JPS60113152A - Analyzing method of catechol amine - Google Patents

Analyzing method of catechol amine

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Publication number
JPS60113152A
JPS60113152A JP58221675A JP22167583A JPS60113152A JP S60113152 A JPS60113152 A JP S60113152A JP 58221675 A JP58221675 A JP 58221675A JP 22167583 A JP22167583 A JP 22167583A JP S60113152 A JPS60113152 A JP S60113152A
Authority
JP
Japan
Prior art keywords
reaction
reaction reagent
reagent
sample
mobile phase
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
Application number
JP58221675A
Other languages
Japanese (ja)
Other versions
JPS6359107B2 (en
Inventor
Morimasa Hayashi
守正 林
Hiroyuki Murakita
宏之 村北
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.)
Shimadzu Corp
Shimazu Seisakusho KK
Original Assignee
Shimadzu Corp
Shimazu Seisakusho KK
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
Application filed by Shimadzu Corp, Shimazu Seisakusho KK filed Critical Shimadzu Corp
Priority to JP58221675A priority Critical patent/JPS60113152A/en
Publication of JPS60113152A publication Critical patent/JPS60113152A/en
Publication of JPS6359107B2 publication Critical patent/JPS6359107B2/ja
Granted legal-status Critical Current

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Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02—Column chromatography
    • G01N30/88—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Immunology (AREA)
  • Pathology (AREA)
  • Molecular Biology (AREA)
  • Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)

Abstract

PURPOSE:To enable analysis of a low concn. of catechol amine with good sensitivity by converting the catechol amine is a sample to trihydroxy indole. CONSTITUTION:A mobile phase 1 is supplied by a pump 2 to the entire analyzing system. The 1st reaction reagent 5, the 2nd reaction reagent 6 and the 3rd reaction reagent 7 are injected thereto via a pump 14 after the stationary state is attained and thereafter a sample is injected thereto from a sample injecting part. The ratio between the flow rate of the mobile phase and the flow rate of the reaction reagents is made 4-1.5:1. A buffer soln. contg. 0.02-0.06w/v% potassium ferrocyanide and having 6-7pH is used for the 1st reaction reagent, an aq. soln. contg. 0.02-0.08w/v% ascorbic acid and <=0.3v/v% mercaptoethanol is used for the 2nd reaction reagent and a 5-10 normal sodium hydroxide soln. is used for the 3rd reaction reagent. The reaction time for the 1st, 2nd and 3rd reaction reagents is made to respectively 5-20sec, 5-15sec and 5-10sec. The eluate is converted to trighdroxy indole by the reaction reagents and a fluorometric analysis chromatogram is obtd. from an analytical data procesor 12 via a fluorescence detector 11.

Description

【発明の詳細な説明】 （イ）産業上の利用分野 この発明はシリカを担体とする化学結合型逆相カラムの
高速液体クロマトグラフィを用いポストカラム反応とし
てトリヒドロキシインドール法を利用し商感度でカテコ
ールアミンを分析する方法に関する。Detailed Description of the Invention (a) Industrial Application Field This invention utilizes high-performance liquid chromatography using a chemically bonded reverse-phase column with silica as a carrier, and utilizes the trihydroxyindole method as a post-column reaction to produce catecholamines at commercial sensitivity. Concerning how to analyze.

（ロ）従来技術 血漿、尿などの生体試料中のカテコールアミン５　の分
析法としては、試料中のカテコールアミンを同相抽出し
、次いで酸で溶離し、これをシリカを担体とする化学結
合型逆相カラムを用いる商速液体クロマトグラフィに付
して分離し次いで分離されたカテコールアミン類を反応
試薬によってトリヒドロキシインドール類に変換し螢光
分析する方法が知られているが、この分析法は従来、生
体試料、特に血漿中のカテコールアミンを測定する際に
は充分に感度が得られなかった。(b) Prior art The method for analyzing catecholamines in biological samples such as plasma and urine involves in-phase extraction of the catecholamines in the sample, then elution with acid, and a chemically bonded reverse phase column using silica as a carrier. A method is known in which the catecholamines are separated by commercial liquid chromatography using a reaction reagent, and the separated catecholamines are converted into trihydroxyindoles using a reaction reagent and then subjected to fluorescence analysis. In particular, sufficient sensitivity was not obtained when measuring catecholamines in plasma.

［／埼　発明の目的 この発明は上記問題点を改善するためになされたもので
、高感度で血漿や尿などの生体試料中のカテコールアミ
ンを分析する方法を提供するのを目的とするものである
。[/Sai Purpose of the Invention This invention was made in order to improve the above-mentioned problems, and its purpose is to provide a highly sensitive method for analyzing catecholamines in biological samples such as plasma and urine. .

に）発明の構成 この発明は、試料中のカテコールアミン頚を同相抽出し
次いで酸で溶離し、この酸性溶離液をシリカを担体とす
る化学結合型逆相カラムを用い酸性緩衝液の移動相で溶
出する商道液体クロマトグラフィに付して分離し、次い
で第１．２及び３反応試薬でトリヒドロキシインドール
に置換して螢光分析するカテコールアミン分析法であっ
て；移動相流量と反応試薬流量との比率が４〜１，５：
１、第１反応試薬が０．０２〜０．０６　ｗ　／　ｖ％
のフェリシアン化カリウム含有のｐＨ６〜７の緩衝溶液
、第２反応試薬が０．０２〜０．０８ｗ／ｖ％のアスコ
ルビン酸と０．３マ／マ％以下のメルカプトエタノール
とを含有する水溶液、第３反応試薬が５〜１ｏ規定の水
酸化す）　ＩＪウム溶液、並びにｆｉｌｌ、２及び３反
応試薬それぞれの反応時間が５〜２０秒、５〜１５秒及
び５〜１０秒であることを特徴とするカテコールアミン
分析法を提供するものである。B) Structure of the Invention This invention involves in-phase extraction of catecholamines in a sample, then elution with acid, and elution of this acidic eluent with a mobile phase of an acidic buffer using a chemically bonded reverse phase column with silica as a carrier. A catecholamine analysis method in which the catecholamines are separated by Shodo liquid chromatography, and then replaced with trihydroxyindole by the 1st and 2nd and 3rd reaction reagents for fluorescence analysis; 4-1,5:
1. The first reaction reagent is 0.02-0.06 w/v%
a buffer solution of pH 6 to 7 containing potassium ferricyanide, a second reaction reagent containing an aqueous solution containing 0.02 to 0.08 w/v% ascorbic acid and 0.3 m/m% or less mercaptoethanol; The reaction reagent is a 5-10N hydroxide solution, and the reaction times of the fill, 2 and 3 reaction reagents are 5-20 seconds, 5-15 seconds and 5-10 seconds, respectively. Provides a catecholamine analysis method.

この発明は上記の特徴を有するが移動相流量と反応試薬
流量との比率の４〜１．５　：　１の範囲よりはずれて
移動相流量が多くても感度が低下する。Although this invention has the above-mentioned characteristics, even if the ratio of the mobile phase flow rate to the reaction reagent flow rate is out of the range of 4 to 1.5:1 and the mobile phase flow rate is large, the sensitivity decreases.

また第１．２及び３反応試薬の濃度は上記の範囲より大
きくても小さくても感度の低下がみられる。Furthermore, if the concentration of the 1.2 and 3 reaction reagents is greater or less than the above range, a decrease in sensitivity is observed.

さらに第１．２及び３反応試薬の反応時間は上記の範囲
より短かくても長くしても感度が低下し好ましくない。Furthermore, if the reaction time of the 1.2 and 3 reaction reagents is shorter or longer than the above range, the sensitivity will decrease, which is not preferable.

また第１反応試薬のｐＨはリン酸塩緩衝液などでこの試
薬の反応に最適であることが知られていルｐＨ６〜７の
範囲に調整される。Further, the pH of the first reaction reagent is adjusted to a pH range of 6 to 7 using a phosphate buffer or the like, which is known to be optimal for the reaction of this reagent.

この発明において試料中のかテコールアミンの同相抽出
及び溶離には公知の方法を用いることができる。すなわ
ち試料をアルミナなどで処理してカテコールアミンとの
船体を形成させて抽出し、次いで酢酸溶液、塩酸溶液な
どを用いて１容離される。In the present invention, known methods can be used for the in-phase extraction and elution of the calico amine in the sample. That is, a sample is treated with alumina or the like to form a hull with catecholamines and extracted, and then separated by one volume using an acetic acid solution, a hydrochloric acid solution, or the like.

またシリカを担体とする化学結合型逆相カラムも公知の
ものを用いることができ例えはゾルパックスＯＤ８　（
デュポン社製）が挙げられる。また移動相としてはｐＨ
２，０〜５．０の緩衝液か用いられるが、これには保持
時間調節用に有機溶媒とか、イオンペア試薬としてアル
キル硫酸ナトリウム、アルカンスルホン酸ナトリウム、
強酸強塩基の塩などが適宜添加される。Also, known chemically bonded reverse phase columns with silica as a carrier can be used, for example Solpax OD8 (
(manufactured by DuPont). In addition, as a mobile phase, pH
A buffer solution of 2.0 to 5.0 is used, which includes an organic solvent for adjusting the retention time, sodium alkyl sulfate, sodium alkanesulfonate, and ion pair reagents.
Salts of strong acids and strong bases are added as appropriate.

（ホ）実施例 次にこの発明の方法を実施例によって説明する。(e) Examples Next, the method of this invention will be explained by way of examples.

試料として、ノルアドレナリンとアドレナリンをそれぞ
れ１００　ｐ、含有する０、４規定の酢１’（？１００
μｌを用いこれを第１図に系統図を示す分析装置によっ
てＦ記条件で分析した。As a sample, 0.4N vinegar containing 100p of norepinephrine and epinephrine (100p)
Using μl, this was analyzed under the conditions described in F using an analyzer whose system diagram is shown in FIG.

カラム：ゾルパックスＯＤ８　（４，６１１１１１１φ
Ｘ１５ｃｍ）移動　相：２ｍＭのペンタンスルホン醗ナ
トリウム含有の２０ｍＭリン酸ナトリウ ム緩衝液（ｐＨ２，３５） 移動相流量＝０．６艷／ｍｉｎ 第１反応試薬：　０．０４　ｗ／　ｖ％のフェリシアン
化カリウム含有の０．２　Ｍリン酸ナトリ ウム緩衝液（ｐｕ　６．８　）、反応時間１３．２秒。Column: Solpax OD8 (4,6111111φ
x15cm) Mobile phase: 20mM sodium phosphate buffer (pH 2,35) containing 2mM sodium pentanesulfone Mobile phase flow rate = 0.6 cm/min First reaction reagent: Contains 0.04 w/v% potassium ferricyanide of 0.2 M sodium phosphate buffer (pu 6.8), reaction time 13.2 seconds.

第２反応試薬：　０．０４　ｗ／ｖ％アスコルビン酸及
び０．２マ／Ｖ％の２−メルカプトエタ ノール含有の水溶液、反応時間 ９．６秒。Second reaction reagent: Aqueous solution containing 0.04 w/v% ascorbic acid and 0.2 m/v% 2-mercaptoethanol, reaction time 9.6 seconds.

第３反応試薬：１０規定の水酸化ナトリウム溶液、反応
時間８．３秒。Third reaction reagent: 10N sodium hydroxide solution, reaction time 8.3 seconds.

各反応試薬流Ｆｎ　：　０．３　ｒｎｔ　／　ｍｉｎ各
反応管二０．５順門径Ｘ　１　ｍ カラム及び反応部の温度：４０℃ 検　出　器：島津凡Ｆ　５００　ＬＯＡ　ｖｊ光検出器
（ＥＸ　４１０　ｎｍ　、　Ｖｍ　５２０　ｎｍ　）次
に分析操作を第１図によって説明する。まず（１）の移
動相をポンプ（２）で全分析系統に供給して定常状態に
なってから第１．２及び３反応試薬ｉｗｇ次注入する。Each reaction reagent flow Fn: 0.3 rnt/min for each reaction tube 20.5 mm diameter x 1 m Column and reaction section temperature: 40°C Detector: Shimadzu F 500 LOA vj photodetector (EX 410 nm, Vm 520 nm) Next, the analysis operation will be explained with reference to FIG. First, the mobile phase (1) is supplied to the entire analysis system using the pump (2), and after reaching a steady state, the 1st, 2nd and 3rd reaction reagents iwg are then injected.

次いで試料を試料注入部（３）から注入し、（Ｉｌｌの
螢光検出器で分析する。その結果第２図に示す螢光分析
クロマトグラムが得られた（図中ＮＡとＡはそれぞれノ
ルアドレナリンとアドレナリンのピークである。以下同
様）。検出限界は約４ｐｙである。Next, the sample was injected from the sample injection part (3) and analyzed with a fluorescence detector (Ill). As a result, the fluorescence analysis chromatogram shown in Figure 2 was obtained (NA and A in the figure represent norepinephrine and noradrenaline, respectively). This is the peak of adrenaline (the same applies hereafter).The detection limit is about 4py.

次に各条件について検討した結果を述べる。Next, we will discuss the results of examining each condition.

Ｉ）第１反応試薬中フェリシアン化カリウムの祿度 前記実施例の条件のうちフェリシアン化カリウムの腋度
のみを変えて分析し、その濃度と比螢光強度との関係を
示すグラフを第３図に示した。そのＭ　果０．（１２〜
０．０６ｗ／ｖ％の範囲でノルアドレナリン、アドレナ
リンが良好な感度で分析されることが分かる。I) Degree of purity of potassium ferricyanide in the first reaction reagent The analysis was conducted by changing only the degree of purity of potassium ferricyanide among the conditions of the above-mentioned example, and a graph showing the relationship between its concentration and specific fluorescence intensity is shown in Figure 3. Ta. That M result 0. (12~
It can be seen that noradrenaline and epinephrine can be analyzed with good sensitivity in the range of 0.06 w/v%.

１１）第２反応試薬中のアスコルビン１ψの濃度前記実
施例の条件のうち上記の成度のみを変えて分析した結果
を第４図に示した。その結果０．０２〜０．０８ｗ／ｖ
％の範囲でノルアドレナリンとアドレナリンが良好な感
度で分析できることが分かる。11) Concentration of ascorbine 1ψ in the second reaction reagent Figure 4 shows the results of an analysis performed under the conditions of the above example, with only the above composition changed. The result is 0.02~0.08w/v
It can be seen that noradrenaline and adrenaline can be analyzed with good sensitivity in the % range.

ＩＩ）第２反応試薬中の２−メルカプトエタノールの濃
度 前記実施例の条件のうち上記の濃度のみを変えて分析し
た結果全第５図に示した。その結果０．３ｖ／ｖ％以下
の濃度であればノルアドレナリン、アドレナリンが良好
な感度で分析できることを示している。II) Concentration of 2-mercaptoethanol in the second reaction reagent The results of analysis were conducted by changing only the above concentration among the conditions of the above example, and the results are shown in FIG. The results show that noradrenaline and epinephrine can be analyzed with good sensitivity if the concentration is 0.3v/v% or less.

ｌｖ）　第３反応試薬中の水酸化ナトリウムの濃度前記
実施例の条件のうち上記の調度のみを変えて分析した結
果を第６図に示した。その結果５〜１０規定の範囲であ
れはノルアドレナリン、アドレナリンが良好な感度で分
析できることが分かる。lv) Concentration of Sodium Hydroxide in the Third Reaction Reagent Figure 6 shows the results of an analysis conducted under the conditions of the example described above, with only the preparation described above being changed. The results show that noradrenaline and adrenaline can be analyzed with good sensitivity within the range of 5 to 10 normal.

（へ）発明の効果 この発明の分析法によれは１００ｐｙ／　１００μ！と
いうような極めて低い濃度のカテコールアミンでも良好
な感度で分析できる。(f) Effect of the invention The analysis method of this invention yields 100 py/100 μ! Even extremely low concentrations of catecholamines can be analyzed with good sensitivity.

【図面の簡単な説明】[Brief explanation of drawings]

第１図はこの発明の方法に用いられる分析装置の一例の
系統図、第２図はこの発明の方法の一実施例のカテコー
ルアミン分析のクロマトグラム、第３〜６図は、第１反
応試薬のフェリシアン化カリウムの９度、第２反応試薬
のアスコルビン酸Ｉｅ度、同試薬の２−メルカプトエタ
ノールｐ度及び第３反応試薬の水酸化ナトリウム＃度の
それぞれと、螢光分析で得られたクロマトグラムの比螢
光強度との関係を示すグラフである。 （１）・・・移動相、　＋２１　＋１４１・・・ポンプ
部、（３）・−・試料注入部、　（４）−・逆相カラム
、（５）・・・第１反応試薬、（６）・・・第２反応試
薬、（７）・・・第３反応試薬、（８）・第１反応試薬
反応管、（９）・・・第２反応試薬反応管、 ｉｌｌ！・・・第３反応試薬反応管、 （１１）・・・螢光検出器、　０２１・・・分析データ
処理器及び（１３１・・分析准排出管路。 第３図 濤１反応名謹のフ１リヲァブ化カリウム已創東０ノ。）
一方２反応・詞東呼のアス］）ｖヒＪ白にの濃度（０１
０）　−オフ反府１式薬中の２−ノルカブにエタノーノ
νのｊ農＆（０１０）−第６図Figure 1 is a system diagram of an example of an analytical device used in the method of this invention, Figure 2 is a chromatogram for catecholamine analysis in an example of the method of this invention, and Figures 3 to 6 are a diagram of the first reaction reagent. 9 degrees of potassium ferricyanide, ascorbic acid Ie degree of the second reaction reagent, 2-mercaptoethanol p degree of the same reagent, and sodium hydroxide # degree of the third reaction reagent, and the chromatogram obtained by fluorescence analysis. It is a graph showing the relationship with specific fluorescence intensity. (1) Mobile phase, +21 +141 Pump section, (3) -- Sample injection section, (4) -- Reverse phase column, (5) First reaction reagent, (6) ...Second reaction reagent, (7)...Third reaction reagent, (8)-First reaction reagent reaction tube, (9)...Second reaction reagent reaction tube, ill! ...Third reaction reagent reaction tube, (11)...Fluorescence detector, 021...Analysis data processor and (131...Analysis secondary discharge pipe. )
On the other hand, the concentration of 2 reactions/words East call As]) v HiJ White (01
0) - 2-Norkab in Off-Anfu Type 1 drug and Ethanono ν j Agriculture & (010) - Figure 6

Claims (1)

【特許請求の範囲】[Claims] １、試料中のカテコールアミン類を固相抽出し次いで酸
で溶離し、この酸性溶離液をシリカを担体とする化学結
合型逆相カラムを用い酸性緩衝液の移動相で溶出する高
速液体クロマトグラフィに付して分離し、次いで第１，
２及び３反応試薬でトリヒドロキシインドールに変換し
て螢光分析するカテコールアミン分析法であって；移動
相流量と反応試薬流量との比率が４〜１゜：１、第１反
応試薬か０．０２〜０．０６　ｗ　／　ｖ％のフェリシ
アン化カリウム含有のｐＨ６〜７の緩衝溶液、第２反応
試薬が０．０２〜０．０８　ｗ／　ｖ％のアスコルビン
酸と０．３ｖ／ｖ％以下のメルカプトエタノールとを含
有する水溶液、第３反応試薬か５〜１０世市の水酸イ１
′、ナトリウム溶液−並びに第１．２及び３反応試薬そ
れぞれの反応時間が５〜２０秒、５〜１５秒及び５〜１
０秒であることを特徴とするカテコールアミン分析法。1. Catecholamines in the sample are extracted with solid phase, then eluted with acid, and this acidic eluent is subjected to high performance liquid chromatography using a chemically bonded reverse phase column with silica as a carrier and eluted with an acidic buffer mobile phase. and then the first,
A catecholamine analysis method in which the reaction reagents 2 and 3 are converted into trihydroxyindole and then subjected to fluorescence analysis; the ratio of the mobile phase flow rate to the reaction reagent flow rate is 4 to 1°:1, and the first reaction reagent is 0.02°. A pH 6-7 buffer solution containing ~0.06 w/v% potassium ferricyanide, the second reaction reagent being 0.02-0.08 w/v% ascorbic acid and 0.3 v/v% or less mercaptoethanol. an aqueous solution containing the third reaction reagent or 5th to 10th hydroxyl 1
', sodium solution - and reaction times of 1.2 and 3 reaction reagents, respectively, 5-20 seconds, 5-15 seconds and 5-1
A catecholamine analysis method characterized in that the time is 0 seconds.
JP58221675A 1983-11-24 1983-11-24 Analyzing method of catechol amine Granted JPS60113152A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58221675A JPS60113152A (en) 1983-11-24 1983-11-24 Analyzing method of catechol amine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58221675A JPS60113152A (en) 1983-11-24 1983-11-24 Analyzing method of catechol amine

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JPS60113152A true JPS60113152A (en) 1985-06-19
JPS6359107B2 JPS6359107B2 (en) 1988-11-17

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002070456A1 (en) * 2001-03-01 2002-09-12 Technological Resources Pty Limited Benzene-1 2-diol mannich bases ligands polymers and method of selective metal ions removal

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0449474Y2 (en) * 1988-12-12 1992-11-20

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5827062A (en) * 1981-08-12 1983-02-17 Sekisui Chem Co Ltd Liquid chromatograph for measuring catecholamine

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5827062A (en) * 1981-08-12 1983-02-17 Sekisui Chem Co Ltd Liquid chromatograph for measuring catecholamine

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002070456A1 (en) * 2001-03-01 2002-09-12 Technological Resources Pty Limited Benzene-1 2-diol mannich bases ligands polymers and method of selective metal ions removal

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