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dPEG®₁₂-biotin acid (QBD-10197)

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Description

dPEG®12 biotin acid, product number QBD-10197, is a biotinylation reagent containing a single molecular weight polyethylene glycol (PEG) spacer containing biotin on one end and a propionic acid moiety on the other. The terminal propionic acid group couples to amines directly using a carbodiimide such as EDC, and it can be functionalized as an N-hydroxysuccinimidyl (NHS) or 2,3,5,6-tetrafluorophenyl (TFP) ester for reaction with amines.

Amphiphilic dPEG®12 biotin acid can be dissolved both in water or aqueous buffer and in organic solvents. When used as a label, it does not cause aggregation or precipitation of biomolecules even when excess label is used. Using 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) chemistry, QBD-10197 can be coupled directly to free primary amines in aqueous media. These free amines can be on a protein, peptide, or the treated surface of a nanoparticle. The linker length of dPEG®12 biotin acid is longer than the linker length of LC-biotin and longer than the linker length of LC-LC-biotin. The performance characteristics of dPEG®12-biotin acid are quite superior to both LC-biotin and LC-LC-biotin.

Product number QBD-10197 is the precursor product of our popular products QBD-10198, NHS-dPEG®12-biotin, and QBD-10008, Biotin-dPEG®12-TFP ester. Many applications use this product to take advantage of the strong avidin-biotin binding interaction. Such applications include single-cell imaging of protein secretion, developing biosensors, isolating specific cell types by separation with magnetic beads, characterizing and understanding the streptavidin-biotin interaction, creating affinity-based probes, and assembling supramolecular nanostructures.

Specifications

Unit Size100 mg, 1000 mg
Molecular Weight844.02; single compound
Chemical formulaC₃₇H₆₉N₃O₁₆S
CAS948595-11-7
Purity> 98%
SpacersdPEG® Spacer is 40 atoms and 47.6 Å
ShippingAmbient
Typical solubility properties (for additional information contact Customer Support)Methylene chloride, Acetontrile, DMAC, DMSO or water.
Storage and handling-20°C; Always let come to room temperature before opening; be careful to limit exposure to moisture and restore under an inert atmosphere; stock solutions can be prepared with dry solvent and kept for several days (freeze when not in use). dPEG® pegylation compounds are generally hygroscopic and should be treated as such. This will be less noticeable with liquids, but the solids will become tacky and difficult to manipulate, if care is not taken to minimize air exposure.

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Sphere-Like Protein-Glycopolymer Nanostructures Tailored by Polyassociation. Franka Ennen, Philipp Fenner, Susanne Boye, Albena Lederer, Hartmut Komber, Brigitte Voit, and Dietmar Appelhans. Biomacromolecules. 2015, 16 (12) pp 3731-4032. December 1, 2015. DOI: 10.1021/acs.biomac.5b00975.

Sialylation of IgG Fc domain impairs complement-dependent cytotoxicity. Isaak Quast, Christian W. Keller, Michael A. Maurer, John P. Giddens, Bjorn Tackenberg, Lai-Xi Wang, Christian Munz, Falk Nimmerjahn, Marinos C. Dalakas and Jan D. Lunemann. The Journal of Clinical Investigation. 2015, August 25, 2015. DOI: 10.1172/JCI82695.

NV Center Electron Paramagnetic Resonance of a Single Nanodiamond Attached to an Individual Biomolecule. Richelle M. Teeling-Smith, Young Woo Jung, Nicolas Scozzaro, Jeremy Cardellino, Isaac Rampersaud, Justin A North, Marek Simon, Vidya P. Bhallamudi, Arfaan Rampersaud, Ezekiel Johnston-Halperin, Michael G. Poirier, and P. Chris Hammel. Mesoscale and Nanoscale Physics. 2015. November 21, 2015. DOI: arXiv:1511.06831v1.

Magnetic Separation of Melenoma-Specific Cytoxic T Lymphocytes from a Vaccinated Melanoma Patients’s Blood Using MHC/Peptide Complex-Conjugated Bacterial Magnetic Particles, Masayuki Takahashi, Yasuto Akiyama, Junpei Ikezumi, Takeshi Nagata, Tomoko Yoshino, Akira Iizuka, Ken Yamaguchi, and Tadashi Matsunaga. Bioconjugate Chemistry. 2009, 20 (2) pp 304–309. January 14, 2009. DOI: 10.1021/bc800398d.

Delivery of NADPH-Cytochrome P450 Reductase Antisense Oligos Using Avidin-Biotin Approach. Venkateswaren C. Pillai, Rekha Yesudas, Imam H. Shaik, Thomas J. Thekkumkara, Ulrich Bickel, Kalkunte S. Srivenugopal, and Reza Mehvar. Bioconjugate Chemistry. 2010, 21 (2) pp 203–207. January 11, 2010. DOI: 10.1021/bc900449b.

Trafficking of immature _F508-CFTR to the plasma membrane and its detection by biotinylation. Yishan Luo, Ken McDonald and John W. Hanrahan. Biochem J. 2009, 419 pp 211–219. December 8, 2008. doi:10.1042/BJ20081869.

Characterization of Particle Translocation through Mucin Hydrogels. Oliver Lieleg, Ioana Vladescu, and Katharina Ribbeck. Biophysical Journal. 2010, 98 (9) pp 1782–1789. May 5, 2010. DOI: 10.1016/j.bpj.2010.01.012.

Single and multiple bonds in (strept)avidin–biotin interactions. Jean-Marie Teulon, Yannick Delcuze, Michael Odorico, Shu-wen W. Chen, Pierre Parot and Jean-Luc Pellequer. Journal of Molecular Recognition. 2011, 24 (3) pp 490–502. April 4, 2011. DOI:10.1002/jmr.1109.

Quantitative Label-Free Characterization of Avidin-Biotin Assemblies on Silanized Glass. Li-Jung Chen, Jeong Hyun Seo, Michael J. Eller, Stanislav V. Verkhoturov, Sunny S. Shah, Alexander Revzin, and Emile A. Schweikert. Analytical Chemistry. 2011, 83 (18) pp 7173–7178. August 15, 2011. DOI:10.1021/ac2016085.

Regulation of Integrin Adhesions by Varying the Density of Substrate-Bound Epidermal Growth Factor. Tamar Shahal Benjamin Geiger Iain E. Dunlop Joachim P. Spatz. Biointerphases. 2012, 7 (23) February 13, 2012. DOI 10.1007/s13758-012-0023-0.

Highly bright avidin-based affinity probes carrying multiple lanthanide chelates. Laura Wirpsza, Shyamala Pillai, Mona Batish, Salvatore Marras, Lev Krasnoperov, Arkady Mustaev. Journal of Photochemistry and Photobiology B: Biology. 2012, 116 pp 22-29. November 5, 2012. DOI: 10.1016/j.jphotobiol.2012.07.001.

Alternative mRNA Splicing Generates Two Distinct ADAM12 Prodomain Variants. Sara Duhachek-Muggy, Hui Li, Yue Qi, Anna Zolkiewska. PLOS ONE. 2013, 8 (10) e75730. October 7, 2013. DOI: 10.1371/journal.pone.0075730.

The detection of biomolecules using self-assembled microspheres in an immunoassay. Chen-Hao Chen, Huei-Shian Lin & James R. Carey. Innovation, Communication and Engineering. 2014. January 2, 2014.

Visualizing mechanical tension across membrane receptors with a fluorescent sensor. Daniel R Stabley, Carol Jurchenko, Stephen S Marshall & Khalid S Salaita. Nature Methods. 2011, 9, PP 64–67. October 30, 2011. DOI: 10.1038/nmeth.1747.

Topography and Recognition Imaging with the Agilent 6000ILM, an Integrated AFM/ILM. W. Travis Johnson, Ph.D. Agilent Technologies, Inc. 2011, 5990-8982EN. August 24, 2011. www.agilent.com/find/afm.

Silicon Nanoribbons for Electrical Detection of Biomolecules. Niklas Elfström, Amelie Eriksson Karlström, Jan Linnros. Nano Letters. 2008, 8 (3) pp 945-949. February 12, 2008. DOI: 10.1021/nl080094r.

Engineering of novel tamavidin 2 muteins with lowered isoelectric points and lowered non-specific binding properties. Yoshimitsu Takakura, Naomi Oka, Hitomi Kajiwara, Masako Tsunashima. Journal of Bioscience and Bioengineering. 2012, 114 (5) pp 485-489. November 2012. DOI: 10.1016/j.jbiosc.2012.06.009.

Development of immobilized enzyme reactors based on human recombinant cytochrome P450 enzymes for phase I drug metabolism studies. R. Nicoli, M. Bartolini, S. Rudaz, V. Andrisano, J.-L. Veuthey. Journal of Chromatography A. 2008, 1206 (1) pp 2-10. October 3, 2008. DOI: 10.1016/j.chroma.2008.05.080.

An adsorption chromatography assay to probe bulk particle transport through hydrogels. VLADESCU, O. LIELEG, S. JANG, KATHARINA RIBBECK. Journal of Pharmaceutical Sciences. 2012, 101 (1) pp 436-442. September 8, 2011. DOI: 10.1002/jps.22737.

Selection of human antibody fragments by phage display. Lee, C.M, Iorno, N., Sierro, F. and Christ, D. Nature Protocol. 2007, 2(11) pp 3001-3008. November 15, 2007. DOI:10.1038/nprot.2007.448.

Kinetic Approach to Pathway Attenuation Using XOMA 052, a Regulatory Therapeutic Antibody That Modulates Interleukin-1 b Activity. Marina K. Roell, Hassan Issafras, Robert J. Bauer, Kristen S. Michelson, Nerissa Mendoza, Sandra I. Vanegas, Lisa M. Gross, Paul D. Larsen, Daniel H. Bedinger, David J. Bohmann, Genevieve H. Nonet, Naichi Liu, Steve R. Lee, Masahisa Handa, Seema S. Kantak, Arnold H. Horwitz, John J. Hunter, Alexander M. Owyang, Amer M. Mirza, John A. Corbin and Mark L. White. The Journal of Biological Chemistry. 2010, 285 pp 20607-20614. April 21, 2010. DOI: 10.1074/jbc.M110.115790.

Multiplexed protein analysis using encoded antibody-conjugated microbeads. Nora Theilacker, Eric E. Roller, Kristopher D. Barbee, Matthias Franzreb and Xiaohua Huang. J. R. Soc. Interface. 2011, 12 (109) pp 1104-1111. January 19, 2011. DOI: 10.1098/rsif.2010.0594.

Hepatocyte Targeting of Nucleic Acid Complexes and Liposomes by a T7 Phage p17 Peptide. So C. Wong, Darren Wakefield, Jason Klein, Sean D. Monahan, David B. Rozema, David L. Lewis, Lori Higgs, James Ludtke, Alex V. Sokoloff, and Jon A. Wolff. Molecular Pharmaceutics. 2006, 3 (4) pp 386-397. March 28, 2006. DOI: 10.1021/mp050108r.

Development of recombinant Aleuria aurantia lectins with altered binding specificities to fucosylated glycans. Patrick R. Romano, Andrew Mackay, Minh Vong, Johann deSa, Anne Lamontagne , Mary Ann Comunale , Julie Hafner , Timothy Block, Ryszard Lec, Anand Mehta. Biochemical and Biophysical Research Communications. 2011, 414 (1) pp 84-89. October 14, 2011. DOI: 10.1016/j.bbrc.2011.09.027.

Visualizing mechanical tension across membrane receptors with a fluorescent sensor. Daniel R Stabley, Carol Jurchenko, Stephen S Marshall & Khalid S Salaita. Nature Methods. 2012, 9 (1) pp 64-67. October 30, 2011. DOI:10.1038/nmeth.1747.

Chemoaffinity capture of pre-targeted prostate cancer cells with magnetic beads. Lisa Y. Wu, Tiancheng Liu, Mark R. Hopkins, William C. Davis, and Clifford E. Berkman. The Prostate. 2012, 72 (14) pp 1532-1541. April 4, 2012. DOI: 10.1002/pros.22508.

Secretome protein enrichment identifies physiological BACE1 protease substrates in neurons. Peer-Hendrik Kuhn, Katarzyna Koroniak, Sebastian Hogl, Alessio Colombo, Ulrike Zeitschel, Michael Willem, Christiane Volbracht, Ute Schepers, Axel Imhof, Albrecht Hoffmeister, Christian Haass, Steffen Roßner, Stefan Brase and Stefan F Lichtenthaler. The EMBO Journal. 2012, 31 pp 3157–3168. June 22, 2012. DOI: 10.1038/emboj.2012.173.

Applicable patents and legal notices are available at legal notices.

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