クリック反応用アルキン-PEG/アジド-PEG

アジドとアルキンは[3+2] 双極子付加環化反応の1種できわめて高収率かつ高い官能基選択性で進行します。ほかにどのような官能基があっても、ほぼアルキンとアジドのみが反応し単一の生成物を生じるため、様々な官能基と併用可能です。



クリック反応(Huisgen[3+2]付加環化反応)

アジドとアルキンは[3+2]双極子付加環化反応の1種できわめて高収率かつ高い官能基選択性で進行します。クリックケミストリーの代名詞的反応として知られ、このため俗にクリック反応とも呼ばれます。したがって本ページでもこれに倣うこととします。

ほかにどのような官能基があっても、ほぼアルキンとアジドのみが反応し単一の生成物を生じるため、様々な官能基と併用可能です。反応は不可逆的で、溶媒を選ばず、水中でも反応は進行します。化学変換プロセスの効率を示すアトムエコノミーは100%となっています。

反応は様々な官能基と併用可能なため、様々な化合物を使用することが可能で、固相合成にも用いることが可能です。

適切な銅(I)触媒の添加によって、末端アルキンの場合には100万倍近く反応が加速されることが知られています。それとともに、位置選択性も向上します。特にTBTAはCu(I)を酸化から保護し、優れた活性を示すことが知られており、最近ではルテニウムにも触媒活性があるという報告がなされています

参考文献

▷ A stepwise Huisegen cycloaddition process: copper (I)-catalyzed regioselective ligation of azides and terminal alkynes; Vsevolod V. Rostovtsev, Luke G. Green and K. Barry Sharpless; Angew. Chem. Int. Ed. 2002; 41: 2596-2599.

▷ Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes to azides; Christian W. Tornøe, Caspar Christensen; Morten Meldal; J.Org.Chem. 2002; 67: 3057-3064.

▷ Click Chemistry: Diverse Chemical Function from a Few Good Reactions; Hartmuth C. Kolb, M. G. Finn, and K. Barry Sharpless, Angew. Chem., Int. Eng. Ed. 2001; 40: 2004-2021.

▷ The growing impact of click chemistry on drug discovery; Hartmuth C. Kolb and K. Barry Sharpless; Drug Discovery Today 2003; 8(24): 1128-1131.

▷ Cu-I-Catalyzed Alkyne-Azide „Click“ Cycloadditions from a Mechanistic and Synthetic Perspective; Victoria C. Bock, Henk Hiemstra and Jan H. van Maarseveen; Eur. J. Org. Chem. 2006; 1: 51-68.

▷ A3-Type Star Polymer via Click Chemistry; O. Altintas, B. Yankul, G. Hizal and U. Tunca; J. Poly. Sci.: Part A, Polymer Chem. 2006; 44: 6458-6465.

▷ Preparation of alumina supported copper nanoparticles and their application in the synthesis of 1,2,3- triazoles; M. Lakshmi Kantam et al.; J. Mol. Catal. A: Chem. 2006; 256: 273-277.

▷ A Rapid and Versatile Method to Label Receptor Ligand Using „Click“ Chemistry: Validation with the Muscarinic M1 Antagonist Pirenzepine; Dominique Bonnet et al.; Bioconjugate Chemistry 2006; 17: 1618-1623.

▷ Alkyne-azide click reaction catalyzed by metallic copper under ultrasound; Pedro Cintas et al.; Nature Protocols 2010; 5(3): 607-616.

▷ Synthesis of a DOTA-Biotin Conjugate for Radionuclide Chelation via Cu-Free Click Chemistry; Michael K. Schultz, Sharavathi G. Parameswarappa, and F. Christopher Pigge; Org. Lett. 2010; 12(10): 2398-2401.

▷ Polytriazoles as Copper(I)-Stabilizing Ligands in Catalysis; Timothy R. Chan, Robert Hilgraf, K. Barry Sharpless, and Valery V. Fokin; Org. Lett. 2004; 6(17): 2853–2855. doi:10.1021/ol0493094.

▷ “Click” Cycloaddition Catalysts: Copper(I) and Copper(II) Tris(triazolylmethyl)amine Complexes; Paul S. Donnely et al.; Chem. Commun. 2008; (21): 2459–2461. doi:10.1039/b719724a

触媒フリーのクリック反応

クリック反応や、Diels-Alder反応に代表される付加環化反応は、官能基同士を1:1で結合させる手法として有用です。イメージング、創薬、センサー開発など応用の幅は多岐に渡り、それゆえ生化学、物質工学、表面化学、高分子化学などあらゆる分野で用いられるようになっています。

2002年の報告以来、実に多くの分野で利用されているクリック反応ですが、金属触媒を使用するという点で、生体への応用の際に以下の制限があります。

▶ 高い細胞毒性

▶ 意図しないタンパク質の酸化

▶ 蛍光の阻害

したがって、金属触媒フリーの手法の開発が急がれ現在では以下の2つの手法が主流となっています。

レビュー及び参考文献

▷ Bioorthogonal labelling of biomolecules: new functional handles and ligation methods; Marjoke F. Debets, Jan C. M. van Hest and Floris P. J. T. Rutjes; Org. Biomol. Chem. 2013; 11: 6439–6455; DOI: 10.1039/c3ob41329b.

▷ Bioconjugation with Strained Alkenes and Alkynes; Marjoke F. Debets, Sander S. van Berkel, Jan Dommerholt, A. (Ton) J. Dirks, Floris P. J. T. Rutjes, and Floris L. van Delft; Accounts of Chemical Research 2011; 44(9): 805–815. DOI: 10.1021/ar200059z.

▷ Azide: A Unique Dipole for Metal-Free Bioorthogonal Ligations; Marjoke F. Debets, Christianus W. J. van der Doelen, Floris P. J. T. Rutjes, and Floris L. van Delft; ChemBioChem 2010; 11: 1168 – 1184. DOI: 10.1002/cbic.201000064.

▷ Bioorthogonal Chemistry: Fishing for Selectivity in a Sea of Functionality; Ellen M. Sletten, Carolyn R. Bertozzi; Angew. Chem. Int. Ed. 2009; 48(38): 6974–6998. doi: 10.1002/anie.200900942.

▷ Bioorthogonal chemistry: strategies and recent developments. Ramil CP, Lin Q.; Chem Commun (Camb). 2013; 49(94): 11007-22. doi: 10.1039/c3cc44272a.

▷ Biomedical Applications of Tetrazine Cycloadditions; Neal K. Devaraj and Ralph Weissleder; Acc. Chem. Res. 2011; 44(9): 816–827. DOI: 10.1021/ar200037t.

アルキン-PEG

Propagyl-NHS


表1. Propagyl-NHS製品
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG1935.0001 Propargyl-NHS C10H11NO5 1174157-65-3 225.2 1g 3-(Prop-2-ynyloxy)propanoic acid succinimidyl ester
PEG1935.0100 Propargyl-NHS C10H11NO5 1174157-65-3 225.2 100mg 3-(Prop-2-ynyloxy)propanoic acid succinimidyl ester
PEG2755.0005 Propargyl amine C3H5N 2450-71-7 55.08 5g -
PEG2755.0025 Propargyl amine C3H5N 2450-71-7 55.08 25g -

MeO-PEG-Alkyne


表2. MeO-PEG-Alkyne製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG2800.0001 MeO-PEG-alkyne - - 10000 1g alpha-Methoxy-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 10000 Dalton)
PEG2800.0500 MeO-PEG-alkyne - - 10000 500mg alpha-Methoxy-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 10000 Dalton)
PEG2810.0001 MeO-PEG-alkyne - - 2000 1g alpha-Methoxy-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 2000 Dalton)
PEG2810.0500 MeO-PEG-alkyne - - 2000 500mg alpha-Methoxy-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 2000 Dalton)
PEG2820.0001 MeO-PEG-alkyne - - 20000 1g alpha-Methoxy-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 20000 Dalton)
PEG2820.0500 MeO-PEG-alkyne - - 20000 500mg alpha-Methoxy-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 20000 Dalton)
PEG2830.0001 MeO-PEG-alkyne - - 5000 1g alpha-Methoxy-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 5000 Dalton)
PEG2830.0500 MeO-PEG-alkyne - - 5000 500mg alpha-Methoxy-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 5000 Dalton)
PEG2840.0001 MeO-PEG-alkyne - - 750 1g alpha-Methoxy-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 750 Dalton)
PEG2840.0500 MeO-PEG-alkyne - - 750 500mg alpha-Methoxy-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 750 Dalton)

H2N-PEG-Alkyne


表3. H2N-PEG-Alkyne製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG2950.0001 H2N-PEG-alkyne - - 10000 1g alpha-Amino-omega-propargylacetamido poly(ethylene glycol)
PEG2950.0500 H2N-PEG-alkyne - - 10000 500mg alpha-Amino-omega-propargylacetamido poly(ethylene glycol)
PEG2960.0001 H2N-PEG-alkyne - - 3000 1g alpha-Amino-omega-propargylacetamido poly(ethylene glycol)
PEG2960.0500 H2N-PEG-alkyne - - 3000 500mg alpha-Amino-omega-propargylacetamido poly(ethylene glycol)
PEG2970.0001 H2N-PEG-alkyne - - 20000 1g alpha-Amino-omega-propargylacetamido poly(ethylene glycol)
PEG2970.0500 H2N-PEG-alkyne - - 20000 500mg alpha-Amino-omega-propargylacetamido poly(ethylene glycol)
PEG2980.0001 H2N-PEG-alkyne - - 5000 1g alpha-Amino-omega-propargylacetamido poly(ethylene glycol)
PEG2980.0500 H2N-PEG-alkyne - - 5000 500mg alpha-Amino-omega-propargylacetamido poly(ethylene glycol)

ヨウ化アルキン-PEG

通常、システインなどを含むチオール(SH)への結合にはマレイミドが多く使用されます、アルコールやアミノ基由来のプロトンによる反応が避けられず、副生成物が得られることも多々あります。ヨウ化PEGを用いれば、チオールにより特異的に反応するため、高効率の反応が実現可能です。

製品一覧


表4. ヨウ化PEG製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG2850.0001 NHS-PEG-alkyne - - 10000 1g alpha-Succinimidyl ester-omega-propargylacetamido poly(ethylene glycol)
PEG2850.0500 NHS-PEG-alkyne - - 10000 500mg alpha-Succinimidyl ester-omega-propargylacetamido poly(ethylene glycol)
PEG2860.0001 NHS-PEG-alkyne - - 3000 1g alpha-Succinimidyl ester-omega-propargylacetamido poly(ethylene glycol)
PEG2860.0500 NHS-PEG-alkyne - - 3000 500mg alpha-Succinimidyl ester-omega-propargylacetamido poly(ethylene glycol)
PEG2870.0001 NHS-PEG-alkyne - - 20000 1g alpha-Succinimidyl ester-omega-propargylacetamido poly(ethylene glycol)
PEG2870.0500 NHS-PEG-alkyne - - 20000 500mg alpha-Succinimidyl ester-omega-propargylacetamido poly(ethylene glycol)
PEG2880.0001 NHS-PEG-alkyne - - 5000 1g alpha-Succinimidyl ester-omega-propargylacetamido poly(ethylene glycol)
PEG2880.0500 NHS-PEG-alkyne - - 5000 500mg alpha-Succinimidyl ester-omega-propargylacetamido poly(ethylene glycol)
PEG3090.0100 I-PEG-alkyne - - 10000 100mg alpha-Iodo-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 10000 Dalton)
PEG3090.0500 I-PEG-alkyne - - 10000 500mg alpha-Iodo-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 10000 Dalton)
PEG3100.0100 I-PEG-alkyne - - 20000 100mg alpha-Iodo-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 20000 Dalton)
PEG3100.0500 I-PEG-alkyne - - 20000 500mg alpha-Iodo-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 20000 Dalton)
PEG3110.0100 I-PEG-alkyne - - 3000 100mg alpha-Iodo-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 3000 Dalton)
PEG3110.0500 I-PEG-alkyne - - 3000 500mg alpha-Iodo-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 3000 Dalton)
PEG3120.0100 I-PEG-alkyne - - 5000 100mg alpha-Iodo-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 5000 Dalton)
PEG3120.0500 I-PEG-alkyne - - 5000 500mg alpha-Iodo-omega-propargylacetamido poly(ethylene glycol) (PEG-MW 5000 Dalton)
PEG4950.0001 Biotin-PEG(4)-alkyne C21H35N3O6S - 457.58 1g 15-[D(+)-Biotinylamino]-4,7,10,13-tetraoxapentadec-1-yne
PEG4950.0250 Biotin-PEG(4)-alkyne C21H35N3O6S - 457.58 250mg 15-[D(+)-Biotinylamino]-4,7,10,13-tetraoxapentadec-1-yne

参考文献

▷ Quantitative reactivity profiling predicts functional cysteines in proteomes; E. Weerapana, C. Wang, G. M. Simon, F. Richter, S. Khare,M. B. D. Dillon, D. A. Bachovchin, K. Mowen, D. Baker and B. F. Cravatt; Nature 2010; 468: 790-795. doi:10.1038/nature09472

三官能性PEG

以下にご紹介するPEGは、3つの官能性末端を持ちます。

  1. アミン、アルコールなど求核試剤と反応するNHS

  2. カルボニル基と安定したアミド結合を形成するアミノ基(Boc保護)

  3. さらに、クリック反応が可能なアルキン

二つの部位を通常通りの分子同士の結合に用い、余ったもう一つの部位に蛍光物質、スピンラベルで修飾するなどして、より細やかな解析が可能になります。

製品一覧

Cbzによって保護されたPEG誘導体は、スペーサーおよびペプチド配列の末端への修飾にお使いいただけます。Cbzは強固な保護基であり、Pd/Cなどの激しい条件でしか脱保護できないため、外部環境の変化に対しても安定した部位としても有用です。


表5. 三官能性PEG製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG2900.0001 NHS-PEG(NH-Boc)-alkyne - - 10000 1g alpha-Succinimidyl ester-omega-(N-t-Butyloxycarbonyl-L-propargyl-glycinyl) poly(ethylene glycol)
PEG2900.0500 NHS-PEG(NH-Boc)-alkyne - - 10000 500mg alpha-Succinimidyl ester-omega-(N-t-Butyloxycarbonyl-L-propargyl-glycinyl) poly(ethylene glycol)
PEG2910.0001 NHS-PEG(NH-Boc)-alkyne - - 3000 1g alpha-Succinimidyl ester-omega-(N-t-Butyloxycarbonyl-L-propargyl-glycinyl) poly(ethylene glycol)
PEG2910.0500 NHS-PEG(NH-Boc)-alkyne - - 3000 500mg alpha-Succinimidyl ester-omega-(N-t-Butyloxycarbonyl-L-propargyl-glycinyl) poly(ethylene glycol)
PEG2920.0001 NHS-PEG(NH-Boc)-alkyne - - 20000 1g alpha-Succinimidyl ester-omega-(N-t-Butyloxycarbonyl-L-propargyl-glycinyl) poly(ethylene glycol)
PEG2920.0500 NHS-PEG(NH-Boc)-alkyne - - 20000 500mg alpha-Succinimidyl ester-omega-(N-t-Butyloxycarbonyl-L-propargyl-glycinyl) poly(ethylene glycol)
PEG2930.0001 NHS-PEG(NH-Boc)-alkyne - - 5000 1g alpha-Succinimidyl ester-omega-(N-t-Butyloxycarbonyl-L-propargyl-glycinyl) poly(ethylene glycol)
PEG2930.0500 NHS-PEG(NH-Boc)-alkyne - - 5000 500mg alpha-Succinimidyl ester-omega-(N-t-Butyloxycarbonyl-L-propargyl-glycinyl) poly(ethylene glycol)

アルキン-PEG-シラン

製品一覧


表6. アルキン-PEG-シラン製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG4810.0500 Alkyne-PEG-Si(OMe)3 - - 3000 500mg alpha-Propargylacetamido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 3.000 Dalton)
PEG4810.1000 Alkyne-PEG-Si(OMe)3 - - 3000 1g alpha-Propargylacetamido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 3.000 Dalton)
PEG4815.0500 Alkyne-PEG-Si(OMe)3 - - 5000 500mg alpha-Propargylacetamido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 5.000 Dalton)
PEG4815.1000 Alkyne-PEG-Si(OMe)3 - - 5000 1g alpha-Propargylacetamido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 5.000 Dalton)
PEG4820.0500 Alkyne-PEG-Si(OMe)3 - - 10000 500mg alpha-Propargylacetamido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 10.000 Dalton)
PEG4820.1000 Alkyne-PEG-Si(OMe)3 - - 10000 1g alpha-Propargylacetamido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 10.000 Dalton)
PEG4825.0500 Alkyne-PEG-Si(OMe)3 - - 20000 500mg alpha-Propargylacetamido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 20.000 Dalton)
PEG4825.1000 Alkyne-PEG-Si(OMe)3 - - 20000 1g alpha-Propargylacetamido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 20.000 Dalton)

アジド-PEG

アジドは前述のようにクリック反応で用いられるアルキンとの反応がよく知られていますが、アリルホスフィン誘導体とのStaudingerライゲーション反応も有用な選択肢の1つです。後者はP(Ph)3による還元でアミンに変換できます。アジドの最大の魅力は、通常の条件では反応性が低く安定ですが特定の条件では高い反応性を示し、高い選択性をもたらすことです。

参考文献

▷ The Staudinger Ligation—A Gift to Chemical Biology; M. Köhn and R. Breinbauer; Angew Chem. Int. Ed. 2004; 43: 3106-3116. doi:10.1002/ anie.200401744

▷ Traceless Staudinger Ligation of Glycosyl Azides with Triaryl Phosphines: Stereoselective Synthesis of Glycosyl Amides†; A. Bianchi and A.Bernardi; J Org Chem 2006; 71: 4565-4577. doi:10.1021/jo060409s

▷ Reaction Mechanism and Kinetics of the Traceless Staudinger Ligation; M. B. Soellner, B. L. Nilsson and R. T. Raines; J Am Chem Soc 2006; 128: 8820-8828. doi:10.1021/ja060484k

▷ Cell Surface Engineering by a Modified Staudinger Reaction; E. Saxon and C. R. Bertozzi; Science 2000; 287: 2007-2010. doi:10.1126/ science.287.5460.2007

▷ Bioconjugate Techniques; G. T. Hermanson; 2nd Edition; Elsevier2008; 722-726; ISBN 978-0-12-370501-3

▷ A “Traceless” Staudinger Ligation for the Chemoselective Synthesis of Amide Bonds; E. Saxon, J. I. Armstrong and C. R. Bertozzi; Org Lett 2000; 2: 2141-2143. doi:10.1021/ol006054v

▷ Staudinger Ligation: A Peptide from a Thioester and Azide; B. L. Nilsson, L. L. Kiessling and R. T. Raines; Org Lett 2000; 2: 1939-1941. doi:10.1021/ol0060174

▷ Chemoselective Staudinger-Phosphite Reaction of Azides for the Phosphorylation of Proteins; R. Serwa, I. Wilkening, G. Del Signore, M. Mühlberg, I. Claußnitzer, C. Weise, M. Gerrits and C. P. R. Hackenberger; Angew Chem. Int. Ed. 2009; 48: 8234-8239. doi:10.1002/anie.200902118

▷ Chemoselective Peptide Cyclization by Traceless Staudinger Ligation; R. Kleineweischede and C. P. R. Hackenberger; Angew Chem. Int. Ed. 2008; 47: 5984-5988. doi:10.1002/anie.200801514

Amine-PEG-N3


表7. Amine-PEG-N3製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG1081.0001 H2N-PEG(11)-N3 C24H50N4O11 749244-38-0 570.69 1g alpha-Amino-omega-azido undecae(ethylene glycol)
PEG1081.0005 H2N-PEG(11)-N3 C24H50N4O11 749244-38-0 570.69 5g alpha-Amino-omega-azido undecae(ethylene glycol)
PEG1081.0025 H2N-PEG(11)-N3 C24H50N4O11 749244-38-0 570.69 25g alpha-Amino-omega-azido undecae(ethylene glycol)
PEG1087.0001 H2N-PEG(6)-N3 C14H30N4O6 957486-82-7 350.42 1g alpha-Amino-omega-azido hexa(ethylene glycol)
PEG1087.0005 H2N-PEG(6)-N3 C14H30N4O6 957486-82-7 350.42 5g alpha-Amino-omega-azido hexa(ethylene glycol)
PEG1087.0025 H2N-PEG(6)-N3 C14H30N4O6 957486-82-7 350.42 25g alpha-Amino-omega-azido hexa(ethylene glycol)
PEG2350.0001 H2N-PEG(7)-N3 C16H34N4O7 1333154-77-0 394.46 1g alpha-Amino-omega-azido hepta(ethylene glycol)
PEG2350.0100 H2N-PEG(7)-N3 C16H34N4O7 1333154-77-0 394.46 100mg alpha-Amino-omega-azido hepta(ethylene glycol)
PEG3000.0001 H2N-PEG-N3 - - 10000 1g alpha-Amino-omega-azido poly(ethylene glycol)
PEG3000.0500 H2N-PEG-N3 - - 10000 500mg alpha-Amino-omega-azido poly(ethylene glycol)
PEG3010.0001 H2N-PEG-N3 - - 3000 1g alpha-Amino-omega-azido poly(ethylene glycol) (PEG-MW 3000 Dalton)
PEG3010.0500 H2N-PEG-N3 - - 3000 500mg alpha-Amino-omega-azido poly(ethylene glycol) (PEG-MW 3000 Dalton)
PEG3020.0001 H2N-PEG-N3 - - 20000 1g alpha-Amino-omega-azido poly(ethylene glycol)
PEG3020.0500 H2N-PEG-N3 - - 20000 500mg alpha-Amino-omega-azido poly(ethylene glycol)
PEG3030.0001 H2N-PEG-N3 - - 5000 1g alpha-Amino-omega-azido poly(ethylene glycol)
PEG3030.0500 H2N-PEG-N3 - - 5000 500mg alpha-Amino-omega-azido poly(ethylene glycol)
PEG3040.0001 H2N-PEG(10)-N3 C22H46N4O10 - 526.62 1g alpha-Amino-omega-azido deca(ethylene glycol)
PEG3040.0005 H2N-PEG(10)-N3 C22H46N4O10 - 526.62 5g alpha-Amino-omega-azido deca(ethylene glycol)
PEG3050.0001 H2N-PEG(9)-N3 C18H38N4O8 - 438.52 1g alpha-Amino-omega-azido nona(ethylene glycol)
PEG3050.0005 H2N-PEG(9)-N3 C18H38N4O8 - 438.52 5g alpha-Amino-omega-azido nona(ethylene glycol)
PEG3060.0001 H2N-PEG(3)-N3 C8H18N4O3 134179-38-7 218.25 1g 1-Amino-11-azido-3,6,9-trioxaundecane
PEG3060.0005 H2N-PEG(3)-N3 C8H18N4O3 134179-38-7 218.25 5g 1-Amino-11-azido-3,6,9-trioxaundecane
PEG3060.0025 H2N-PEG(3)-N3 C8H18N4O3 134179-38-7 218.25 25g 1-Amino-11-azido-3,6,9-trioxaundecane
PEG3070.0001 H2N-PEG(23)-N3 C48H98N4O23 749244-38-0 1099.3 1g alpha-Azido-omega-amino 23(ethylene glycol)
PEG3070.0100 H2N-PEG(23)-N3 C48H98N4O23 749244-38-0 1099.3 100mg alpha-Azido-omega-amino 23(ethylene glycol)
PEG3080.0001 H2N-PEG(35)-N3 C72H146N4O35 749244-38-0 1627.94 1g alpha-Azido-omega-amino 35(ethylene glycol)
PEG3080.0100 H2N-PEG(35)-N3 C72H146N4O35 749244-38-0 1627.94 100mg alpha-Azido-omega-amino 35(ethylene glycol)
PEG4960.0001 Boc-NH-PEG(2)-N3 C11H22N4O4 950683-55-3 274.32 1g 1-(t-Butyloxycarbonyl-amino)-3,6-dioxa-8-octaneazide
PEG4960.0005 Boc-NH-PEG(2)-N3 C11H22N4O4 950683-55-3 274.32 5g 1-(t-Butyloxycarbonyl-amino)-3,6-dioxa-8-octaneazide
PEG4960.0025 Boc-NH-PEG(2)-N3 C11H22N4O4 950683-55-3 274.32 25g 1-(t-Butyloxycarbonyl-amino)-3,6-dioxa-8-octaneazide
PEG4980.0001 H2N-PEG(2)-N3*TosOH C6H14N4O2*C6H8O3S 166388-57-4 net 174.20*172.20 1g 2-[2-(2-Azidoethoxy)ethoxy]ethanaminium tosylat
PEG4980.0005 H2N-PEG(2)-N3*TosOH C6H14N4O2*C6H8O3S 166388-57-4 net 174.20*172.20 5g 2-[2-(2-Azidoethoxy)ethoxy]ethanaminium tosylat
PEG4980.0025 H2N-PEG(2)-N3*TosOH C6H14N4O2*C6H8O3S 166388-57-4 net 174.20*172.20 25g 2-[2-(2-Azidoethoxy)ethoxy]ethanaminium tosylat

参考文献

▷ Desymmetrization Reactions: Efficient Preparation of Unsymmetrically Substituted Linker Molecules; A. W. Schwabacher, J. W. Lane, M. W. Schiesher, K. M. Leigh and C. W. Johnson; J Org Chem 1998; 63: 1727-1729. doi:10.1021/jo971802o

▷ The synthesis of heterobifunctional linkers for the conjugation of ligands to molecular probes; C. R. Bertozzi and M. D. Bednarski; J Org Chem 1991; 56: 4326-4329. doi:10.1021/jo00013a053

N3-PEG-OH


表8. N3-PEG-OH製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG1088.0001 N3-PEG(8)-OH C16H33N3O8 352439-36-2 395.45 1g alpha-Azido-omega-hydroxy octa(ethylene glycol)
PEG1088.0005 N3-PEG(8)-OH C16H33N3O8 352439-36-2 395.45 5g alpha-Azido-omega-hydroxy octa(ethylene glycol)
PEG1220.0001 N3-PEG(20)-OH C40H81N3O20 - 924.1 1g alpha-Azido-omega-hydroxy icosa(ethylene glycol)
PEG1220.0005 N3-PEG(20)-OH C40H81N3O20 - 924.1 5g alpha-Azido-omega-hydroxy icosa(ethylene glycol)
PEG1390.0001 N3-dPEG(12)-OH C24H49N3O12 73342-16-2 571.66 1g 35-Azido-3,6,9,12,15,18,21,24,27,30,33-undecaoxapentatriacontan-1-ol
PEG1390.0100 N3-dPEG(12)-OH C24H49N3O12 73342-16-2 571.66 100mg 35-Azido-3,6,9,12,15,18,21,24,27,30,33-undecaoxapentatriacontan-1-ol
PEG3760.1000 N3-PEG(4)-OH C8H17N3O4 86770-67-4 219.24 1g alpha-Azido-omega-hydroxy tetra(ethylene glycol)
PEG3760.5000 N3-PEG(4)-OH C8H17N3O4 86770-67-4 219.24 5g alpha-Azido-omega-hydroxy tetra(ethylene glycol)
PEG3760.9025 N3-PEG(4)-OH C8H17N3O4 86770-67-4 219.24 25g alpha-Azido-omega-hydroxy tetra(ethylene glycol)
PEG3770.0100 N3-dPEG™(24)-OH C48H97N3O24 73342-16-2 1100.29 100mg alpha-Azido-omega-hydroxy 24(ethylene glycol)
PEG3770.1000 N3-dPEG™(24)-OH C48H97N3O24 73342-16-2 1100.29 1g alpha-Azido-omega-hydroxy 24(ethylene glycol)
PEG3780.0100 N3-dPEG™(36)-OH C72H145N3O36 73342-16-2 1628.92 100mg alpha-Azido-omega-hydroxy 36(ethylene glycol)
PEG3780.1000 N3-dPEG™(36)-OH C72H145N3O36 73342-16-2 1628.92 1g alpha-Azido-omega-hydroxy 36(ethylene glycol)
PEG4900.0001 N3-EEEt-OH C6H13N3O3 86520-52-7 175.19 1g 2-[2-(2-Azidoethoxy)ethoxy]ethanol
PEG4900.0005 N3-EEEt-OH C6H13N3O3 86520-52-7 175.19 5g 2-[2-(2-Azidoethoxy)ethoxy]ethanol
PEG4900.0025 N3-EEEt-OH C6H13N3O3 86520-52-7 175.19 25g 2-[2-(2-Azidoethoxy)ethoxy]ethanol
PEG5300.0001 Azido-pentaethyleneglycol C10H21N3O5 86770-68-5 263.29 1g 2-(2-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)ethoxy)ethanol
PEG5300.0005 Azido-pentaethyleneglycol C10H21N3O5 86770-68-5 263.29 5g 2-(2-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)ethoxy)ethanol
PEG5300.0025 Azido-pentaethyleneglycol C10H21N3O5 86770-68-5 263.29 25g 2-(2-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)ethoxy)ethanol

MeO-PEG-N3


表9. MeO-PEG-N3製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG1219.0001 MeO-PEG-N3 - - 750 1g alpha-Methoxy-omega-azido poly(ethylene glycol)
PEG1219.0500 MeO-PEG-N3 - - 750 500mg alpha-Methoxy-omega-azido poly(ethylene glycol)
PEG1225.0001 MeO-PEG-N3 - - 2000 1g alpha-Methoxy-omega-azido poly(ethylene glycol)
PEG1225.0500 MeO-PEG-N3 - - 2000 500mg alpha-Methoxy-omega-azido poly(ethylene glycol)
PEG1660.0001 MeO-dPEG(12)-N3 C25H51N3O12 89485-61-0 585.69 1g 37-Azido-2,5,8,11,14,17,20,23,26,29,32,35-dodecaoxaheptatriacontane
PEG1660.0100 MeO-dPEG(12)-N3 C25H51N3O12 89485-61-0 585.69 100mg 37-Azido-2,5,8,11,14,17,20,23,26,29,32,35-dodecaoxaheptatriacontane
PEG1690.0001 MeO-dPEG(4)-N3 C9H19N3O4 606130-90-9 233.26 1g 13-Azido-2,5,8,11-tetraoxa-tridecane
PEG1690.0100 MeO-dPEG(4)-N3 C9H19N3O4 606130-90-9 233.26 100mg 13-Azido-2,5,8,11-tetraoxa-tridecane
PEG1705.0001 MeO-dPEG(8)-N3 C17H35N3O8 869718-80-9 409.48 1g 2,5,8,11,14,17,20,23-Octaoxapentacosan-25-amine
PEG1705.0100 MeO-dPEG(8)-N3 C17H35N3O8 869718-80-9 409.48 100mg 2,5,8,11,14,17,20,23-Octaoxapentacosan-25-amine
PEG1710.0001 MeO-dPEG(24)-N3 C49H99N3O24 89485-61-0 1114.34 1g alpha-Methoxy-omega-azido-24(ethylene glycol)
PEG1710.0100 MeO-dPEG(24)-N3 C49H99N3O24 89485-61-0 1114.34 100mg alpha-Methoxy-omega-azido-24(ethylene glycol)
PEG2040.0001 MeO-PEG-N3 - - 5000 1g alpha-Methoxy-omega-azido poly(ethylene glycol)
PEG2040.0500 MeO-PEG-N3 - - 5000 500mg alpha-Methoxy-omega-azido poly(ethylene glycol)
PEG2045.0001 MeO-PEG-N3 - - 10000 1g alpha-Methoxy-omega-azido poly(ethylene glycol)
PEG2045.0500 MeO-PEG-N3 - - 10000 500mg alpha-Methoxy-omega-azido poly(ethylene glycol)
PEG2050.0001 MeO-PEG-N3 - - 20000 1g alpha-Methoxy-omega-azido poly(ethylene glycol)
PEG2050.0500 MeO-PEG-N3 - - 20000 500mg alpha-Methoxy-omega-azido poly(ethylene glycol)
PEG3430.0100 MeO-dPEG™(36)-N3 C73H147N3O36 89485-61-0 1642.95 100mg alpha-Methoxy-omega-azido-36(ethylene glycol)
PEG3430.1000 MeO-dPEG™(36)-N3 C73H147N3O36 89485-61-0 1642.95 1g alpha-Methoxy-omega-azido-36(ethylene glycol)

N3-PEG(カルボニル基/カルボン酸と反応)


表10. N3
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG1395.0001 N3-dPEG(12)-NHS C31H56N4O16 1108750-59-9 740.79 1g 1-Azido-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxanonatriacontan-39-oic acid succinimidyl ester
PEG1395.0100 N3-dPEG(12)-NHS C31H56N4O16 1108750-59-9 740.79 100mg 1-Azido-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxanonatriacontan-39-oic acid succinimidyl ester
PEG1400.0001 N3-dPEG(4)-NHS C15H24N4O8 944251-24-5 388.37 1g 15-Azido-4,7,10,13-tetraoxa-pentadecanoic acid succinimidyl ester
PEG1400.0100 N3-dPEG(4)-NHS C15H24N4O8 944251-24-5 388.37 100mg 15-Azido-4,7,10,13-tetraoxa-pentadecanoic acid succinimidyl ester
PEG1405.0001 N3-dPEG(8)-NHS C23H40N4O12 1204834-00-3 564.58 1g 1-Azido-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oic acid succinimidyl ester
PEG1405.0100 N3-dPEG(8)-NHS C23H40N4O12 1204834-00-3 564.58 100mg 1-Azido-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oic acid succinimidyl ester
PEG2015.0001 N3-PEG(9)-COOH C22H42N4O12 - 554.59 1g 14-azido-5-oxo-3,9,12-trioxa-6-azatetradecan-1-oic acid
PEG2015.0005 N3-PEG(9)-COOH C22H42N4O12 - 554.59 5g 14-azido-5-oxo-3,9,12-trioxa-6-azatetradecan-1-oic acid
PEG2345.0001 N3-PEG(4)-COOH C11H21N3O6 1257063-35-6 291.3 1g 15-Azido-4,7,10,13-tetraoxa-pentadecanoic acid
PEG2345.0005 N3-PEG(4)-COOH C11H21N3O6 1257063-35-6 291.3 5g 15-Azido-4,7,10,13-tetraoxa-pentadecanoic acid
PEG2345.0100 N3-PEG(4)-COOH C11H21N3O6 1257063-35-6 291.3 100mg 15-Azido-4,7,10,13-tetraoxa-pentadecanoic acid
PEG2780.0001 N3-O2Oc-OH*CHA C6H11N3O4*C6H13N 88518-90-3 net 189.17*99.17 1g [2-(2-azidoethoxy)ethoxy]acetic acid cyclohexylamine salt
PEG2780.0005 N3-O2Oc-OH*CHA C6H11N3O4*C6H13N 88518-90-3 net 189.17*99.17 5g [2-(2-azidoethoxy)ethoxy]acetic acid cyclohexylamine salt
PEG2780.0025 N3-O2Oc-OH*CHA C6H11N3O4*C6H13N 88518-90-3 net 189.17*99.17 25g [2-(2-azidoethoxy)ethoxy]acetic acid cyclohexylamine salt
PEG2790.0001 N3-O2Oc-O2Oc-OH C12H22N4O7 1254054-60-8 334.33 1g 8-(8-Azido-3,6-dioxaoctanoylamido)-3,6-dioxaoctanoic acid
PEG2790.0005 N3-O2Oc-O2Oc-OH C12H22N4O7 1254054-60-8 334.33 5g 8-(8-Azido-3,6-dioxaoctanoylamido)-3,6-dioxaoctanoic acid
PEG4170.0100 N3-dPEG™(8)-COOH C19H37N3O10 1214319-92-2 467.51 100mg alpha-Azido-omega-(propionic acid) octa(ethylene glycol)
PEG4170.1000 N3-dPEG™(8)-COOH C19H37N3O10 1214319-92-2 467.51 1g alpha-Azido-omega-(propionic acid) octa(ethylene glycol)
PEG4180.0100 N3-dPEG™(12)-COOH C27H53N3O14 1167575-20-3 643.72 100mg alpha-Azido-omega-(propionic acid) dodeca(ethylene glycol)
PEG4180.1000 N3-dPEG™(12)-COOH C27H53N3O14 1167575-20-3 643.72 1g alpha-Azido-omega-(propionic acid) dodeca(ethylene glycol)
PEG4190.0100 N3-dPEG™(24)-COOH C51H101N3O26 1167575-20-3 1172.35 100mg alpha-Azido-omega-(propionic acid) 24(ethylene glycol)
PEG4190.1000 N3-dPEG™(24)-COOH C51H101N3O26 1167575-20-3 1172.35 1g alpha-Azido-omega-(propionic acid) 24(ethylene glycol)
PEG5170.0001 N3-TOTA-Suc C14H26N4O6 - 346.38 1g 1-Azido-4,7,10-trioxa-13-tridecaneamine succinamic acid
PEG5170.0005 N3-TOTA-Suc C14H26N4O6 - 346.38 5g 1-Azido-4,7,10-trioxa-13-tridecaneamine succinamic acid
PEG5170.0025 N3-TOTA-Suc C14H26N4O6 - 346.38 25g 1-Azido-4,7,10-trioxa-13-tridecaneamine succinamic acid
PEG5290.0001 N3-DOOA-Suc-OH C10H18N4O5 1189096-56-7 274.27 1g 4-(2-(2-(2-azidoethoxy)ethoxy)ethylamino)-4-oxobutanoic acid
PEG5290.0005 N3-DOOA-Suc-OH C10H18N4O5 1189096-56-7 274.27 5g 4-(2-(2-(2-azidoethoxy)ethoxy)ethylamino)-4-oxobutanoic acid
PEG5290.0025 N3-DOOA-Suc-OH C10H18N4O5 1189096-56-7 274.27 25g 4-(2-(2-(2-azidoethoxy)ethoxy)ethylamino)-4-oxobutanoic acid

Biotin-PEG-N3

アリルアジドは、光親和性ラベリング試薬としてよく知られています。光反応を経て窒素がかい離することにより1重項のフェニルナイトレンが生成しますが、このフェニルナイトレンは反応性が高く、周囲のC-H結合やN-H結合に対して非特異的に反応します。

PEG5000やPEG2065が持つパーフルオロフェニルアジドは、前述のフェニルナイトレンよりも安定な中間体を形成するため、非特異的な反応を抑えることが可能です。これらの化合物はエストロゲン受容体の研究やカーボンまたは有機ポリマーのコーティングのための光架橋反応剤として用いられています。


表11. Biotin-PEG-N3製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG2065.0025 Biotin-TEG-ATFBA C27H37F4N7O6S 1264662-85-2 663.68 25mg Biotin-triethylenglycol-(p-azido-tetrafluorobenzamide)
PEG2065.0100 Biotin-TEG-ATFBA C27H37F4N7O6S 1264662-85-2 663.68 100mg Biotin-triethylenglycol-(p-azido-tetrafluorobenzamide)
PEG4330.0100 Biotin-dPEG™(7)-N3 C26H48N6O9S 1334172-75-6 620.76 100mg alpha-Biotin-omega-azido hepta(ethylene glycol)
PEG4330.1000 Biotin-dPEG™(7)-N3 C26H48N6O9S 1334172-75-6 620.76 1g alpha-Biotin-omega-azido hepta(ethylene glycol)
PEG4340.0100 Biotin-dPEG™(11)-N3 C34H64N6O13S 956494-20-5 796.97 100mg [2-(2-aminoethoxy)ethoxy]acetic acid tert-butyl ester*HCl
PEG4340.1000 Biotin-dPEG™(11)-N3 C34H64N6O13S 956494-20-5 796.97 1g [2-(2-aminoethoxy)ethoxy]acetic acid tert-butyl ester*HCl
PEG4350.0100 Biotin-dPEG™(23)-N3 C58H112N6O25S 956494-20-5 1325.6 100mg alpha-Biotin-omega-azido 23(ethylene glycol)
PEG4350.1000 Biotin-dPEG™(23)-N3 C58H112N6O25S 956494-20-5 1325.6 1g alpha-Biotin-omega-azido 23(ethylene glycol)
PEG4940.0001 Biotin-PEG(3)-N3 C18H32N6O5S - 444.55 1g 11-[D(+)-Biotinylamino]-1-azido-3,6,9-trioxaundecane
PEG4940.0250 Biotin-PEG(3)-N3 C18H32N6O5S - 444.55 250mg 11-[D(+)-Biotinylamino]-1-azido-3,6,9-trioxaundecane
PEG5000.0250 N3-TFBA-O2Oc C13H12F4O5 - 380.25 250mg {2-[2-(4-Azido-2,3,5,6-tetrafluorobenzoyl-amino)ethoxy]ethoxy}acetic acid
PEG5000.1000 N3-TFBA-O2Oc C13H12F4O5 - 380.25 1g {2-[2-(4-Azido-2,3,5,6-tetrafluorobenzoyl-amino)ethoxy]ethoxy}acetic acid
PEG5000.5000 N3-TFBA-O2Oc C13H12F4O5 - 380.25 5g {2-[2-(4-Azido-2,3,5,6-tetrafluorobenzoyl-amino)ethoxy]ethoxy}acetic acid

参考文献

▷ Affinity Labelling of Antibodies with Aryl Nitrene as Reactive Group; G. W. J. Fleet, R. R. Porter and J. R. Knowles; Nature 1969; 224: 511- 512. doi:10.1038/224511a0

▷ Chemistry and kinetics of singlet pentafluorophenylnitrene; R. Poe, K. Schnapp, M. J. T. Young, J. Grayzar and M. S. Platz; J Am Chem Soc1992; 114: 5054-5067. doi:10.1021/ja00039a016

▷ N-Hydroxysuccinimide Ester Functionalized Perfluorophenyl Azides as Novel Photoactive Heterobifunctional Crosslinking Reagents. The Covalent Immobilization of Biomolecules to Polymer Surfaces; M. Yan, S. X. Cai, M. N. Wybourne and J. F. W. Keana; Bioconjug Chem 1994; 5: 151-157. doi:10.1021/bc00026a007

▷ High Efficiency Photolabeling of Human Serum Albumin and Human .gamma.-Globulin with [14C]Methyl 4-Azido-2,3,5,6- tetrafluorobenzoate; R. S. Pandurangi, S. R. Karra, R. R. Kuntz and W. A. Volkert; Bioconjug Chem 1995; 6: 630-634. doi:10.1021/ bc00035a019

▷ Synthesis and binding of new polyfluorinated aryl azides to alpha-chymotrypsin. New reagents for photoaffinity labeling; N. Soundararajan, S. H. Liu, S. Soundararajan and M. S. Platz; Bioconjug Chem 1993; 4: 256-261. doi:10.1021/bc00022a002

▷ Comparison of Phenylcarbene and Phenylnitrene; M. S. Platz; Accounts of chemical research 1995; 28: 487-492. doi:10.1021/ ar00060a004

▷ Synthesis of a tetrafluoro-substituted aryl azide and its protio analog as photoaffinity labeling reagents for the estrogen receptor; K. G. Pinney and J. A. Katzenellenbogen; J Org Chem 1991; 56: 3125-3133. doi:10.1021/jo00009a037

▷ Chemistry of Bifunctional Photoprobes: 4. Synthesis of the Chromogenic, Cleavable, Water Soluble, and Heterobifunctional Sulfosuccinimidyl (N-methylamino Perfluoroaryl Azido Benzamido)- ethyl-1,3′-Dithiopropionate: An Efficient Protein Cross-Linking Agent;R. S. Pandurangi, P. Lusiak, S. Desai and R. R. Kuntz; Bioorg Chem1998; 26: 201-212. doi:10.1006/bioo.1998.1098

▷ New reagents for photoaffinity labeling: synthesis and photolysis of functionalized perfluorophenyl azides; J. F. W. Keana and S. X. Cai; J Org Chem 1990; 55: 3640-3647. doi:10.1021/jo00298a048

▷ Perfluorophenyl Azides: New Applications in Surface Functionalization and Nanomaterial Synthesis; L.-H. Liu and M. Yan; Accounts of chemical research 2010; 43: 1434-1443. doi:10.1021/ar100066t

▷ Recent Trends in the Evaluation of Photochemical Insertion Characteristics of Heterobifunctional Perfluoroaryl Azide Chelating Agents: Biochemical Implications in Nuclear Medicine; R. S. Pandurangi, S. R. Karra, R. R. Kuntz and W. A. Volkert; Photochemistry and Photobiology 1997; 65: 208-221. doi:10.1111/j.1751-1097.1997. tb08547.x

▷ Tri- and Tetravalent Photoactivable Cross-Linking Agents; A. Welle, F. Billard and J. Marchand-Brynaert; Synthesis 2012; 44: 2249-2254. doi:10.1055/s-0031-1290444

▷ Preservation of Immunoreactivity in the Photolabeling of the B72.3 Human Antibody; R. S. Pandurangl, S. R. Karra, R. R. Kuntz andW. A. Volkert; Photochemistry and Photobiology 1996; 64: 100-105. doi:10.1111/j.1751-1097.1996.tb02427.x

▷ Candida albicans biofilm formation on peptide functionalized polydimethylsiloxane; K. D. Prijck, N. D. Smet, M. Rymarczyk-Machal, G. V. Driessche, B. Devreese, T. Coenye, E. Schacht and H. J. Nelis; Biofouling 2010; 26: 269-275. doi:10.108008927010903501908

ヨウ化アジド-PEGとチオールアジド-PEG

通常、システインなどを含むチオール(SH)への結合にはマレイミドが多く用いられます、アルコールやアミン由来のプロトンとの反応が避けられず、副生成物が得られることも多々あります。ヨウ化PEGを用いれば、チオールにより特異的に反応するため、高効率の反応が実現可能です。

ヨウ化アジド-PEG製品一覧


表12. ヨウ化アジド-PEG製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG3130.0100 I-PEG-N3 - - 10000 100mg alpha-Iodo-omega-azido poly(ethylene glycol) (PEG-MW 10000 Dalton)
PEG3130.0500 I-PEG-N3 - - 10000 500mg alpha-Iodo-omega-azido poly(ethylene glycol) (PEG-MW 10000 Dalton)
PEG3140.0100 I-PEG-N3 - - 20000 100mg alpha-Iodo-omega-azido poly(ethylene glycol) (PEG-MW 20000 Dalton)
PEG3140.0500 I-PEG-N3 - - 20000 500mg alpha-Iodo-omega-azido poly(ethylene glycol) (PEG-MW 20000 Dalton)
PEG3150.0100 I-PEG-N3 - - 3000 100mg alpha-Iodo-omega-azido poly(ethylene glycol) (PEG-MW 3000 Dalton)
PEG3150.0500 I-PEG-N3 - - 3000 500mg alpha-Iodo-omega-azido poly(ethylene glycol) (PEG-MW 3000 Dalton)
PEG3160.0100 I-PEG-N3 - - 5000 100mg alpha-Iodo-omega-azido poly(ethylene glycol) (PEG-MW 5000 Dalton)
PEG3160.0500 I-PEG-N3 - - 5000 500mg alpha-Iodo-omega-azido poly(ethylene glycol) (PEG-MW 5000 Dalton)

参考文献

▷ Quantitative reactivity profiling predicts functional cysteines in proteomes; E. Weerapana, C. Wang, G. M. Simon, F. Richter, S. Khare,M. B. D. Dillon, D. A. Bachovchin, K. Mowen, D. Baker and B. F. Cravatt; Nature 2010; 468: 790-795. doi:10.1038/nature09472

チオールアジド-PEG製品一覧


表13. チオールアジド-PEG製品一覧
コード 製品名 分子式 CAS 分子量 内容量 名称
PEG4830.0500 Azido-PEG-Si(OMe)3 - - 3000 500mg alpha-Azido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 3.000 Dalton)
PEG4830.1000 Azido-PEG-Si(OMe)3 - - 3000 1g alpha-Azido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 3.000 Dalton)
PEG4835.0500 Azido-PEG-Si(OMe)3 - - 5000 500mg alpha-Azido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 5.000 Dalton)
PEG4835.1000 Azido-PEG-Si(OMe)3 - - 5000 1g alpha-Azido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 5.000 Dalton)
PEG4840.0500 Azido-PEG-Si(OMe)3 - - 10000 500mg alpha-Azido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 10.000 Dalton)
PEG4840.1000 Azido-PEG-Si(OMe)3 - - 10000 1g alpha-Azido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 10.000 Dalton)
PEG4845.0500 Azido-PEG-Si(OMe)3 - - 20000 500mg alpha-Azido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 20.000 Dalton)
PEG4845.1000 Azido-PEG-Si(OMe)3 - - 20000 1g alpha-Azido-omega-trimethoxysilyl poly(ethylene glycol) (PEG-MW 20.000 Dalton)