東京化成工業株式会社｜HPLC用ラベル化剤

HPLC用ラベル化剤
Labeling Reagents for HPLC

　高速液体クロマトグラフィー(HPLC)は微量成分を検出，定量する手段として多用されており，特に生体成分のような複雑なマトリックス中の不揮発性の微量成分が対象の場合には効果的です。そして，より高い感度と選択性を得るため，分析対象物質を検出方法に適したラベル化剤で標識することが行われており，多くのラベル化剤が報告されています。
　例えば，NBD-とDBD-誘導体は，ベンゾオキサジアゾール骨格に起因する長波長の強い蛍光を有しているため，優れた蛍光ラベル化剤として注目されており，脂肪酸やアミノ酸などの分析に用いられています。NBDおよびDBD骨格にイソチオシアナト基を導入したDBD-NCS¹⁾，NBD-Py-NCS，DBD-Py-NCS²⁾はペプチド，タンパク質の末端アミノ基と結合後，酸処理することによりエドマン分解に利用可能です。また，N-(4-アミノブチル)-N-エチルイソルミノールは化学発光ラベル化剤として有用性が報告されています³⁾。

　電気化学検出器(ECD)用としては，フェロセン誘導体やNPCA⁴⁾が報告されています。フェロセンは，+0.5Vと比較的低い加電圧で応答することや，酸化還元の可逆性にも優れているため，ECDに最適なラベル化剤として利用されています。また，近年，静岡県立大学の研究グループによって開発されたNPCAは，種々の第1級アミン類と反応，結合した後，THP基を脱保護することにより，6-ヒドロキシクロマン骨格を有する誘導体が得られます。この誘導体はODSカラムを用いたHPLCで良好に分離し，6-ヒドロキシクロマンに起因する強いEC活性を示します。このNPCAを用いるHPLC-EC法は，神経刺激性のモノアミンとそれらの代謝物の同時測定が可能で，神経化学研究における応用が期待されます。

UV検出 / UV Detection

・カルボキシル基用 / for Carboxyl Groups

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・アミノ基用 / for Amino Groups

N0713	N0714	I0125
I0190	A5514	A5515
A5512	A5511	D1653
M0721	N0176	F0197
B0105	D1382	I0189
A5522	A5524	D2259
A5523	I0015	I0131
A5513	P1662	T1340
S0004

N0713	(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
N0714	(1S,2S)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
I0125	1-Naphthyl Isocyanate
I0190	1-Naphthyl Isothiocyanate
A5514	2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl Isothiocyanate [for HPLC Labeling]
A5515	2,3,4,6-Tetra-O-benzoyl-beta-D-glucopyranosyl Isothiocyanate [for HPLC Labeling]
A5512	2,4-Dinitrofluorobenzene [for HPLC Labeling]
A5511	3,5-Dinitrobenzoyl Chloride [for HPLC Labeling]
D1653	4-(Dimethylamino)azobenzene 4'-Isothiocyanate
M0721	4-Methoxybenzoyl Chloride
N0176	4-Nitrobenzoyl Chloride
F0197	9-Fluorenylmethyl Chloroformate [N-Protecting Agent for Peptides Research]
B0105	Benzoyl Chloride
D1382	Dabsyl Chloride [N-Protecting Agent for Peptides Research]
I0189	Methyl Isothiocyanate
A5522	N-Succinimidyl 4-Nitrophenylacetate [for HPLC Labeling]
A5524	Nalpha-(5-Fluoro-2,4-dinitrophenyl)-D-leucinamide [HPLC Labeling Reagent for e.e. Determination]
D2259	Nalpha-(5-Fluoro-2,4-dinitrophenyl)-L-alaninamide [HPLC Labeling Reagent for e.e. Determination]
A5523	Nalpha-(5-Fluoro-2,4-dinitrophenyl)-L-leucinamide [HPLC Labeling Reagent for e.e. Determination]
I0015	Ninhydrin
I0131	Phenyl Isocyanate
A5513	Phenyl Isothiocyanate [for HPLC Labeling]
P1662	Picrylsulfonic Acid Hydrate
T1340	Picrylsulfonic Acid Hydrate
S0004	Salicylaldehyde

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・水酸基用 / for Hydroxyl Groups

N0713	N0714	A5511
M0721	N0176	B0105
I0131

N0713	(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
N0714	(1S,2S)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
A5511	3,5-Dinitrobenzoyl Chloride [for HPLC Labeling]
M0721	4-Methoxybenzoyl Chloride
N0176	4-Nitrobenzoyl Chloride
B0105	Benzoyl Chloride
I0131	Phenyl Isocyanate

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・カルボニル基用 / for Carbonyl Groups

D0845	A5531	A5533
A5532

D0845	2,4-Dinitrophenylhydrazine (wetted with ca. 50% Water, containing 25g and 500g on a dry weight basis respectively)
A5531	2,4-Dinitrophenylhydrazine Hydrochloride [for HPLC Labeling]
A5533	Dabsyl Hydrazine [for HPLC Labeling]
A5532	O-4-Nitrobenzylhydroxylamine Hydrochloride [for HPLC Labeling]

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蛍光検出 / Fluorescence Detection

・カルボキシル基用 / for Carboxyl Groups

A5561	A5563	A5560
A5562	A5553	A5570
A0979	B1926	A5502
A5576	A5551	A5571
A5574	A5555	A5573
A5554

A5561	(R)-(-)-DBD-APy [=(R)-(-)-4-(N,N-Dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5563	(R)-(-)-NBD-APy [=(R)-(-)-4-Nitro-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5560	(S)-(+)-DBD-APy [=(S)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5562	(S)-(+)-NBD-APy [=(S)-(+)-4-Nitro-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5553	3-Bromomethyl-7-methoxy-1,4-benzoxazin-2-one [for HPLC Labeling]
A5570	4-Bromomethyl-6,7-dimethoxycoumarin [for HPLC Labeling]
A0979	7-Acetoxy-4-bromomethylcoumarin [for HPLC Labeling]
B1926	9-(Bromomethyl)acridine [for HPLC Labeling]
A5502	9-Chloromethylanthracene [for HPLC Labeling]
A5576	AABD-SH (=4-Acetamido-7-mercapto-2,1,3-benzoxadiazole) [for HPLC Labeling]
A5551	Br-Mmc (=4-Bromomethyl-7-methoxycoumarin) [for HPLC Labeling]
A5571	DBD-CO-Hz [=4-(N,N-Dimethylaminosulfonyl)-7-(N-hydrazinocarbonylmethyl-N-methyl)amino-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5574	DBD-ED [=4-(N,N-Dimethylaminosulfonyl)-7-(2-aminoethylamino)-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5555	DBD-PZ [=4-(N,N-Dimethylaminosulfonyl)-7-piperazino-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5573	NBD-CO-Hz [=4-(N-Hydrazinocarbonylmethyl-N-methylamino)-7-nitro-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5554	NBD-PZ (=4-Nitro-7-piperazino-2,1,3-benzoxadiazole) [for HPLC Labeling]

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・アミノ基用 / for Amino Groups

A1657	N0713	A1658
N0714	A5565	A5566
A5568	A5577	A5569
A5578	A5564	A5567
A5594	M0722	A5579
D3178	F0197	D0005
D0656	A5558	A5595
A5575	F0192	F0026
A5592	A5572	A5593
P0280	S0503

A1657	(1R,2R)-2-(Anthracene-2,3-dicarboximido)cyclohexanecarboxylic Acid
N0713	(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
A1658	(1S,2S)-2-(Anthracene-2,3-dicarboximido)cyclohexanecarboxylic Acid
N0714	(1S,2S)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
A5565	(R)-(+)-DBD-Pro-COCl [=(R)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5566	(R)-(+)-NBD-Pro-COCl [=(R)-(+)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5568	(R)-(-)-DBD-Py-NCS [=(R)-(-)-4-(N,N-Dimethylaminosulfonyl)-7-(3-isothiocyanatopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5577	(R)-(-)-NBD-Py-NCS [=(R)-(-)-4-(3-Isothiocyanatopyrrolidin-1-yl)-7-nitro-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5569	(S)-(+)-DBD-Py-NCS [=(S)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(3-isothiocyanatopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5578	(S)-(+)-NBD-Py-NCS [=(S)-(+)-4-(3-Isothiocyanatopyrrolidin-1-yl)-7-nitro-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5564	(S)-(-)-DBD-Pro-COCl [=(S)-(-)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5567	(S)-(-)-NBD-Pro-COCl [=(S)-(-)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5594	2,3-Naphthalenedialdehyde [Fluorimetric reagent for primary Amines]
M0722	2-Methoxy-2,4-diphenyl-3(2H)-furanone [for HPLC Labeling]
A5579	4-(4,5-Diphenyl-1H-imidazol-2-yl)benzoyl Chloride Hydrochloride [for HPLC Labeling]
D3178	6-[[7-(N,N-Dimethylaminosulfonyl)-2,1,3-benzoxadiazol-4-yl]amino]hexanoic Acid
F0197	9-Fluorenylmethyl Chloroformate [N-Protecting Agent for Peptides Research]
D0005	Dansyl Chloride (10% in Acetone)
D0656	Dansyl Chloride
A5558	DBD-COCl [=4-(N,N-Dimethylaminosulfonyl)-7-(N-Chloroformylmethyl-N-methylamino)-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5595	DBD-F [=4-(N,N-Dimethylaminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5575	DBD-NCS [=4-(N,N-Dimethylaminosulfonyl)-7-isothiocyanato-2,1,3-benzoxadiazole] [for HPLC Labeling and Edman Degradation]
F0192	Fluorescamine [for HPLC Labeling]
F0026	Fluorescein Isothiocyanate (isomer I)
A5592	NBD-Cl (=4-Chloro-7-nitro-2,1,3-benzoxadiazole) [for HPLC Labeling]
A5572	NBD-COCl [=4-(N-Chloroformylmethyl-N-methylamino)-7-nitro-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5593	NBD-F (=4-Fluoro-7-nitro-2,1,3-benzoxadiazole) [for HPLC Labeling]
P0280	o-Phthalaldehyde [for HPLC Labeling]
S0503	Succinimidyl 6-[[7-(N,N-Dimethylaminosulfonyl)-2,1,3-benzoxadiazol-4-yl]amino]hexanoate

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・水酸基用 / for Hydroxyl Groups

A1657	(1R,2R)-2-(Anthracene-2,3-dicarboximido)cyclohexanecarboxylic Acid
N0713	(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
A1658	(1S,2S)-2-(Anthracene-2,3-dicarboximido)cyclohexanecarboxylic Acid
N0714	(1S,2S)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
A5565	(R)-(+)-DBD-Pro-COCl [=(R)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5566	(R)-(+)-NBD-Pro-COCl [=(R)-(+)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5564	(S)-(-)-DBD-Pro-COCl [=(S)-(-)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A5567	(S)-(-)-NBD-Pro-COCl [=(S)-(-)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]
A0411	2-Aminopyridine
A5579	4-(4,5-Diphenyl-1H-imidazol-2-yl)benzoyl Chloride Hydrochloride [for HPLC Labeling]
D3178	6-[[7-(N,N-Dimethylaminosulfonyl)-2,1,3-benzoxadiazol-4-yl]amino]hexanoic Acid
D0005	Dansyl Chloride (10% in Acetone)
D0656	Dansyl Chloride
A5558	DBD-COCl [=4-(N,N-Dimethylaminosulfonyl)-7-(N-Chloroformylmethyl-N-methylamino)-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5572	NBD-COCl [=4-(N-Chloroformylmethyl-N-methylamino)-7-nitro-2,1,3-benzoxadiazole] [for HPLC Labeling]

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・カルボニル基用 / for Carbonyl Groups

A5581	A0267	A5552
A5571	A5556	A5573
A5557

A5581	1,3-Cyclohexanedione [for HPLC Labeling]
A0267	2-Aminobenzenethiol
A5552	Dansyl Hydrazine [for HPLC Labeling]
A5571	DBD-CO-Hz [=4-(N,N-Dimethylaminosulfonyl)-7-(N-hydrazinocarbonylmethyl-N-methyl)amino-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5556	DBD-H [=4-(N,N-Dimethylaminosulfonyl)-7-hydrazino-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5573	NBD-CO-Hz [=4-(N-Hydrazinocarbonylmethyl-N-methylamino)-7-nitro-2,1,3-benzoxadiazole] [for HPLC Labeling]
A5557	NBD-H (=4-Hydrazino-7-nitro-2,1,3-benzoxadiazole Hydrazine) [for HPLC Labeling]

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・メルカプト基用 / for Mercapto Groups

A5597	A5596	A5595
P1214	A5591	A5592
A5593

A5597	ABD-F [=4-(Aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for Determination of Thiols]
A5596	DAABD-Cl [=4-[2-(Dimethylamino)ethylaminosulfonyl]-7-chloro-2,1,3-benzoxadiazole] [for Proteome Analysis]
A5595	DBD-F [=4-(N,N-Dimethylaminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole] [for HPLC Labeling]
P1214	N-(1-Pyrenyl)maleimide
A5591	NAM [=N-(9-Acridinyl)maleimide] [for HPLC Labeling]
A5592	NBD-Cl (=4-Chloro-7-nitro-2,1,3-benzoxadiazole) [for HPLC Labeling]
A5593	NBD-F (=4-Fluoro-7-nitro-2,1,3-benzoxadiazole) [for HPLC Labeling]

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化学発光検出 / Chemiluminescence Detection

D2339

A5304

D2339	2,3-Dihydro-6-isothiocyanato-1,4-phthalazinedione [HPLC Labeling Reagent for Chemiluminescent]
A5304	N-(4-Aminobutyl)-N-ethylisoluminol [Chemiluminescence Reagent]

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電気化学検出 / Electrochemical Detection

H0941	F0406	F0280
S0820	S0599

H0941	(Hydrazinocarbonyl)ferrocene [for HPLC Labeling]
F0406	Ferroceneacetic Acid
F0280	Ferroceneboronic Acid (contains varying amounts of Anhydride) [Cyclic boronating reagent for GC/MS]
S0820	N-Succinimidyl Ferrocenecarboxylate
S0599	Succinimidyl (2R)-6-(Tetrahydro-2H-pyran-2-yloxy)-2,5,7,8-tetramethylchroman-2-carboxylate

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HPLCカラムはこちらで紹介しています。

HPLCカラム / HPLC Columns

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文献

1) Y. Huang, H. Matsunaga, A. Toriba, T. Santa, T. Fukushima, K. Imai, Anal. Biochem. 1999, 270, 257 [DOI]; H. Matsunaga, T. Santa, K. Hagiwara, H. Homma, K. Imai, S. Uzu, K. Nakashima, S. Akiyama, Anal. Chem. 1995, 67, 4276 [DOI]; K. Imai, S. Uzu, K. Nakashima, S. Akiyama, Biomed. Chromatogr. 1993, 7, 56 [DOI].
2) T. Toyo’oka, Y-M. Liu, Analyst 1995, 120, 385 [DOI]; T. Toyo’oka, Y-M. Liu, J. Chromatogr. A 1995, 689, 23 [DOI]; T. Toyo’oka, Y-M. Liu, Chromatographia 1995, 40, 645 [DOI]; Y-M. Liu, J-R. Miao, T. Toyo’oka, Anal. Chim. Acta 1995, 314, 169 [DOI].
3) T. Kawasaki, M. Maeda, A. Tsuji, J. Chromatogr. 1985, 328, 121 [DOI].
4) NPCA: Succinimidyl (2R)-6-(Tetrahydro-2H-pyran-2-yloxy)-2,5,7,8-tetramethylchroman-2-carboxylate
T. Sasaki, T. Fukushima, M. Ohishi, T. Toyo’oka, Biomed. Chromatogr. 2008, 22, 888 [DOI].

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kdjoad0000000ria

モバイルサイトはこちら
www.tokyokasei.co.jp/m/

A5507	B0949	B0633
A5505	M0815	A5501
A5502	A5503	A5504
A5506	A5508

A5507	1-(4-Nitrobenzyl)-3-p-tolyltriazene [for HPLC Labeling]
B0949	1-Benzyl-3-p-tolyltriazene [for Esterification]
B0633	2-Bromo-4'-phenylacetophenone
A5505	3'-Methoxyphenacyl Bromide [for HPLC Labeling]
M0815	3'-Methoxyphenacyl Bromide
A5501	4-Bromophenacyl Bromide [for HPLC Labeling]
A5502	9-Chloromethylanthracene [for HPLC Labeling]
A5503	N-Chloromethyl-4-nitrophthalimide [for HPLC Labeling]
A5504	N-Chloromethylphthalimide [for HPLC Labeling]
A5506	O-(4-Nitrobenzyl)-N,N'-diisopropylisourea [for HPLC Labeling]
A5508	Phenacyl Bromide [for HPLC Labeling]

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