分で送給し、夫々の誘導体を化学発
光させた。The dansylated derivative of catecholamine that has exited the separation column 4 is separated into a noradrenaline derivative, a9-dopamine derivative, and a dopamine derivative, which are then added to α1 mol Tris-HCl buffer (
P H8,0) was delivered at a flow rate of Q1me/min, and 5 mmolnohis (2,4,6-
)! I chlorophenyl)oxalate ethyl acetate solution at a flow rate of 2.5ml! /min, and further acetone solution of 10 mmol hydrogen peroxide was fed by constant flow pump 8 at a flow rate of 2.5 rnI! /min to cause chemiluminescence of each derivative.
この場合のビス（２，４，６−）リクロロフェニル）蓚
酸エステルは、２，４．６−）リクロロフェノールとオ
キサリルクロリドより合成し、ベンゼンで再結晶したも
のを用いた。The bis(2,4,6-)lichlorophenyl)oxalic acid ester used in this case was synthesized from 2,4,6-)lichlorophenol and oxalyl chloride and recrystallized from benzene.
生じた化学発光の検出は、フローセルに密着させた光電
子増倍管で行ない。得た信号、７オトカクンタで処理し
、レコーダーで記録した。Detection of the generated chemiluminescence is performed with a photomultiplier tube placed in close contact with the flow cell. The obtained signal was processed with 7 Otokakunta and recorded with a recorder.
その結果３例とも第２図に示すようなりロマトグラムが
得られ、血液中のカテコールアミンが蓚酸エステルによ
る化学発光量として定量され、ノルアドレナリン、アド
レナリン、ドーパミン１０−
の３分画が同時測定された。As a result, romatograms as shown in FIG. 2 were obtained for all three cases, and catecholamines in the blood were quantified as the amount of chemiluminescence caused by oxalate ester, and the three fractions of noradrenaline, adrenaline, and dopamine 10- were simultaneously measured.
標準カテコールアミンのダンシル化銹導体を用いた検量
線及びプール血清に標準カテコールアミンを添加してダ
ンシル化を行なって得た回収率より、３検体それぞれの
カテコールアミンの血中濃度が表１の通り得られた。Dansylation of standard catecholamines The blood concentrations of catecholamines for each of the three samples were obtained as shown in Table 1 from the calibration curve using a conductor and the recovery rate obtained by adding standard catecholamines to pooled serum and performing dansylation. .
第１図は本発明方法における実施態様の一例を示す説明
図、第２図は実施例において得られたクロマトグラムを
示している。
符号の説明
１溶離液槽、２，６，８．１０定流量ポンプ、３試料注
入器、４分離用カラム、５蓚酸エステル溶液槽、７過酸
化水素溶液槽、９Ｍ衝液液槽１１検川器
特許出願人
積水化学工業株式会社
代表者 藤 沼 基 利FIG. 1 is an explanatory diagram showing an example of an embodiment of the method of the present invention, and FIG. 2 shows a chromatogram obtained in an example. Description of symbols 1 Eluent tank, 2, 6, 8.10 Constant flow pump, 3 Sample injector, 4 Separation column, 5 Oxalate ester solution tank, 7 Hydrogen peroxide solution tank, 9M buffer tank 11 Calibrator Patent applicant Sekisui Chemical Co., Ltd. Representative Mototoshi Fujinuma
Claims (1)
ハライドを添加し、カテコールアミンと反応させてカテ
コールアミン誘導体を生成させ、このカテコールアミン
誘導体を含有する試料液を液体クロマトグラフィーにお
ける分離用カラに導入してノルアドレナリン誘導体、ア
ドレナリン誘導体、ドーパミン誘導体に分離し、分離さ
れた夫々の誘導体に蓚酸エステルと過酸化水素を接触さ
せて化学発光を生じさせ、この化学発光を検知して定量
を行うことを特徴とする、カテコールアミンの定量法1. Add dansyl halide to a sample solution containing catecholamine, react with the catecholamine to produce a catecholamine derivative, and introduce the sample solution containing the catecholamine derivative into a separation column in liquid chromatography to obtain a noradrenaline derivative, Catecholamines are separated into adrenaline derivatives and dopamine derivatives, and each separated derivative is brought into contact with oxalic acid ester and hydrogen peroxide to generate chemiluminescence, and this chemiluminescence is detected and quantified. Quantitative method
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14653082A JPS5935142A (en) | 1982-08-23 | 1982-08-23 | Determination of catecholamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14653082A JPS5935142A (en) | 1982-08-23 | 1982-08-23 | Determination of catecholamine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5935142A true JPS5935142A (en) | 1984-02-25 |
| JPH0126506B2 JPH0126506B2 (en) | 1989-05-24 |
Family
ID=15409722
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14653082A Granted JPS5935142A (en) | 1982-08-23 | 1982-08-23 | Determination of catecholamine |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5935142A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5730245A (en) * | 1980-06-23 | 1982-02-18 | Philips Nv | Color display tube |
| JPS6220224A (en) * | 1985-07-18 | 1987-01-28 | Toshiba Corp | Color picture tube |
| CN106442837A (en) * | 2016-10-18 | 2017-02-22 | 杭州佰辰医学检验所有限公司 | Method for detecting catecholamine in blood plasma by liquid chromatography tandem mass spectrometry |
| JP2020106494A (en) * | 2018-12-28 | 2020-07-09 | 株式会社Ｌｓｉメディエンス | Method for quantifying ethylamine in biological sample |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109613144B (en) * | 2019-02-14 | 2021-11-30 | 上海柯领生物医药科技有限公司 | Detection method of catecholamine hormone |
-
1982
- 1982-08-23 JP JP14653082A patent/JPS5935142A/en active Granted
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5730245A (en) * | 1980-06-23 | 1982-02-18 | Philips Nv | Color display tube |
| JPS6220224A (en) * | 1985-07-18 | 1987-01-28 | Toshiba Corp | Color picture tube |
| CN106442837A (en) * | 2016-10-18 | 2017-02-22 | 杭州佰辰医学检验所有限公司 | Method for detecting catecholamine in blood plasma by liquid chromatography tandem mass spectrometry |
| JP2020106494A (en) * | 2018-12-28 | 2020-07-09 | 株式会社Ｌｓｉメディエンス | Method for quantifying ethylamine in biological sample |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0126506B2 (en) | 1989-05-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Grau et al. | Recent methodological advances in the analysis of nitrite in the human circulation: nitrite as a biochemical parameter of the L-arginine/NO pathway | |
| Yui et al. | Liquid-chromatographic determination of norepinephrine and epinephrine in human plasma. | |
| Won-Yong et al. | Determination of dansyl amino acids using tris (2, 2′-bipyridyl) ruthenium (II) chemiluminescence for post-column reaction detection in high-performance liquid chromatography | |
| Li et al. | Highly sensitive trivalent copper chelate-luminol chemiluminescence system for capillary electrophoresis detection of epinephrine in the urine of smoker | |
| Lynn et al. | Separation of 2, 4-dinitrophenylhydrazones of aldehydes and ketones by paper chromatography | |
| US4233030A (en) | Methods and apparatus for liquid chromatography | |
| Hughes et al. | Determination of urinary oxalate by high-performance liquid chromatography | |
| CN114720704A (en) | Kit and method for measuring free testosterone in serum | |
| Tomokuni et al. | Optimized liquid-chromatographic method for fluorometric determination of urinary delta-aminolevulinic acid in workers exposed to lead. | |
| JPS6118985B2 (en) | ||
| JPS5935142A (en) | Determination of catecholamine | |
| Murray et al. | HPLC laser fluorometric determination of amines in beer | |
| Volosin et al. | Use of the carbon rod atomizer for analysis of lead in blood: three methods compared | |
| Zhang et al. | Simultaneous determination of catecholamines and related metabolites by capillary electrophoresis with amperometric detection | |
| Zhang et al. | Rapid and sensitive determination of free thiols by capillary zone electrophoresis with near‐infrared laser‐induced fluorescence detection using a new BODIPY‐based probe as labeling reagent | |
| US9110047B2 (en) | Compound for forming fluorescent uranium complex, method for synthesizing thereof, fluorescent probe for detecting uranium and method for analyzing uranium | |
| Toyo'oka et al. | Determination of free fatty acids in blood, tagged with 4‐(2‐carbazoylpyrrolidin‐1‐yl)‐7‐(N, N‐dimethylaminosulfonyl)‐2, 1, 3‐benzoxadiazole, by high‐performance liquid chromatography with fluorescence detection | |
| JP2001124750A (en) | Measuring method for alkylphenols | |
| CN113219089A (en) | Method for detecting urea by post-column derivatization-liquid chromatography | |
| JP2565446B2 (en) | Catecholamine measurement method | |
| Hirota et al. | High-performance liquid chromatographic method for the determination of plasma allantoin | |
| JPH1151934A (en) | Analytical method and analyzer for biological component | |
| JPS5938651A (en) | Quantitative analysis of catecholamine | |
| CN104020159A (en) | Method for detecting tetracarboxyl phenyl porphyrin | |
| CN114563504B (en) | Method and kit for determining content of free aldosterone in blood plasma |