JP2017129476A - Penetration type multi-well plate for solid phase extraction chromatography - Google Patents
Penetration type multi-well plate for solid phase extraction chromatography Download PDFInfo
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本発明は、各種固相抽出クロマトグラフィーに使用する貫通型マルチウェルプレートに関する。 The present invention relates to a penetrating multiwell plate used for various solid phase extraction chromatography.
液体クロマトグラフィーやガスクロマトグラフィー等による種々の対象成分の測定において、多数の検体を同時に前処理するため９６ウェル等の固相抽出用ウェルプレートが使用されている。ここで、固相抽出用ウェルプレートを使用する主な理由は、検体中の非測定成分が液体クロマトグラフィーやガスクロマトグラフィー等における測定対象成分の検出や定量を阻害するのを防ぐためであり、シリカゲル系吸着剤等を充填した固相抽出用ウェルプレートを用いて液体クロマトグラフィーやガスクロマトグラフィー等の分析に阻害となる成分を除去もしくは減少させる処理が行なわれる（前処理）。このような前処理を迅速に行うため、予めシリカゲル系吸着剤等が充填された固相抽出用ウェルプレートが市販されている（非特許文献１）。 In measurement of various target components by liquid chromatography, gas chromatography, or the like, a well plate for solid phase extraction such as 96 well is used to simultaneously pre-process a large number of specimens. Here, the main reason for using the solid phase extraction well plate is to prevent non-measurement components in the sample from inhibiting the detection and quantification of the measurement target component in liquid chromatography, gas chromatography, etc. A solid phase extraction well plate filled with a silica gel-based adsorbent or the like is used to remove or reduce components that hinder analysis such as liquid chromatography and gas chromatography (pretreatment). In order to perform such pretreatment quickly, a well plate for solid phase extraction preliminarily filled with a silica gel-based adsorbent or the like is commercially available (Non-Patent Document 1).
しかしながら、被測定検体の前処理にあたって、シリカゲル系吸着剤などを充填した固相抽出用ウェルプレートで前処理しても、吸着除去できる成分は限られており、検体種によっては、固相抽出クロマトグラフィーで十分な前処理ができずに、液体クロマトグラフィーやガスクロマトグラフィー等の測定において、測定対象成分の検出を阻害する夾雑成分による妨害が見られるケースが多くなってきた。この原因は、妨害となる夾雑成分が単一でなく検体種によって多種多様であり、その化学特性も大きく異なることから、単一の吸着剤では除去が困難であることが考えられる。
従って、本発明の課題は、固相抽出クロマトグラフィーの前処理を簡便かつ適確に行うことを可能とする固相抽出クロマトグラフィー用貫通型マルチウェルプレートを提供することにある。
However, the components that can be adsorbed and removed by pretreatment with a solid phase extraction well plate filled with silica gel-based adsorbent, etc., are limited in pretreatment of the sample to be measured. There have been many cases in which interference due to contaminants that hinder the detection of components to be measured has been observed in measurements such as liquid chromatography and gas chromatography, because sufficient pretreatment has not been possible with chromatography. The cause of this is that the contaminating components are not single, but vary depending on the specimen type, and their chemical characteristics are also greatly different. Therefore, it is considered that removal is difficult with a single adsorbent.
Accordingly, an object of the present invention is to provide a penetrating multiwell plate for solid phase extraction chromatography that allows simple and accurate pretreatment of solid phase extraction chromatography.
そこで本発明者は、固相抽出用マルチウェルプレートの各ウェルに、２種類以上の相互に性質の異なる吸着剤を充填した固相抽出用貫通型マルチウェルプレートを予め作製しておけば、一回の前処理で被測定検体中に存在する様々な夾雑成分の除去を可能とし、液体クロマトグラフィーやガスクロマトグラフィー等の測定における測定対象成分に対する妨害物質を除去もしくは減少させ、正確な定量が可能になることを見出し、本発明を完成した。 Therefore, the present inventor has prepared a solid-phase extraction penetrating multi-well plate in which each well of the solid-phase extraction multi-well plate is filled with two or more kinds of mutually different adsorbents. Precise treatment allows removal of various contaminant components present in the sample to be measured, and removal or reduction of interfering substances with respect to the measurement target component in measurement such as liquid chromatography and gas chromatography enables accurate quantification The present invention has been completed.
すなわち、本発明は、次の〔１〕〜〔４〕を提供するものである。 That is, the present invention provides the following [1] to [4].
〔１〕各ウェルに２種類以上の相互に性質の異なる吸着剤を充填してなる固相抽出クロマトグラフィー用貫通型マルチウェルプレート。
〔２〕２種類以上の相互に性質の異なる吸着剤が、２層以上に積層充填又は混合充填してなるものである〔１〕記載の固相抽出クロマトグラフィー用貫通型マルチウェルプレート。
〔３〕２種類以上の相互に性質の異なる吸着剤が、シリカゲル系吸着剤、合成樹脂系吸着剤、カーボン系吸着剤、ジルコニア系吸着剤、チタニア系吸着剤、硝酸銀系吸着剤及び硫酸ナトリウム系吸着剤等から選ばれる２種類以上である〔１〕又は〔２〕記載の固相抽出クロマトグラフィー用貫通型マルチウェルプレート。
〔４〕マルチウェルプレートが、９６ウェル〜３８４ウェルである〔１〕〜〔３〕のいずれかに記載の固相抽出クロマトグラフィー用貫通型マルチウェルプレート。
[1] A penetrating multiwell plate for solid phase extraction chromatography, wherein each well is filled with two or more kinds of adsorbents having different properties.
[2] The penetration type multiwell plate for solid phase extraction chromatography according to [1], wherein two or more kinds of adsorbents having different properties are stacked or mixed and packed in two or more layers.
[3] Two or more different types of adsorbents are silica gel type adsorbent, synthetic resin type adsorbent, carbon type adsorbent, zirconia type adsorbent, titania type adsorbent, silver nitrate type adsorbent and sodium sulfate type. The penetration type multiwell plate for solid phase extraction chromatography according to [1] or [2], which is at least two kinds selected from an adsorbent and the like.
[4] The penetration type multiwell plate for solid phase extraction chromatography according to any one of [1] to [3], wherein the multiwell plate is 96 to 384 well.
本発明の固相抽出クロマトグラフィー用貫通型マルチウェルプレートを用いれば、多くの夾雑物を含む検体の前処理が簡便かつ迅速になり、その後の液体クロマトグラフィーやガスクロマトグラフィー等の測定の定量性や再現性が格段に向上する。 By using the penetrating multiwell plate for solid phase extraction chromatography of the present invention, pretreatment of a sample containing many contaminants becomes simple and rapid, and the quantitative properties of subsequent liquid chromatography, gas chromatography, etc. And reproducibility are greatly improved.
本発明の固相抽出クロマトグラフィー用貫通型マルチウェルプレートは、各ウェルに、２種類以上の相互に性質の異なる吸着剤を充填してなる。 The penetration type multiwell plate for solid phase extraction chromatography of the present invention is formed by filling each well with two or more kinds of adsorbents having different properties.
２種類以上の相互に性質の異なる吸着剤としては、例えば、シリカゲル系吸着剤、合成樹脂系吸着剤、カーボン系吸着剤、アルミナ系吸着剤、ジルコニア系吸着剤、チタニア系吸着剤、硝酸銀系吸着剤、硫酸マグネシウム系吸着剤、硫酸ナトリウム系吸着剤等が挙げられ、これらから２種類以上を選択して用いる。この際、相互に性質の異なる２種類を選択して用いるのが好ましい。 Examples of adsorbents having two or more different properties include silica gel type adsorbents, synthetic resin type adsorbents, carbon type adsorbents, alumina type adsorbents, zirconia type adsorbents, titania type adsorbents, and silver nitrate type adsorbents. Agents, magnesium sulfate-based adsorbents, sodium sulfate-based adsorbents, and the like, and two or more types are selected and used. At this time, it is preferable to select and use two types having different properties.
具体的には、シリカゲル系吸着剤とカーボン系吸着剤の組み合わせ、合成樹脂系吸着剤とカーボン系吸着剤の組み合わせ、シリカゲル系吸着剤と合成樹脂系吸着剤の組み合わせ、ジルコニア系吸着剤とシリカゲル系吸着剤の組み合わせ、シリカゲル系吸着剤とカーボン系吸着剤の組み合わせ、官能基の異なるシリカゲル系吸着剤の組み合わせ、細孔設計やグラファイト率の異なるカーボン系充填剤の組み合わせ等が挙げられる。これらの組み合わせのうち、シリカゲル系吸着剤とカーボン系吸着剤の組み合わせ、合成樹脂系吸着剤とカーボン系吸着剤の組み合わせがより好ましい。 Specifically, a combination of silica gel adsorbent and carbon adsorbent, a combination of synthetic resin adsorbent and carbon adsorbent, a combination of silica gel adsorbent and synthetic resin adsorbent, zirconia adsorbent and silica gel adsorbent Combinations of adsorbents, combinations of silica gel type adsorbents and carbon type adsorbents, combinations of silica gel type adsorbents having different functional groups, combinations of carbon type fillers having different pore designs and graphite ratios, and the like can be given. Of these combinations, a combination of silica gel-based adsorbent and carbon-based adsorbent, and a combination of synthetic resin-based adsorbent and carbon-based adsorbent are more preferable.
ここで、シリカゲル系吸着剤の例としては、シリカゲル、ケイ酸マグネシウムの他、各種官能基（オクタデシル基、オクチル基、エチレンジアミン-N-プロピル基、アミノプロピル基、エチレンジアミン−Ｎ−プロピル基、フェニル基、ジヒドロキシプロピル基、カルボキシル基、トリメチルアミノプロピル基、スルホン酸基もしくはベンゼンスルホンサン基、酸化ジルコニウム、酸化チタン、酸化アルミニウム等）を化学結合したシリカゲル等が挙げられる。 Here, examples of the silica gel-based adsorbent include silica gel, magnesium silicate, various functional groups (octadecyl group, octyl group, ethylenediamine-N-propyl group, aminopropyl group, ethylenediamine-N-propyl group, phenyl group). , Dihydroxypropyl group, carboxyl group, trimethylaminopropyl group, sulfonic acid group or benzenesulfone sun group, zirconium oxide, titanium oxide, aluminum oxide and the like).
また、合成樹脂系吸着剤としては、スチレン系合成吸着剤、スチレン−ジビニルベンゼン系合成吸着剤、アクリルエステル系合成吸着剤、ポリメタクリレート系合成吸着剤等が挙げられる。 Examples of the synthetic resin-based adsorbent include styrene-based synthetic adsorbent, styrene-divinylbenzene-based synthetic adsorbent, acrylic ester-based synthetic adsorbent, and polymethacrylate-based synthetic adsorbent.
カーボン系吸着剤としては、グラファイトカーボンブラック、グラファイトカーボン、活性炭、カーボンモレキュラーシーブ等が挙げられる。 Examples of the carbon-based adsorbent include graphite carbon black, graphite carbon, activated carbon, and carbon molecular sieve.
これらの吸着剤の充填手段は、各ウェルに２層以上に積層又は混合する手段が挙げられるが、２層以上に積層するのが吸着特性の点で特に好ましい。なお、積層する場合は、２種の吸着剤のいずれが上でもよいが、カーボン系吸着剤やシリカ系充填剤は、吸着容量が大きいため、多量の夾雑成分の除去を目的として上に充填すると、下に充填する吸着剤の特性を確保できるため望ましい。 Examples of the adsorbent filling means include means for laminating or mixing two or more layers in each well, and laminating two or more layers is particularly preferable in view of adsorption characteristics. In addition, when laminating, either of the two adsorbents may be on, but since the carbon-based adsorbent and the silica-based filler have a large adsorption capacity, if the upper is filled for the purpose of removing a large amount of contaminant components It is desirable because the characteristics of the adsorbent filled below can be secured.
これらの吸着剤を２種類積層又は混合する場合、各吸着剤の重量比は、吸着特性を考慮し、１：１０〜１０：１が好ましく、１：５〜５：１がより好ましく、１：３〜３：１がさらに好ましい。 When two kinds of these adsorbents are laminated or mixed, the weight ratio of each adsorbent is preferably 1:10 to 10: 1, more preferably 1: 5 to 5: 1, more preferably 1: 3 to 3: 1 is more preferable.
固相抽出クロマトグラフィー用積層又は混合充填の貫通型マルチウェルプレートのプレート形状としては、一般に用いられている固相抽出クロマトグラフィー用と同等形状の１２ウェル〜３８４ウェルプレートが挙げられるが、４８〜３８４ウェルプレートがより好ましく、９６〜３８４ウェルプレートがさらに好ましく、９６ウェルプレートがさらに好ましい。９６ウェルプレートを用いれば、９６ウェルプレート用の市販のハードウェアが利用でき、多検体前処理の自動化が可能である。 Examples of the plate shape of the multi-well plate of stacked or mixed packing for solid-phase extraction chromatography include 12-well to 384-well plates having the same shape as that for commonly used solid-phase extraction chromatography. A 384 well plate is more preferable, a 96-384 well plate is further preferable, and a 96 well plate is further preferable. If a 96-well plate is used, commercially available hardware for a 96-well plate can be used, and the multi-sample pretreatment can be automated.
固相抽出クロマトグラフィー用積層又は混合充填の貫通型マルチウェルプレートのプレート別の形状として、固相抽出用ウェルプレートを反転させても何れの向きからでも汎用の装置で利用できる製品とすることもできる。このウェルプレートの形状としては、一般に用いられている固相抽出クロマトグラフィー用ウェルプレートとは異なり、両端をオス型ルアーチップ９６ウェルプレートとして、各ウェルに固相抽出用吸着剤を積層もしくは、混合充填する形状である。この際、別に用意する片面ルアーチップメス型９６ウェルリザーバープレートと連結すると、市販のハードウェアが利用できる固相抽出クロマトグラフィー用９６ウェルプレートと同様の形状となる。また、両端オス型ルアーチップ固相抽出クロマトグラフィー用９６ウェルプレートは反転しても片面ルアーチップメス型９６ウェルプレートと連結でき、通常の固相抽出クロマトグラフィー用９６ウェルプレートの形状と異なり、固相抽出クロマトグラフィー用９６ウェルプレートをどちらの向きからでも市販のハードウェアで利用することができる。この事により、この形状の固相抽出クロマトグラフィー用積層又は混合充填の貫通型マルチウェルプレートは、試料を添加、洗浄した後、９６ウェルプレートを反転して抽出できることから、試料中の目的化合物の回収に有効である。なお、本発明における９６ウェルプレートのルアーチップ形状は、両端メス型ルアーチップの９６ウェル固相抽出クロマトグラフィー用積層もしくは、混合充填の貫通型マルチウェルプレートと、それに接続する片面ルアーチップオス型９６ウェルリザーバープレートの組み合わせでも良い。また、ここに示したリザーバープレートに吸着剤を充填して、反転型マルチウェルプレートと連結して積層しても良い。 As a separate form of stacked multi-well plates for solid phase extraction chromatography or mixed packing, the solid plate extraction well plate can be reversed and the product can be used in a general-purpose device from any orientation. it can. The shape of this well plate is different from the well plate for solid-phase extraction chromatography that is generally used, and both ends are male-type luer chip 96-well plates, and adsorbents for solid-phase extraction are stacked or mixed in each well. The shape to be filled. In this case, when connected to a separately prepared single-sided luer tip female 96-well reservoir plate, the shape becomes the same as that of a 96-well plate for solid phase extraction chromatography for which commercially available hardware can be used. In addition, the 96-well plate for both-end male luer chip solid phase extraction chromatography can be connected to the single-sided luer chip female 96-well plate even if it is inverted. A 96 well plate for phase extraction chromatography can be utilized with commercially available hardware from either orientation. As a result, the multi-well plate of this shape for solid phase extraction chromatography stacked or mixed packed can be extracted by inverting the 96-well plate after adding and washing the sample. Effective for recovery. In addition, the luer tip shape of the 96-well plate in the present invention is a multi-well plate of 96-well solid phase extraction chromatography laminated or mixed-filled with a female luer tip at both ends, and a single-sided luer tip male type 96 connected thereto. A combination of well reservoir plates may be used. Alternatively, the reservoir plate shown here may be filled with an adsorbent and connected to the inverted multiwell plate for lamination.
本発明の固相抽出クロマトグラフィー用貫通型マルチウェルプレートを用いれば、液体クロマトグラフィー測定やガスクロマトグラフィー測定などに妨害となる夾雑成分を多検体同時に簡便な操作で除去可能である。 By using the penetrating multiwell plate for solid phase extraction chromatography of the present invention, it is possible to remove contaminant components that interfere with liquid chromatography measurement, gas chromatography measurement, and the like simultaneously with multiple samples by a simple operation.
次に実施例を挙げて本発明を詳細に説明する。 EXAMPLES Next, an Example is given and this invention is demonstrated in detail.
実施例１
平成１７年１月２４日付け食安発第0124001号厚生労働省医薬食品局食品***長通知（http://www.mhlw.go.jp/stf/seisakunitsuite/bunya/kenkou_iryou/shokuhin/zanryu/zanryu3/index.html）の「食品に残留する農薬、飼料添加物又は動物用医薬品の成分である物質の試験法」、「第２章 一斉試験法」、「３．試薬・試液：試薬・試液の別紙［３０８ＫＢ］」に示される「グラファイトカーボン／アミノプロピルシリル化シリカゲル積層ミニカラム（５００mg／５００mg）」に準じ、貫通型９６ウェルプレートの各ウェルにグラファイトカーボンとアミノプロピルシリル化シリカゲルを２５mg／２５mg積層し、本発明の固相抽出クロマトグラフィー用貫通型マルチウェルプレートを作製した。これを用いて、試料添加量や試験液濃縮量を通知法の１／２０に調整して前処理を実施したところ、通知法と同等の前処理が短時間で９６検体同時に処理できた。
Example 1
Food Safety No. 0124001 dated January 24, 2005 Notice from the Food Safety Department, Ministry of Health, Labor and Welfare, Ministry of Health, Labor and Welfare index.html) “Testing methods for substances remaining in foodstuffs such as pesticides, feed additives, or veterinary drugs”, “Chapter 2 Simultaneous testing method”, “3. Reagents / Test solutions: Reagents / Test solutions” In accordance with “Graphite Carbon / Aminopropyl Silylated Silica Gel Stacked Mini Column (500 mg / 500 mg)” shown in [308KB], 25 mg / 25 mg of graphite carbon and aminopropyl silylated silica gel are stacked in each well of a penetration type 96 well plate. A through-type multiwell plate for solid phase extraction chromatography according to the present invention was prepared. Using this, pretreatment was performed by adjusting the sample addition amount and test solution concentration to 1/20 of the notification method. As a result, 96 samples could be simultaneously processed in a short time in the same pretreatment as the notification method.
実施例２
貫通型９６ウェルプレートの各ウェルに酸化ジルコニウム結合シリカゲル２０mgと、オクタデシルシリル化シリカゲル５０mgを混合して、本発明の固相抽出クロマトグラフィー用貫通型マルチウェルプレートを作成した。これを用いてオレンジ抽出物を本発明の固相抽出クロマトグラフィー用貫通型マルチウェルプレートに添加し、アセトニトリル０．５mL ２回で溶出したところ、既存製品の方法と同等の前処理が短時間で９６検体同時に処理できた。
Example 2
20 mg of zirconium oxide-bonded silica gel and 50 mg of octadecylsilylated silica gel were mixed in each well of the penetrating 96-well plate to prepare a penetrating multiwell plate for solid phase extraction chromatography according to the present invention. Using this, the orange extract was added to the penetrating multiwell plate for solid phase extraction chromatography of the present invention, and eluted with 0.5 mL of acetonitrile twice. The pretreatment equivalent to the method of the existing product was completed in a short time. 96 samples could be processed simultaneously.
実施例３
貫通型９６ウェルプレートの各ウェルに、異なる表面積のカーボンモレキュラーシーブを２０mg/２０mg積層し、本発明の反転可能な固相抽出クロマトグラフィー用貫通型マルチウェルプレートを作製し、試料添加量や試験液濃縮量を既存製品の方法の1/5に調整して前処理を実施すれば、既存製品の方法と同等の前処理が短時間で９６検体同時に処理が可能である。
Example 3
20 mg / 20 mg of carbon molecular sieves with different surface areas are laminated on each well of a penetrating 96-well plate to produce a reversible penetrating multiwell plate for solid phase extraction chromatography according to the present invention. If the pretreatment is performed by adjusting the concentrated amount to 1/5 of the method of the existing product, 96 samples can be processed simultaneously in a short time in the same pretreatment as the method of the existing product.
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| JPS5589746A (en) * | 1978-12-28 | 1980-07-07 | Lion Corp | Analysis method of effective component in sample including soluble nylon |
| JP2005521041A (en) * | 2002-03-19 | 2005-07-14 | ウオーターズ・インベストメンツ・リミテツド | Solid phase extraction apparatus and method for purifying a sample before analysis |
| JP2009510435A (en) * | 2005-09-30 | 2009-03-12 | スリーエム イノベイティブ プロパティズ カンパニー | Single pass method and apparatus for continuously separating target molecules from a liquid mixture |
| JP2009197012A (en) * | 1998-10-26 | 2009-09-03 | Univ Of Mississippi | Method for preparing delta-9-tetrahydrocannabinol |
| JP2010538299A (en) * | 2007-09-06 | 2010-12-09 | ウオーターズ・テクノロジーズ・コーポレイシヨン | Isolation method of functional polymer |
| JP2013501231A (en) * | 2009-08-04 | 2013-01-10 | フリト−レイ トレーディング カンパニー ベーエムベーハー | Analytical sample preparation method and cartridge thereof |
| US20150047441A1 (en) * | 2012-03-30 | 2015-02-19 | Waters Technologies Corporation | Sample carrier for dried biological samples |
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| JPS5589746A (en) * | 1978-12-28 | 1980-07-07 | Lion Corp | Analysis method of effective component in sample including soluble nylon |
| JP2009197012A (en) * | 1998-10-26 | 2009-09-03 | Univ Of Mississippi | Method for preparing delta-9-tetrahydrocannabinol |
| JP2005521041A (en) * | 2002-03-19 | 2005-07-14 | ウオーターズ・インベストメンツ・リミテツド | Solid phase extraction apparatus and method for purifying a sample before analysis |
| JP2009510435A (en) * | 2005-09-30 | 2009-03-12 | スリーエム イノベイティブ プロパティズ カンパニー | Single pass method and apparatus for continuously separating target molecules from a liquid mixture |
| JP2010538299A (en) * | 2007-09-06 | 2010-12-09 | ウオーターズ・テクノロジーズ・コーポレイシヨン | Isolation method of functional polymer |
| JP2013501231A (en) * | 2009-08-04 | 2013-01-10 | フリト−レイ トレーディング カンパニー ベーエムベーハー | Analytical sample preparation method and cartridge thereof |
| US20150047441A1 (en) * | 2012-03-30 | 2015-02-19 | Waters Technologies Corporation | Sample carrier for dried biological samples |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2021500555A (en) * | 2017-10-18 | 2021-01-07 | バイオタージ・アクチボラゲットＢｉｏｔａｇｅ Ａｂ | How to clean the sample |
| JP7274474B2 (en) | 2017-10-18 | 2023-05-16 | バイオタージ・アクチボラゲット | How to clean the sample |
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