クリックケミストリーを利用した色素と蛍光ラベル

生体物質を修飾する色素やその他の標識は、標識対象物質の生物学的活性を変化させることなく、かつ生理的条件下で不活性である必要があります。標識付加反応の中でも、クリック反応は非常に有益です。

triazol結合が不活性であり、標的物質と標識との間で選択的かつ効果的に反応する点で他の標識技術より優れています。この技術は従来の活性エステルおよびマレイミドを用いた技術と比較すると、タンパク質およびDNAの標識において優れた結果を示しています。


参考文献

▷ A stepwise Huisgen cycloaddition process: copper (I)-catalyzed regioselective ligation of azides and terminal alkynes; V.V. Rostov-tsev, L.G. Green, K.B. 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; C.W. Tornøe, C. Christensen; M. Meldal; J.Org.Chem. 2002; 67: 3057-3064. ▷ Surface-Modified Upconverting Microparticles and Nanoparticles for Use in Click Chemistries. H. S. Mader, M. Link, D. E. Achatz, K. Uhlmann,X. Li, O. S. Wolfbeis, Chem. ‒ Eur. J. 2010; 16: 5416-5424. DOI: 10.1002/chem.201000117. ▷ Probing the Activity of Matrix Metalloproteinase II Using a Sequen-tially Click-Labeled Silica Nanoparticle FRET Probe. D. E. Achatz, G. Mezö, P. Kele, O. S. Wolfbeis; ChemBioChem 2009; 10: 2316-1320. DOI: 10.1002/cbic.200900261. ▷ Clickable Fluorophores for Biological Labeling ‒ With or Without Copper. P. Kele, X. Li, M. Link, K. Nagy, A. Herner, K. Lörincz, S. Beni, O. S. Wolfbeis, Org. Biomol. Chem. 2009; 7: 3486-3490. DOI: 10.1039/b907741c. ▷ Dual Labeling of Biomolecules by Click Chemistry: a Sequential Ap-proach. P. Kele, G. Mezö, D. Achatz, O. S. Wolfbeis, Angew. Chem. 2009; 121: 350-353; Angew. Chem. Intl. Ed. 2009; 48: 344-347. DOI: 10.1002/ange.200804514.

製品一覧

紫外光~紫色光励起

紫外光~紫色光励起
表.1 紫外光~紫色光励起における製品一覧

青色~緑色光励起

青色~緑色光励起
表.2 青色~緑色光励起における製品一覧

赤色光~近赤外光

赤色光~近赤外光
表.3 赤色光~近赤外光における製品一覧

MiDyeの特性や利用例等に関する参考文献

▷ Biocompatible Functionalized Polyglycerol Microgels with Cell Penetrating Properties; Adam L. Sisson, Dirk Steinhilber, Torsten Rossow, Pia Welker, Kai Licha, and Rainer Haag; Angew. Chem. Int. Ed. 2009; 48: 7540‒7545; DOI: 10.1002/anie.200901583. ▷ Synthesis, Characterization, and Biological Properties of Cyanine-Labeled Somatostatin Analogues as Receptor-Targeted Fluores--cent Probes; Kai Licha, Carsten Hessenius, Andreas Becker, Peter Henklein, Michael Bauer, Stefan Wisniewski, Bertram Wiedenmann, and Wolfhard Semmler; Bioconjugate Chem. 2001; 12: 44-50. ▷ Optical molecular imaging of lymph nodes using a targeted vas-cular contrast agent; Kai Licha, Niels Debus, Sonja Emig-Vollmer, Birte Hofmann, Michael Hasbach, Dietger Stibenz, Sabine Sydow, Michael Schirner, Bernd Ebert, Diethard Petzelt, Christoph Bührer, Wolfhard Semmler, Rudolf Tauber; Journal of Biomedical Optics2005; 10(4): 041205. ▷ A complete substitutional analysis of VIP for better tumor imaging properties; Sarah Bhargava, Kai Licha, Tobias Knaute, Bernd Ebert, Andreas Becker, Carsten Grötzinger, Carsten Hessenius, Bertram Wiedenmann, Jens Schneider-Mergener and Rudolf Volkmer-Engert, J. Mol. Recognit. 2002; 15: 145‒153; DOI:10.1002/jmr.565. ▷ Near-infrared fluorescence imaging with fluorescently labeled albumin: A novel method for non-invasive optical imaging of blood‒brain barrier impairment after focal cerebral ischemia in mice; Jan Klohs, Jens Steinbrink, Riad Bourayou, Susanne Mueller, Ryan Cordell, Kai Licha, Michael Schirner, Ulrich Dirnagl, Ute Lindauer, AndreasWunder; Journal of Neuroscience Methods 2009; 180(1): 126-32. ▷ Receptor-targeted optical imaging of tumors with near-infrared fluorescent ligands; Andreas Becker, Carsten Hessenius, Kai Licha, Bernd Ebert, Uwe Sukowski,Wolfhard Semmler, Bertram Wieden-mann, and Carsten Grötzinger; nature biotechnology 2001; 19: 327-331.